JP2022088158A - Fat composition - Google Patents
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- JP2022088158A JP2022088158A JP2020200448A JP2020200448A JP2022088158A JP 2022088158 A JP2022088158 A JP 2022088158A JP 2020200448 A JP2020200448 A JP 2020200448A JP 2020200448 A JP2020200448 A JP 2020200448A JP 2022088158 A JP2022088158 A JP 2022088158A
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- 239000000203 mixture Substances 0.000 title claims abstract description 87
- 235000019197 fats Nutrition 0.000 claims abstract description 207
- 239000004006 olive oil Substances 0.000 claims abstract description 96
- 235000008390 olive oil Nutrition 0.000 claims abstract description 96
- DTOSIQBPPRVQHS-PDBXOOCHSA-N alpha-linolenic acid Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O DTOSIQBPPRVQHS-PDBXOOCHSA-N 0.000 claims abstract description 65
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 65
- 239000000194 fatty acid Substances 0.000 claims abstract description 65
- 229930195729 fatty acid Natural products 0.000 claims abstract description 65
- 150000004665 fatty acids Chemical class 0.000 claims abstract description 45
- 235000020661 alpha-linolenic acid Nutrition 0.000 claims abstract description 33
- 229960004488 linolenic acid Drugs 0.000 claims abstract description 33
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Natural products OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 claims abstract description 26
- ZZZCUOFIHGPKAK-UHFFFAOYSA-N D-erythro-ascorbic acid Natural products OCC1OC(=O)C(O)=C1O ZZZCUOFIHGPKAK-UHFFFAOYSA-N 0.000 claims abstract description 21
- 229930003268 Vitamin C Natural products 0.000 claims abstract description 21
- 235000019154 vitamin C Nutrition 0.000 claims abstract description 21
- 239000011718 vitamin C Substances 0.000 claims abstract description 21
- -1 vitamin C fatty acid ester Chemical class 0.000 claims abstract description 20
- 150000001982 diacylglycerols Chemical class 0.000 claims abstract description 14
- 239000000470 constituent Substances 0.000 claims abstract description 13
- 239000003921 oil Substances 0.000 claims description 227
- 235000019198 oils Nutrition 0.000 claims description 225
- 239000003925 fat Substances 0.000 claims description 202
- 239000003205 fragrance Substances 0.000 claims description 42
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- 238000004321 preservation Methods 0.000 abstract description 3
- 239000000047 product Substances 0.000 description 28
- 238000003860 storage Methods 0.000 description 20
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 18
- 238000000034 method Methods 0.000 description 15
- 235000013305 food Nutrition 0.000 description 14
- 230000001766 physiological effect Effects 0.000 description 11
- 235000000072 L-ascorbyl-6-palmitate Nutrition 0.000 description 10
- QAQJMLQRFWZOBN-LAUBAEHRSA-N L-ascorbyl-6-palmitate Chemical group CCCCCCCCCCCCCCCC(=O)OC[C@H](O)[C@H]1OC(=O)C(O)=C1O QAQJMLQRFWZOBN-LAUBAEHRSA-N 0.000 description 10
- 239000011786 L-ascorbyl-6-palmitate Substances 0.000 description 10
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- 230000000694 effects Effects 0.000 description 7
- DCXXMTOCNZCJGO-UHFFFAOYSA-N tristearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC DCXXMTOCNZCJGO-UHFFFAOYSA-N 0.000 description 7
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- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 3
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 3
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- 229910052783 alkali metal Inorganic materials 0.000 description 3
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- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 3
- 235000020778 linoleic acid Nutrition 0.000 description 3
- OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 description 3
- 235000019421 lipase Nutrition 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 3
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- 229910052784 alkaline earth metal Inorganic materials 0.000 description 2
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- MBMBGCFOFBJSGT-KUBAVDMBSA-N all-cis-docosa-4,7,10,13,16,19-hexaenoic acid Chemical compound CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCC(O)=O MBMBGCFOFBJSGT-KUBAVDMBSA-N 0.000 description 2
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- 239000012159 carrier gas Substances 0.000 description 2
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- GVJHHUAWPYXKBD-UHFFFAOYSA-N d-alpha-tocopherol Natural products OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 2
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- 238000004817 gas chromatography Methods 0.000 description 2
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- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
- 235000014593 oils and fats Nutrition 0.000 description 2
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- 235000003441 saturated fatty acids Nutrition 0.000 description 2
- 238000001256 steam distillation Methods 0.000 description 2
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- 238000010998 test method Methods 0.000 description 2
- 239000011732 tocopherol Substances 0.000 description 2
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- 229930003799 tocopherol Natural products 0.000 description 2
- PHYFQTYBJUILEZ-IUPFWZBJSA-N triolein Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(OC(=O)CCCCCCC\C=C/CCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC PHYFQTYBJUILEZ-IUPFWZBJSA-N 0.000 description 2
- 235000019871 vegetable fat Nutrition 0.000 description 2
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- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 description 2
- PFTAWBLQPZVEMU-DZGCQCFKSA-N (+)-catechin Chemical compound C1([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O)=CC=C(O)C(O)=C1 PFTAWBLQPZVEMU-DZGCQCFKSA-N 0.000 description 1
- PBTPTBMYJPCXRQ-MGMRMFRLSA-N (2r)-2-[(1s)-1,2-dihydroxyethyl]-3,4-dihydroxy-2h-furan-5-one;hexadecanoic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O.CCCCCCCCCCCCCCCC(O)=O PBTPTBMYJPCXRQ-MGMRMFRLSA-N 0.000 description 1
- MJYQFWSXKFLTAY-OVEQLNGDSA-N (2r,3r)-2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]butane-1,4-diol;(2r,3r,4s,5s,6r)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O.C1=C(O)C(OC)=CC(C[C@@H](CO)[C@H](CO)CC=2C=C(OC)C(O)=CC=2)=C1 MJYQFWSXKFLTAY-OVEQLNGDSA-N 0.000 description 1
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 description 1
- 235000009434 Actinidia chinensis Nutrition 0.000 description 1
- 244000298697 Actinidia deliciosa Species 0.000 description 1
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- 241000252073 Anguilliformes Species 0.000 description 1
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- 239000002211 L-ascorbic acid Substances 0.000 description 1
- 235000000069 L-ascorbic acid Nutrition 0.000 description 1
- 235000018330 Macadamia integrifolia Nutrition 0.000 description 1
- 240000000912 Macadamia tetraphylla Species 0.000 description 1
- 235000003800 Macadamia tetraphylla Nutrition 0.000 description 1
- 241000699670 Mus sp. Species 0.000 description 1
- 235000002725 Olea europaea Nutrition 0.000 description 1
- 241000283973 Oryctolagus cuniculus Species 0.000 description 1
- 235000019483 Peanut oil Nutrition 0.000 description 1
- 235000019484 Rapeseed oil Nutrition 0.000 description 1
- 235000019485 Safflower oil Nutrition 0.000 description 1
- 235000017276 Salvia Nutrition 0.000 description 1
- 241001072909 Salvia Species 0.000 description 1
- 241000282887 Suidae Species 0.000 description 1
- 244000299461 Theobroma cacao Species 0.000 description 1
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- 235000018936 Vitellaria paradoxa Nutrition 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
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- 150000001298 alcohols Chemical class 0.000 description 1
- 150000004703 alkoxides Chemical class 0.000 description 1
- JAZBEHYOTPTENJ-JLNKQSITSA-N all-cis-5,8,11,14,17-icosapentaenoic acid Chemical compound CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O JAZBEHYOTPTENJ-JLNKQSITSA-N 0.000 description 1
- 239000000956 alloy Substances 0.000 description 1
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- 239000007864 aqueous solution Substances 0.000 description 1
- 235000010323 ascorbic acid Nutrition 0.000 description 1
- 239000011668 ascorbic acid Substances 0.000 description 1
- 235000015278 beef Nutrition 0.000 description 1
- 235000013361 beverage Nutrition 0.000 description 1
- 230000000975 bioactive effect Effects 0.000 description 1
- 235000021324 borage oil Nutrition 0.000 description 1
- 235000014121 butter Nutrition 0.000 description 1
- 239000010495 camellia oil Substances 0.000 description 1
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- ADRVNXBAWSRFAJ-UHFFFAOYSA-N catechin Natural products OC1Cc2cc(O)cc(O)c2OC1c3ccc(O)c(O)c3 ADRVNXBAWSRFAJ-UHFFFAOYSA-N 0.000 description 1
- 235000005487 catechin Nutrition 0.000 description 1
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- 235000012343 cottonseed oil Nutrition 0.000 description 1
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- 238000004042 decolorization Methods 0.000 description 1
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- 235000020669 docosahexaenoic acid Nutrition 0.000 description 1
- 229940090949 docosahexaenoic acid Drugs 0.000 description 1
- 235000020673 eicosapentaenoic acid Nutrition 0.000 description 1
- 229960005135 eicosapentaenoic acid Drugs 0.000 description 1
- JAZBEHYOTPTENJ-UHFFFAOYSA-N eicosapentaenoic acid Natural products CCC=CCC=CCC=CCC=CCC=CCCCC(O)=O JAZBEHYOTPTENJ-UHFFFAOYSA-N 0.000 description 1
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- 238000000605 extraction Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 229940013317 fish oils Drugs 0.000 description 1
- 235000004426 flaxseed Nutrition 0.000 description 1
- 235000013611 frozen food Nutrition 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 230000002641 glycemic effect Effects 0.000 description 1
- 125000005456 glyceride group Chemical group 0.000 description 1
- 239000008169 grapeseed oil Substances 0.000 description 1
- 239000010468 hazelnut oil Substances 0.000 description 1
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- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
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- 239000004615 ingredient Substances 0.000 description 1
- 239000000787 lecithin Substances 0.000 description 1
- 235000010445 lecithin Nutrition 0.000 description 1
- 229940067606 lecithin Drugs 0.000 description 1
- KQQKGWQCNNTQJW-UHFFFAOYSA-N linolenic acid Natural products CC=CCCC=CCC=CCCCCCCCC(O)=O KQQKGWQCNNTQJW-UHFFFAOYSA-N 0.000 description 1
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Landscapes
- Edible Oils And Fats (AREA)
Abstract
Description
本発明は、油脂組成物に関する。 The present invention relates to oil and fat compositions.
アマニ(亜麻仁)等に豊富に含まれるα-リノレン酸(C18:3、ALA)は、体内に入ると生理活性の高いエイコサペンタエン酸(C20:5)やドコサヘキサエン酸(C22:6)に変換されることが知られ、近年、α-リノレン酸を豊富に含む機能性油脂が種々提案されている(例えば、特許文献1)。
しかしながら、α-リノレン酸を豊富に含む油脂は、非常に酸化安定性が低く、容易に不快臭を発生する。そこで通常、油脂に、トコフェロールやローズマリー抽出物、アスコルビン酸脂肪酸エステル、カテキン、レシチン等の酸化防止剤を含有させて、油脂の風味劣化を防止することが行われている。また、焙煎胡麻油のような香味油を配合してその風味を良好にすることも行われている(例えば、特許文献2)。
Α-linolenic acid (C18: 3, ALA), which is abundant in flaxseed, is converted to highly bioactive eicosapentaenoic acid (C20: 5) and docosahexaenoic acid (C22: 6) when it enters the body. In recent years, various functional fats and oils containing abundant α-linolenic acid have been proposed (for example, Patent Document 1).
However, fats and oils rich in α-linolenic acid have very low oxidative stability and easily generate an unpleasant odor. Therefore, usually, an antioxidant such as tocopherol, rosemary extract, ascorbic acid fatty acid ester, catechin, and lecithin is contained in the fat and oil to prevent the flavor deterioration of the fat and oil. Further, a flavor oil such as roasted sesame oil is blended to improve the flavor thereof (for example, Patent Document 2).
一方、オリーブ果実を圧搾して得られる未精製のオリーブ油は、オリーブ果実のフルーティな香りや草のような青々しい香りが特徴である。 On the other hand, unrefined olive oil obtained by pressing olive fruits is characterized by the fruity scent of olive fruits and the lush scent of grass.
本発明者は、オリーブ油の独特な香りを有し、α-リノレン酸を豊富に含む油脂は、好適な風味と高い機能性を兼ね備えた食用油脂として有用と考えた。しかし、オリーブ油の香りを有するα-リノレン酸を豊富に含む油脂を得るべくオリーブオイル香料やオリーブ油を含有させたところ、特に露光下において、経時的にその香りが減弱するという課題が存在することを見出した。
従って、本発明は、露光保存後もオリーブ油の香りを有するα-リノレン酸を豊富に含む油脂を提供することに関する。
The present inventor considered that an oil and fat having a unique scent of olive oil and abundant in α-linolenic acid is useful as an edible oil and fat having a suitable flavor and high functionality. However, when olive oil fragrance or olive oil is added to obtain an oil and fat rich in α-linolenic acid having the scent of olive oil, there is a problem that the scent is diminished over time, especially under exposure. I found it.
Therefore, the present invention relates to providing an oil and fat containing abundant α-linolenic acid, which has the scent of olive oil even after exposure and storage.
本発明者は、上記課題を解決するため鋭意検討を行ったところ、α-リノレン酸を豊富に含む油脂に、ビタミンC脂肪酸エステルとオリーブオイル香料及び/又はオリーブ油とを組み合わせて含有させれば、露光保存下においてもオリーブ油の香りを維持又は増強できることを見出した。 The present inventor has conducted diligent studies to solve the above problems, and found that if a fat and oil rich in α-linolenic acid is contained in combination with a vitamin C fatty acid ester and an olive oil fragrance and / or olive oil, It has been found that the aroma of olive oil can be maintained or enhanced even under exposure storage.
すなわち、本発明は、次の成分(A)、(B)及び(C):
(A)構成脂肪酸の20~70質量%がα-リノレン酸である油脂
(B)ビタミンC脂肪酸エステル
(C)オリーブオイル香料、オリーブ油又はこれらの組み合わせ
を含有する油脂組成物を提供するものである。
That is, in the present invention, the following components (A), (B) and (C):
(A) Fats and oils in which 20 to 70% by mass of constituent fatty acids are α-linolenic acid (B) Vitamin C fatty acid ester (C) Olive oil A fat and oil composition containing a fragrance, olive oil or a combination thereof is provided. ..
本発明によれば、露光保存後もオリーブ油の良好な香りを有し、且つα-リノレン酸の高い機能性を備えた油脂組成物を提供することができる。 According to the present invention, it is possible to provide an oil / fat composition having a good scent of olive oil even after exposure storage and having high functionality of α-linolenic acid.
本発明の油脂組成物は、(A)構成脂肪酸の20~70質量%がα-リノレン酸である油脂を含有する。本明細書において「(A)構成脂肪酸の20~70質量%がα-リノレン酸である油脂」を「成分(A)油脂」ともいう。
油脂組成物中の成分(A)油脂の含有量は、使用性の点から、好ましくは10質量%(以下、単に「%」とする)以上、より好ましくは15%以上であり、また、好ましくは99.985%以下、より好ましくは99.95%以下である。
油脂組成物中の成分(A)油脂の含有量は、好ましくは10~99.985%、より好ましくは15~99.95%である。
The fat and oil composition of the present invention contains fat and oil in which 20 to 70% by mass of the constituent fatty acid (A) is α-linolenic acid. In the present specification, "(A) fats and oils in which 20 to 70% by mass of constituent fatty acids are α-linolenic acid" is also referred to as "component (A) fats and oils".
The content of the component (A) fat and oil in the fat and oil composition is preferably 10% by mass (hereinafter, simply referred to as “%”) or more, more preferably 15% or more, and preferably 15% or more, from the viewpoint of usability. Is 99.985% or less, more preferably 99.95% or less.
The content of the component (A) fat and oil in the fat and oil composition is preferably 10 to 99.985%, more preferably 15 to 99.95%.
本発明において、成分(A)油脂の油脂を構成する脂肪酸中のα-リノレン酸の含有量は20~70%である。油脂を構成する脂肪酸中のα-リノレン酸の含有量は、生理効果の点から、20%以上であって、好ましくは30%以上、更に好ましくは40%以上、更に好ましくは45%以上、更に好ましくは50%以上、更に好ましくは52%以上であり、また、酸化安定性の点から、70%以下であって、好ましくは65%以下、より好ましくは60%以下である。
成分(A)油脂の油脂を構成する脂肪酸中のα-リノレン酸の含有量は、20~70%であって、好ましくは30~70%、より好ましくは40~65%、更に好ましくは45~65%、更に好ましくは50~60%、更に好ましくは52~60%である。
なお、本明細書における脂肪酸量は遊離脂肪酸換算量である。
In the present invention, the content of α-linolenic acid in the fatty acids constituting the fat and oil of the component (A) fat and oil is 20 to 70%. The content of α-linolenic acid in the fatty acids constituting the fats and oils is 20% or more, preferably 30% or more, more preferably 40% or more, still more preferably 45% or more, and further preferably 45% or more from the viewpoint of physiological effect. It is preferably 50% or more, more preferably 52% or more, and from the viewpoint of oxidative stability, it is 70% or less, preferably 65% or less, and more preferably 60% or less.
Component (A) The content of α-linolenic acid in the fatty acids constituting the fats and oils is 20 to 70%, preferably 30 to 70%, more preferably 40 to 65%, still more preferably 45 to. It is 65%, more preferably 50 to 60%, still more preferably 52 to 60%.
The amount of fatty acid in the present specification is a free fatty acid equivalent.
本発明において、油脂を構成するα-リノレン酸以外の構成脂肪酸としては、特に限定されず、飽和脂肪酸又は不飽和脂肪酸のいずれであってもよい。
油脂の風味・工業的生産性の点からは、油脂を構成する脂肪酸中の不飽和脂肪酸の含有量は、好ましくは60~100%、より好ましくは70~100%、更に好ましくは80~99.5%である。不飽和脂肪酸の炭素数は、生理効果の点から、好ましくは14~24、より好ましくは16~22である。
In the present invention, the constituent fatty acids other than α-linolenic acid constituting the fats and oils are not particularly limited, and may be either saturated fatty acids or unsaturated fatty acids.
From the viewpoint of flavor and industrial productivity of fats and oils, the content of unsaturated fatty acids in the fatty acids constituting the fats and oils is preferably 60 to 100%, more preferably 70 to 100%, still more preferably 80 to 99. It is 5%. From the viewpoint of physiological effects, the number of carbon atoms of the unsaturated fatty acid is preferably 14 to 24, more preferably 16 to 22.
なかでも、油脂を構成する脂肪酸中のリノール酸(C18:2)の含有量は、工業的生産性の点から、好ましくは5%以上、より好ましくは10%以上であり、また、好ましくは40%以下、より好ましくは30%以下、更に好ましくは20%以下である。
油脂を構成する脂肪酸中のリノール酸の含有量は、好ましくは5~40%、より好ましくは5~30%、更に好ましくは10~20%である。
Among them, the content of linoleic acid (C18: 2) in the fatty acids constituting the fats and oils is preferably 5% or more, more preferably 10% or more, and preferably 40, from the viewpoint of industrial productivity. % Or less, more preferably 30% or less, still more preferably 20% or less.
The content of linoleic acid in the fatty acids constituting the fats and oils is preferably 5 to 40%, more preferably 5 to 30%, still more preferably 10 to 20%.
また、油脂を構成する脂肪酸中のオレイン酸(C18:1)の含有量は、工業的生産性の点から、好ましくは10%以上であり、また、好ましくは65%以下、より好ましくは50%以下、更に好ましくは30%以下である。
油脂を構成する脂肪酸中のオレイン酸の含有量は、10~65%、より好ましくは10~50%、更に好ましくは10~30%である。
The content of oleic acid (C18: 1) in the fatty acids constituting the fats and oils is preferably 10% or more, preferably 65% or less, and more preferably 50% from the viewpoint of industrial productivity. Below, it is more preferably 30% or less.
The content of oleic acid in the fatty acids constituting the fats and oils is 10 to 65%, more preferably 10 to 50%, still more preferably 10 to 30%.
油脂を構成する脂肪酸中の飽和脂肪酸の合計含有量は、外観、生理効果、油脂の工業的生産性の点から、好ましくは30%以下、より好ましくは20%以下、更に好ましくは10%以下、更に好ましくは7%以下であり、また、0.5%以上であるのが好ましい。
飽和脂肪酸の炭素数は、好ましくは14~24、より好ましくは16~22である。
The total content of saturated fatty acids in the fatty acids constituting the fats and oils is preferably 30% or less, more preferably 20% or less, still more preferably 10% or less, from the viewpoints of appearance, physiological effect, and industrial productivity of fats and oils. More preferably, it is 7% or less, and more preferably 0.5% or more.
The number of carbon atoms of the saturated fatty acid is preferably 14 to 24, more preferably 16 to 22.
本発明において、油脂は、モノアシルグリセロール、ジアシルグリセロール及びトリアシルグリセロールのいずれか1種以上を含むものである。油脂の種類に特に制限はなく、食用油脂として使用できるものであれば何れでもよい。
本発明では、成分(A)油脂中のジアシルグリセロールの濃度が高濃度になる程(B)ビタミンC脂肪酸エステルを含有しやすく、それによりオリーブ油の香りを増強できるため、効果を有効に発現する点からは、油脂中にジアシルグリセロールを高含有することが好ましい。
成分(A)油脂中のジアシルグリセロールの含有量は、成分(B)の溶解性の点、及び生理効果の点から、好ましくは15%以上、より好ましくは20%以上、更に好ましくは25%以上、更に好ましくは30%以上、更に好ましくは50%以上、更に好ましくは60%以上、更に好ましくは70%以上、更に好ましくは80%以上であり、また、工業的生産性の点から、好ましくは99.5%以下、より好ましくは98%以下、更に好ましくは95%以下、更に好ましくは90%以下である。
成分(A)油脂中のジアシルグリセロールの含有量は、好ましくは15~99.5%、より好ましくは20~98%、更に好ましくは25~98%、更に好ましくは30~95%、更に好ましくは50~95%、更に好ましくは60~90%、更に好ましくは70~90%、更に好ましくは80~90%である。
In the present invention, the fat and oil contains any one or more of monoacylglycerol, diacylglycerol and triacylglycerol. The type of fat and oil is not particularly limited, and any fat or oil that can be used as an edible fat or oil may be used.
In the present invention, the higher the concentration of diacylglycerol in the component (A) fat and oil, the easier it is to contain (B) vitamin C fatty acid ester, thereby enhancing the scent of olive oil, so that the effect is effectively exhibited. Therefore, it is preferable that the fat and oil contains a high amount of diacylglycerol.
The content of diacylglycerol in the component (A) fat and oil is preferably 15% or more, more preferably 20% or more, still more preferably 25% or more from the viewpoint of the solubility of the component (B) and the physiological effect. It is more preferably 30% or more, further preferably 50% or more, still more preferably 60% or more, still more preferably 70% or more, still more preferably 80% or more, and preferably from the viewpoint of industrial productivity. It is 99.5% or less, more preferably 98% or less, still more preferably 95% or less, still more preferably 90% or less.
The content of diacylglycerol in the component (A) fat and oil is preferably 15 to 99.5%, more preferably 20 to 98%, still more preferably 25 to 98%, still more preferably 30 to 95%, still more preferably. It is 50 to 95%, more preferably 60 to 90%, still more preferably 70 to 90%, still more preferably 80 to 90%.
また、成分(A)油脂中のトリアシルグリセロールの含有量は、油脂の工業的生産性の点から、好ましくは1%以上、より好ましくは2%以上、更に好ましくは5%以上、更に好ましくは10%以上であり、また、好ましくは85%以下、より好ましくは80%以下、更に好ましくは75%以下、更に好ましくは50%以下、更に好ましくは25%以下である。
成分(A)油脂中のトリアシルグリセロールの含有量は、好ましくは1~85%、より好ましくは2~80%、更に好ましくは2~75%、更に好ましくは5~50%、更に好ましくは10~25%である。
Further, the content of triacylglycerol in the component (A) fat and oil is preferably 1% or more, more preferably 2% or more, still more preferably 5% or more, still more preferably 5% or more, from the viewpoint of industrial productivity of the fat or oil. It is 10% or more, preferably 85% or less, more preferably 80% or less, still more preferably 75% or less, still more preferably 50% or less, still more preferably 25% or less.
The content of triacylglycerol in the component (A) fat and oil is preferably 1 to 85%, more preferably 2 to 80%, still more preferably 2 to 75%, still more preferably 5 to 50%, still more preferably 10. It is ~ 25%.
成分(A)油脂中のモノアシルグリセロールの含有量は、風味、油脂の工業的生産性、及び酸化安定性の点から、好ましくは5%以下であり、より好ましくは3%以下、更に好ましくは2%以下、更に好ましくは1.5%以下であり、また、好ましくは0%超である。油脂中のモノアシルグリセロールの含有量は0%でもよい。 Component (A) The content of monoacylglycerol in the fat and oil is preferably 5% or less, more preferably 3% or less, still more preferably 3% or less, from the viewpoint of flavor, industrial productivity of the fat and oil, and oxidative stability. It is 2% or less, more preferably 1.5% or less, and preferably more than 0%. The content of monoacylglycerol in fats and oils may be 0%.
成分(A)油脂中の遊離脂肪酸又はその塩の含有量は、風味、酸化安定性の点から、好ましくは3%以下、より好ましくは2%以下、更に好ましくは1%以下であり、また、好ましくは0%超である。油脂組中の遊離脂肪酸又はその塩の含有量は0%でもよい。
トリアシルグリセロール、ジアシルグリセロール及びモノアシルグリセロールの脂肪酸組成は同じであっても異なっていてもよい。
The content of the free fatty acid or a salt thereof in the component (A) fat and oil is preferably 3% or less, more preferably 2% or less, still more preferably 1% or less, and further preferably 1% or less, from the viewpoint of flavor and oxidative stability. It is preferably more than 0%. The content of free fatty acid or a salt thereof in the fat group may be 0%.
The fatty acid compositions of triacylglycerols, diacylglycerols and monoacylglycerols may be the same or different.
本発明の油脂組成物は、(B)ビタミンC脂肪酸エステルを含有する。以下、本明細書において「ビタミンC脂肪酸エステル」を「成分(B)」ともいう。
本発明で用いられるビタミンC脂肪酸エステルは、L-アスコルビン酸と高級脂肪酸のエステルであり、市販品、好ましくは飲食品用の市販品を使用することができる。高級脂肪酸としては、炭素数12~22の直鎖状の飽和脂肪酸が好ましい。
ビタミンC脂肪酸エステルは、露光保存後もオリーブ油の良好な香りを有する点から、好ましくはビタミンCパルミテート、ビタミンCステアレートであり、より好ましくはビタミンCパルミテートである。
The fat and oil composition of the present invention contains (B) a vitamin C fatty acid ester. Hereinafter, the “vitamin C fatty acid ester” is also referred to as “component (B)” in the present specification.
The vitamin C fatty acid ester used in the present invention is an ester of L-ascorbic acid and a higher fatty acid, and a commercially available product, preferably a commercially available product for food and drink can be used. As the higher fatty acid, a linear saturated fatty acid having 12 to 22 carbon atoms is preferable.
The vitamin C fatty acid ester is preferably vitamin C palmitate or vitamin C stearate, and more preferably vitamin C palmitate, because it has a good scent of olive oil even after storage under exposure.
本発明において、油脂組成物中の成分(B)の含有量は、効果を有効に発現するという点から、好ましくは0.005%以上、より好ましくは0.01%以上、更に好ましくは0.02%以上であり、また、成分(B)の溶解性と風味の点から、好ましくは0.2%以下、より好ましくは0.15%以下、更に好ましくは0.1%以下である。
油脂組成物中の成分(B)の含有量は、好ましくは0.005~0.2%、より好ましくは0.01~0.15%、更に好ましくは0.02~0.1%である。
In the present invention, the content of the component (B) in the oil / fat composition is preferably 0.005% or more, more preferably 0.01% or more, still more preferably 0. It is 02% or more, and is preferably 0.2% or less, more preferably 0.15% or less, still more preferably 0.1% or less from the viewpoint of the solubility and flavor of the component (B).
The content of the component (B) in the oil / fat composition is preferably 0.005 to 0.2%, more preferably 0.01 to 0.15%, still more preferably 0.02 to 0.1%. ..
本発明において、成分(A)油脂に対する成分(B)の含有量は、効果を有効に発現するという点から、好ましくは0.02%以上、より好ましくは0.03%以上、更に好ましくは0.05%以上であり、また、成分(B)の溶解性と風味の点から、好ましくは0.3%以下、より好ましくは0.2%以下、更に好ましくは0.1%以下である。
成分(A)油脂に対する成分(B)の含有量は、効果を有効に発現するという点から、好ましくは0.02~0.3%、より好ましくは0.03~0.2%、更に好ましくは0.05~0.1%である。
成分(A)油脂中のジアシルグリセロールの含有量が15%以上である場合は、成分(A)油脂に対する成分(B)の含有量は、成分(B)の溶解性と風味の点から、好ましくは1%以下、より好ましくは0.3%以下、更に好ましくは0.2%以下であり、また、効果を有効に発現する点から、好ましくは0.03%以上、より好ましくは0.05%以上、更に好ましくは0.1%以上である。
成分(A)油脂中のジアシルグリセロールの含有量が15%以上である場合は、成分(A)油脂に対する成分(B)の含有量は、好ましくは0.03~1%、より好ましくは0.05~0.3%、更に好ましくは0.05~0.2%、更に好ましくは0.1~0.2%である。
他方、成分(A)油脂中のトリアシルグリセロールの含有量が95%以上である場合は、成分(A)油脂に対する成分(B)の含有量は、効果を有効に発現する点から、好ましくは0.005%以上、より好ましくは0.01%以上であり、また、成分(B)の析出を抑制する点から、好ましくは0.1%以下、より好ましくは0.05%以下、更に好ましくは0.025%以下である。
成分(A)油脂中のトリアシルグリセロールの含有量が95%以上である場合は、成分(A)油脂に対する成分(B)の含有量は、0.005~0.1%、より好ましくは0.01~0.05%、更に好ましくは0.01~0.025%である。
In the present invention, the content of the component (B) with respect to the component (A) fat and oil is preferably 0.02% or more, more preferably 0.03% or more, still more preferably 0, from the viewpoint of effectively exhibiting the effect. It is 0.05% or more, and is preferably 0.3% or less, more preferably 0.2% or less, still more preferably 0.1% or less from the viewpoint of the solubility and flavor of the component (B).
The content of the component (B) with respect to the component (A) fat and oil is preferably 0.02 to 0.3%, more preferably 0.03 to 0.2%, still more preferably, from the viewpoint of effectively exhibiting the effect. Is 0.05 to 0.1%.
When the content of diacylglycerol in the component (A) fat and oil is 15% or more, the content of the component (B) with respect to the component (A) fat and oil is preferable from the viewpoint of the solubility and flavor of the component (B). Is 1% or less, more preferably 0.3% or less, still more preferably 0.2% or less, and from the viewpoint of effectively exhibiting the effect, preferably 0.03% or more, more preferably 0.05. % Or more, more preferably 0.1% or more.
When the content of diacylglycerol in the component (A) fat and oil is 15% or more, the content of the component (B) with respect to the component (A) fat and oil is preferably 0.03 to 1%, more preferably 0. It is 05 to 0.3%, more preferably 0.05 to 0.2%, still more preferably 0.1 to 0.2%.
On the other hand, when the content of triacylglycerol in the component (A) fat and oil is 95% or more, the content of the component (B) with respect to the component (A) fat and oil is preferable from the viewpoint of effectively exhibiting the effect. It is 0.005% or more, more preferably 0.01% or more, and is preferably 0.1% or less, more preferably 0.05% or less, still more preferably, from the viewpoint of suppressing the precipitation of the component (B). Is 0.025% or less.
When the content of triacylglycerol in the component (A) fat and oil is 95% or more, the content of the component (B) with respect to the component (A) fat and oil is 0.005 to 0.1%, more preferably 0. It is 0.01 to 0.05%, more preferably 0.01 to 0.025%.
本発明において、油脂組成物中の成分(B)の含有量に対する、油脂を構成する脂肪酸中のα-リノレン酸の含有量の質量比[(ALA)/(成分(B))]は、成分(B)の溶解性の点から、200以上、好ましくは400以上であり、また、効果を有効に発現する点から、14000以下、好ましくは10000以下、更に好ましくは5000以下である。 In the present invention, the mass ratio of the content of α-linolenic acid in the fatty acids constituting the fat / oil to the content of the component (B) in the fat / oil composition [(ALA) / (component (B))] is the component. From the viewpoint of the solubility of (B), it is 200 or more, preferably 400 or more, and from the viewpoint of effectively exhibiting the effect, it is 14,000 or less, preferably 10,000 or less, still more preferably 5,000 or less.
本発明の油脂組成物は、(C)オリーブオイル香料、オリーブ油又はこれらの組み合わせを含有する。以下、本明細書において「オリーブオイル香料、オリーブ油又はこれらの組み合わせ」を「成分(C)」ともいう。
後述の実施例に示すように、成分(A)油脂にオリーブオイル香料又はオリーブ油を含有させれば、オリーブ油の独特な香りが感じられる。オリーブ油の香りは、露光下において経時的に減弱するところ、本発明では、成分(A)油脂とビタミンC脂肪酸エステル、及びオリーブオイル香料及び/又はオリーブ油を組み合わせて含有させることにより、その香りが維持されるか、又は香りを増強でき、初期だけでなく露光保存後もオリーブ油の香りに優れる油脂組成物が得られる。これは、前述した「香りは露光下において経時的に減弱する」という事実と対比すると驚きである。その理由を考察してみたところ、露光保存後の香りは、特にオリーブ油の草のような青々しい香りが強く出ていたことから、本発明の油脂組成物においては露光保存中に生じる臭い成分が変化し、当該香りの発現に関与している可能性が考えられる。
The oil and fat composition of the present invention contains (C) olive oil fragrance, olive oil or a combination thereof. Hereinafter, in the present specification, "olive oil fragrance, olive oil or a combination thereof" is also referred to as "ingredient (C)".
As shown in Examples described later, if the oil / fat component (A) contains an olive oil fragrance or olive oil, the unique scent of olive oil can be felt. The scent of olive oil diminishes over time under exposure, but in the present invention, the scent is maintained by containing the component (A) fat and oil, a vitamin C fatty acid ester, and an olive oil fragrance and / or olive oil in combination. An oil / fat composition having an excellent scent of olive oil can be obtained not only at the initial stage but also after exposure and storage. This is surprising in contrast to the fact that the scent diminishes over time under exposure. As a result of considering the reason, the scent after the exposure storage had a particularly strong lush scent like the grass of olive oil. Therefore, in the oil and fat composition of the present invention, the odor component generated during the exposure storage was found. It is possible that it has changed and is involved in the development of the scent.
本発明で用いられるオリーブオイル香料は、オリーブ(Olea europaea L.)の果実から採油されるオリーブ油に含まれる香気成分を含む。その香気成分としては、テルペン系炭化水素、アルコール類等が知られている。
オリーブの品種には、マンザニロ、セビラノ、ミッション、ネバジロ・ブランコ、アスコラノ等があるが、本発明においてはいずれの品種も用いることができる。
オリーブオイル香料は、天然に由来するもの、合成されたもの、又はそれらの混合物のいずれも用いることができる。好ましくは天然香料である。オリーブオイル香料の製造法としては、圧搾法によるコールドプレス法、水蒸気蒸留法、抽出法等が挙げられ、好ましくは水蒸気蒸留法である。オリーブオイル香料の形態としては、例えば、油溶性、エマルジョン、粉末が挙げられる。
オリーブオイル香料は、市販品、好ましくは飲食品用の市販品を使用することができる。
また、本発明で用いられるオリーブ油は、精製工程を経た精製油脂であってもよいが、香りが良好な点から、未精製のものや、精製油脂と未精製油脂の混合油が好ましい。
The olive oil fragrance used in the present invention contains an aroma component contained in olive oil extracted from the fruit of olive (Olea europaea L.). As the aroma component, terpene-based hydrocarbons, alcohols and the like are known.
Olive varieties include manzanillo, sevirano, mission, nevagiro blanco, ascorano and the like, but any of the varieties can be used in the present invention.
Olive oil fragrances can be of natural origin, synthetic or mixtures thereof. It is preferably a natural fragrance. Examples of the method for producing the olive oil fragrance include a cold pressing method by a pressing method, a steam distillation method, an extraction method and the like, and a steam distillation method is preferable. Forms of olive oil fragrances include, for example, oil-soluble, emulsions and powders.
As the olive oil flavoring, a commercially available product, preferably a commercially available product for food and drink can be used.
The olive oil used in the present invention may be a refined fat or oil that has undergone a refining step, but an unrefined oil or a mixed oil of a refined fat or oil and an unrefined fat or oil is preferable from the viewpoint of good fragrance.
本発明において、油脂組成物中の成分(C)の含有量は、オリーブ風味賦香の点から、好ましくは0.01%以上、より好ましくは0.03%以上であり、また、α-リノレン酸摂取の点から、好ましくは85%以下である。
油脂組成物中の成分(C)の含有量は、好ましくは0.01~85%、より好ましくは0.03~85%である。なお、この含有量は、オリーブオイル香料とオリーブ油のうち一方のみを含む場合はその一方の量であり、両方を含む場合はその合計量である。
本発明において、成分(C)としてオリーブオイル香料を用いる場合、油脂組成物中のオリーブオイル香料の含有量は、オリーブ風味賦香の点から、好ましくは0.01%以上、より好ましくは0.03%以上であり、また、自然なオリーブ風味を付与するという点から、好ましくは0.5%以下、より好ましくは0.3%以下である。
成分(C)としてオリーブオイル香料を用いる場合、油脂組成物中のオリーブオイル香料の含有量は、好ましくは0.01~0.5%、より好ましくは0.03~0.3%である。
また、成分(C)としてオリーブ油を用いる場合、油脂組成物中のオリーブ油の含有量は、オリーブ油の風味が感じられる点から、好ましくは20%以上、より好ましくは25%以上であり、また、α-リノレン酸摂取の点から、好ましくは85%以下、より好ましくは80%以下である。
成分(C)としてオリーブ油を用いる場合、油脂組成物中のオリーブ油の含有量は、好ましくは20~85%、より好ましくは25~80%である。
尚、香料の定量には、ガスクロマトグラフィーを用いることができる。例えば、ヘッドスペースガスクロマトグラフィにより分析することができる。
In the present invention, the content of the component (C) in the fat and oil composition is preferably 0.01% or more, more preferably 0.03% or more, and α-linolenicene from the viewpoint of olive flavor flavoring. From the point of view of acid intake, it is preferably 85% or less.
The content of the component (C) in the oil / fat composition is preferably 0.01 to 85%, more preferably 0.03 to 85%. In addition, this content is the amount of one when only one of olive oil fragrance and olive oil is contained, and is the total amount when both are contained.
In the present invention, when the olive oil fragrance is used as the component (C), the content of the olive oil fragrance in the oil / fat composition is preferably 0.01% or more, more preferably 0. It is 03% or more, and is preferably 0.5% or less, more preferably 0.3% or less, from the viewpoint of imparting a natural olive flavor.
When the olive oil fragrance is used as the component (C), the content of the olive oil fragrance in the oil / fat composition is preferably 0.01 to 0.5%, more preferably 0.03 to 0.3%.
When olive oil is used as the component (C), the content of olive oil in the fat and oil composition is preferably 20% or more, more preferably 25% or more, and α, from the viewpoint that the flavor of olive oil can be felt. -From the viewpoint of linolenic acid intake, it is preferably 85% or less, more preferably 80% or less.
When olive oil is used as the component (C), the content of olive oil in the fat and oil composition is preferably 20 to 85%, more preferably 25 to 80%.
Gas chromatography can be used to quantify the fragrance. For example, it can be analyzed by headspace gas chromatography.
本発明の油脂組成物は、例えば、成分(A)油脂に、成分(B)及び成分(C)、更に必要に応じてその他の成分を添加し、適宜加熱、撹拌等することにより得ることができる。必要に応じて通常の食用油脂を配合してもよい。 The oil and fat composition of the present invention can be obtained, for example, by adding the component (B) and the component (C) to the oil and fat of the component (A), and if necessary, other components, and appropriately heating and stirring the mixture. can. Ordinary edible oils and fats may be blended if necessary.
成分(A)油脂は、油脂由来の脂肪酸とグリセリンとのエステル化反応、油脂とグリセリンとのエステル交換反応(グリセロリシス)等により得ることができる。
エステル化反応とグリセロリシス反応は、アルカリ金属又はその合金、アルカリ金属又はアルカリ土類金属の酸化物や水酸化物、アルカリ金属又はアルカリ土類金属のアルコキシド等の化学触媒を用いる化学法と、リパーゼ等の酵素を用いる酵素法とに大別される。
なかでも、脂肪酸組成を制御する点から、後述する油脂由来の分別脂肪酸とグリセリンとのエステル化反応が好ましい。
The component (A) fat and oil can be obtained by an esterification reaction between a fatty acid derived from the fat and oil and glycerin, a transesterification reaction between the fat and oil and glycerin (glycerolysis), and the like.
The esterification reaction and glycerolysis reaction are carried out by a chemical method using a chemical catalyst such as an alkali metal or an alloy thereof, an oxide or hydroxide of an alkali metal or an alkaline earth metal, an alkoxide of an alkali metal or an alkaline earth metal, and a lipase or the like. It is roughly divided into the enzyme method using the above-mentioned enzyme.
Among them, from the viewpoint of controlling the fatty acid composition, the esterification reaction between the fractionated fatty acid derived from fats and oils described later and glycerin is preferable.
本発明において、油脂(食用油脂)は、植物性油脂、動物性油脂のいずれでもよい。例えば、大豆油、菜種油、サフラワー油、米油、コーン油、ヒマワリ油、綿実油、ゴマ油、落花生油、ハトムギ油、小麦胚芽油、シソ油、アマニ油、エゴマ油、チアシード油、サチャインチ油、クルミ油、キウイ種子油、サルビア種子油、ブドウ種子油、マカデミアナッツ油、ヘーゼルナッツ油、カボチャ種子油、椿油、茶実油、ボラージ油、パーム油、パームオレイン、パームステアリン、やし油、パーム核油、カカオ脂、サル脂、シア脂、藻油等の植物性油脂;魚油、ラード、牛脂、バター脂等の動物性油脂;あるいはそれらのエステル交換油、水素添加油、分別油等の油脂類を挙げることができる。
なかでも、使用性の点から、植物性油脂を用いるのが好ましく、更に低温耐性に優れた液状油脂を用いるのが好ましく、更にα-リノレン酸を豊富に含むシソ油、アマニ油、エゴマ油、チアシード油及びサチャインチ油から選ばれる少なくとも1種の油脂を用いるのが好ましい。なお、液状油脂とは、基準油脂分析試験法2.3.8-27による冷却試験を実施した場合、20℃で液状である油脂をいう。
In the present invention, the fat (edible fat) may be either a vegetable fat or an animal fat. For example, soybean oil, rapeseed oil, safflower oil, rice oil, corn oil, sunflower oil, cottonseed oil, sesame oil, peanut oil, honeybee oil, wheat germ oil, perilla oil, flaxseed oil, sesame oil, chia seed oil, sachainchi oil, walnuts. Oil, kiwi seed oil, salvia seed oil, grape seed oil, macadamia nut oil, hazelnut oil, pumpkin seed oil, camellia oil, brown seed oil, borage oil, palm oil, palm olein, palm stea, palm oil, palm kernel oil, Vegetable fats and oils such as cocoa fats, monkey fats, shea fats and algae oils; animal fats and oils such as fish oils, lard, beef fats and butter fats; or their ester exchange oils, hydrogenated oils and fractionated oils. be able to.
Among them, from the viewpoint of usability, it is preferable to use vegetable oil, liquid oil having excellent low temperature resistance, and perilla oil, linseed oil, and perilla oil rich in α-linolenic acid. It is preferable to use at least one oil / fat selected from chia seed oil and sacha inchi oil. The liquid fat and oil means a fat and oil that is liquid at 20 ° C. when the cooling test according to the standard fat and oil analysis test method 2.3.8-27 is carried out.
油脂由来の脂肪酸は、油脂を加水分解して得ることができる。油脂を加水分解する方法としては、高温高圧分解法と酵素分解法が挙げられる。高温高圧分解法とは、油脂に水を加えて、高温、高圧の条件で反応することにより、脂肪酸とグリセリンを得る方法である。また、酵素分解法とは、油脂に水を加えて、油脂加水分解酵素を触媒として用い、低温の条件で反応することにより、脂肪酸とグリセリンを得る方法である。
加水分解反応は、常法に従って行うことができる。
Fatty acid derived from fats and oils can be obtained by hydrolyzing fats and oils. Examples of the method for hydrolyzing fats and oils include a high-temperature high-pressure decomposition method and an enzymatic decomposition method. The high-temperature and high-pressure decomposition method is a method in which water is added to fats and oils and reacted under high temperature and high pressure conditions to obtain fatty acids and glycerin. Further, the enzymatic decomposition method is a method of obtaining fatty acid and glycerin by adding water to fat and oil and reacting with fat and oil hydrolase as a catalyst under low temperature conditions.
The hydrolysis reaction can be carried out according to a conventional method.
油脂の加水分解後は、加水分解反応物を分別して固体を除去することが好ましい。分別方法としては、溶剤分別法、自然分別法(ドライ分別法)、湿潤剤分別法が挙げられる。
析出した固体の除去手段としては、静置分離、濾過、遠心分離、脂肪酸に湿潤剤水溶液を混合し分離する方法等が挙げられる。
After the hydrolysis of the fat, it is preferable to separate the hydrolysis reaction product to remove the solid. Examples of the separation method include a solvent separation method, a natural separation method (dry separation method), and a wetting agent separation method.
Examples of the means for removing the precipitated solid include static separation, filtration, centrifugation, and a method of mixing an aqueous solution of a wetting agent with a fatty acid and separating the solid.
油脂由来の脂肪酸とグリセリンとのエステル化反応は、酵素法により温和な条件で行うのが風味等の点で優れており好ましい。
酵素の使用量は、酵素の活性を考慮して適宜決定することができるが、反応速度を向上する点から、固定化酵素を使用する場合は、エステル化反応原料の合計質量に対して、好ましくは1~30%、より好ましくは2~20%である。
エステル化反応の反応温度は、反応速度を向上する点、酵素の失活を抑制する点から、好ましくは0~100℃、より好ましくは20~80℃、更に好ましくは30~60℃である。また、反応時間は、工業的な生産性の点から、好ましくは15時間以内、より好ましくは1~12時間、更に好ましくは2~10時間である。
脂肪酸とグリセリンとの接触手段としては、浸漬、攪拌、固定化リパーゼを充填したカラムにポンプ等で通液する方法等が挙げられる。
It is preferable that the esterification reaction between the fatty acid derived from fats and oils and glycerin is carried out by an enzymatic method under mild conditions because it is excellent in terms of flavor and the like.
The amount of the enzyme used can be appropriately determined in consideration of the activity of the enzyme, but when an immobilized enzyme is used, it is preferable with respect to the total mass of the esterification reaction raw materials from the viewpoint of improving the reaction rate. Is 1 to 30%, more preferably 2 to 20%.
The reaction temperature of the esterification reaction is preferably 0 to 100 ° C., more preferably 20 to 80 ° C., still more preferably 30 to 60 ° C. from the viewpoint of improving the reaction rate and suppressing the inactivation of the enzyme. The reaction time is preferably within 15 hours, more preferably 1 to 12 hours, and even more preferably 2 to 10 hours from the viewpoint of industrial productivity.
Examples of the means of contact between the fatty acid and glycerin include a method of dipping, stirring, and passing a liquid through a column filled with immobilized lipase by a pump or the like.
エステル化反応の後は、通常油脂に対して用いられる精製工程を行ってもよい。具体的には、蒸留処理、酸処理、水洗、脱色、脱臭等の工程を挙げることができる。 After the esterification reaction, a purification step usually used for fats and oils may be performed. Specific examples thereof include steps such as distillation treatment, acid treatment, washing with water, decolorization, and deodorization.
本発明の油脂組成物は、一般の食用油脂と同様に使用でき、油脂を用いた各種飲食品や飼料に応用することができる。飲食品としては、通常の飲食品の他、例えば、α-リノレン酸やジアシルグリセロールの生理効果を標榜した特定保健用食品、機能性表示食品等が挙げられる。
飲食品の形態としては、固形、半固形又は液状であり得、例えば、飲料、油中水型油脂含有食品、水中油型油脂含有食品、ベーカリー食品、菓子、冷凍食品、レトルト食品、更には、錠剤、カプセル剤、トローチ剤等の栄養補給用組成物が挙げられる。
飼料としては、牛、豚等に用いる家畜用飼料、ウサギ、マウス等に用いる小動物用飼料、ウナギ、エビ等に用いる魚介類用飼料、犬、猫等に用いるペットフード等が挙げられる。
The fat and oil composition of the present invention can be used in the same manner as general edible fats and oils, and can be applied to various foods and drinks and feeds using fats and oils. Examples of foods and drinks include foods for specified health use, foods with functional claims, and the like, which advocate the physiological effects of α-linolenic acid and diacylglycerol, in addition to ordinary foods and drinks.
The form of the food and drink may be solid, semi-solid or liquid, for example, beverages, water-in-oil oil-containing foods, oil-in-water oil-containing foods, bakery foods, confectionery, frozen foods, retort foods, and further. Examples thereof include nutritional supplement compositions such as tablets, capsules and troches.
Examples of the feed include livestock feed used for cattle, pigs, etc., small animal feed used for rabbits, mice, etc., fish and shellfish feed used for eels, shrimp, etc., pet food used for dogs, cats, etc.
本発明の油脂組成物は、露光保存後もオリーブ油の良好な香りを有する点、生理効果の点から、次の成分(A)、(B)及び(C):
(A)構成脂肪酸の20~65質量%がα-リノレン酸である油脂
(B)ビタミンC脂肪酸エステル 0.005~0.2質量%
(C)オリーブオイル香料、オリーブ油又はこれらの組み合わせ 0.01~85質量%
を含有する油脂組成物であることが好ましい。
The oil and fat composition of the present invention has the following components (A), (B) and (C): from the viewpoint of having a good scent of olive oil even after exposure storage and having a physiological effect.
(A) Fats and oils in which 20 to 65% by mass of constituent fatty acids are α-linolenic acid (B) Vitamin C fatty acid ester 0.005 to 0.2% by mass
(C) Olive oil fragrance, olive oil or a combination thereof 0.01-85% by mass
It is preferable that the oil / fat composition contains.
本発明の油脂組成物は、露光保存後もオリーブ油の良好な香りを有する点、生理効果の点から、次の成分(A)、(B)及び(C):
(A)構成脂肪酸の20~65質量%がα-リノレン酸である油脂
(B)ビタミンC脂肪酸エステル 0.005~0.2質量%
(C)オリーブオイル香料、オリーブ油又はこれらの組み合わせ 0.01~85質量%
を含有し、成分(A)油脂の15質量%以上がジアシルグリセロールであり、成分(A)油脂に対する成分(B)の含有量が0.03~1質量%である油脂組成物であることが好ましい。
The oil and fat composition of the present invention has the following components (A), (B) and (C): from the viewpoint of having a good scent of olive oil even after exposure storage and having a physiological effect.
(A) Fats and oils in which 20 to 65% by mass of constituent fatty acids are α-linolenic acid (B) Vitamin C fatty acid ester 0.005 to 0.2% by mass
(C) Olive oil fragrance, olive oil or a combination thereof 0.01-85% by mass
The oil and fat composition may contain diacylglycerol in an amount of 15% by mass or more of the component (A) fat and oil, and the content of the component (B) with respect to the component (A) fat and oil is 0.03 to 1% by mass. preferable.
本発明の油脂組成物は、露光保存後もオリーブ油の良好な香りを有する点、生理効果の点から、次の成分(A)、(B)及び(C):
(A)構成脂肪酸の20~65質量%がα-リノレン酸である油脂
(B)ビタミンC脂肪酸エステル 0.01~0.2質量%
(C)オリーブオイル香料 0.01~0.5質量%、又はオリーブ油20~85質量%
を含有する油脂組成物であることが好ましい
The oil and fat composition of the present invention has the following components (A), (B) and (C): from the viewpoint of having a good scent of olive oil even after exposure storage and having a physiological effect.
(A) Fats and oils in which 20 to 65% by mass of constituent fatty acids are α-linolenic acid (B) Vitamin C fatty acid ester 0.01 to 0.2% by mass
(C) Olive oil fragrance 0.01-0.5% by mass, or olive oil 20-85% by mass
It is preferable that the oil / fat composition contains
本発明の油脂組成物は、露光保存後もオリーブ油の良好な香りを有する点、生理効果の点から、次の成分(A)、(B)及び(C):
(A)構成脂肪酸の20~65質量%がα-リノレン酸である油脂
(B)ビタミンC脂肪酸エステル 0.01~0.2質量%
(C)オリーブオイル香料 0.01~0.5質量%、又はオリーブ油20~85質量%
を含有し、成分(A)油脂の25質量%以上がジアシルグリセロールであり、成分(A)油脂に対する成分(B)の含有量が0.05~0.3質量%である油脂組成物であることが好ましい。
The oil and fat composition of the present invention has the following components (A), (B) and (C): from the viewpoint of having a good scent of olive oil even after exposure storage and having a physiological effect.
(A) Fats and oils in which 20 to 65% by mass of constituent fatty acids are α-linolenic acid (B) Vitamin C fatty acid ester 0.01 to 0.2% by mass
(C) Olive oil fragrance 0.01-0.5% by mass, or olive oil 20-85% by mass
A fat and oil composition containing 25% by mass or more of the component (A) fat and oil, and the content of the component (B) with respect to the component (A) fat and oil is 0.05 to 0.3% by mass. Is preferable.
本発明の油脂組成物は、露光保存後もオリーブ油の良好な香りを有する点、生理効果の点から、次の成分(A)、(B)及び(C):
(A)構成脂肪酸の50~60質量%がα-リノレン酸である油脂
(B)ビタミンC脂肪酸エステル 0.01~0.1質量%
(C)オリーブオイル香料 0.03~0.3質量%、又はオリーブ油25~80質量%
を含有する油脂組成物であることが好ましい。
The oil and fat composition of the present invention has the following components (A), (B) and (C): from the viewpoint of having a good scent of olive oil even after exposure storage and having a physiological effect.
(A) Fats and oils in which 50 to 60% by mass of constituent fatty acids are α-linolenic acid (B) Vitamin C fatty acid ester 0.01 to 0.1% by mass
(C) Olive oil fragrance 0.03 to 0.3% by mass, or 25 to 80% by mass of olive oil
It is preferable that the oil / fat composition contains.
本発明の油脂組成物は、露光保存後もオリーブ油の良好な香りを有する点、生理効果の点から、次の成分(A)、(B)及び(C):
(A)構成脂肪酸の50~60質量%がα-リノレン酸である油脂
(B)ビタミンC脂肪酸エステル 0.01~0.1質量%
(C)オリーブオイル香料 0.03~0.3質量%、又はオリーブ油25~80質量%
を含有し、成分(A)油脂の70質量%以上がジアシルグリセロールであり、成分(A)油脂に対する成分(B)の含有量が0.05~0.2質量%である油脂組成物であることが好ましい。
The oil and fat composition of the present invention has the following components (A), (B) and (C): from the viewpoint of having a good scent of olive oil even after exposure storage and having a physiological effect.
(A) Fats and oils in which 50 to 60% by mass of constituent fatty acids are α-linolenic acid (B) Vitamin C fatty acid ester 0.01 to 0.1% by mass
(C) Olive oil fragrance 0.03 to 0.3% by mass, or 25 to 80% by mass of olive oil
A fat and oil composition containing 70% by mass or more of the component (A) fat and oil, and the content of the component (B) with respect to the component (A) fat and oil is 0.05 to 0.2% by mass. Is preferable.
上述した実施形態に関し、本発明は以下の油脂組成物を更に開示する。 With respect to the embodiments described above, the present invention further discloses the following oil and fat compositions.
<1>次の成分(A)、(B)及び(C):
(A)構成脂肪酸の20~70質量%がα-リノレン酸である油脂
(B)ビタミンC脂肪酸エステル
(C)オリーブオイル香料、オリーブ油又はこれらの組み合わせ
を含有する油脂組成物。
<1> The following components (A), (B) and (C):
(A) Fats and oils in which 20 to 70% by mass of constituent fatty acids are α-linolenic acid (B) Vitamin C fatty acid ester (C) Olive oil A fat and oil composition containing a fragrance, olive oil or a combination thereof.
<2>油脂組成物中の成分(A)油脂の含有量が、好ましくは10質量%以上、より好ましくは15質量%以上であり、また、好ましくは99.985質量%以下、より好ましくは99.95質量%以下であり、また、好ましくは10~99.985質量%、より好ましくは15~99.95質量%である<1>に記載の油脂組成物。
<3>成分(A)油脂の油脂を構成する脂肪酸中のα-リノレン酸の含有量が、20質量%以上であって、好ましくは30質量%以上、より好ましくは40質量%以上、更に好ましくは45質量%以上、更に好ましくは50質量%以上、更に好ましくは52質量%以上であり、また、70質量%以下であって、好ましくは65質量%以下、より好ましくは60質量%以下であり、また、20~70質量%であって、好ましくは30~70質量%、より好ましくは40~65質量%、更に好ましくは45~65質量%、更に好ましくは50~60質量%、更に好ましくは52~60質量%である<1>又は<2>に記載の油脂組成物。
<4>油脂を構成する脂肪酸中のリノール酸の含有量が、好ましくは5質量%以上、より好ましくは10質量%以上であり、また、好ましくは40質量%以下、より好ましくは30質量%以下、更に好ましくは20質量%以下であり、また、好ましくは5~40質量%、より好ましくは5~30質量%、更に好ましくは10~20質量%である<1>~<3>のいずれか1に記載の油脂組成物。
<5>油脂を構成する脂肪酸中のオレイン酸の含有量が、好ましくは10質量%以上であり、また、好ましくは65質量%以下、より好ましくは50質量%以下、更に好ましくは30質量%以下であり、また、好ましくは10~65質量%、より好ましくは10~50質量%、更に好ましくは10~30質量%である<1>~<4>のいずれか1に記載の油脂組成物。
<6>成分(A)油脂中のジアシルグリセロールの含有量が、好ましくは15質量%以上、より好ましくは20質量%以上、更に好ましくは25質量%以上、更に好ましくは30質量%以上、更に好ましくは50質量%以上、更に好ましくは60質量%以上、更に好ましくは70質量%以上、更に好ましくは80質量%以上であり、また、好ましくは99.5質量%以下、より好ましくは98質量%以下、更に好ましくは95質量%以下、更に好ましくは90質量%以下であり、また、好ましくは15~99.5質量%、より好ましくは20~98質量%、更に好ましくは25~98質量%、更に好ましくは30~95質量%、更に好ましくは50~95質量%、更に好ましくは60~90質量%、更に好ましくは70~90質量%、更に好ましくは80~90質量%である<1>~<5>のいずれか1に記載の油脂組成物。
<7>成分(A)油脂中のトリアシルグリセロールの含有量が、好ましくは1質量%以上、より好ましくは2質量%以上、更に好ましくは5質量%以上、更に好ましくは10質量%以上であり、また、好ましくは85質量%以下、より好ましくは80質量%以下、更に好ましくは75質量%以下、更に好ましくは50質量%以下、更に好ましくは25質量%以下であり、また、好ましくは1~85質量%、より好ましくは2~80質量%、更に好ましくは2~75質量%、更に好ましくは5~50質量%、更に好ましくは10~25質量%である<1>~<6>のいずれか1に記載の油脂組成物。
<8>成分(A)油脂中のモノアシルグリセロールの含有量が、好ましくは5質量%以下であり、より好ましくは3質量%以下、更に好ましくは2質量%以下、更に好ましくは1.5質量%以下であり、また、好ましくは0質量%超である<1>~<7>のいずれか1に記載の油脂組成物。
<9>成分(A)油脂中の遊離脂肪酸又はその塩の含有量が、好ましくは3質量%以下、より好ましくは2質量%以下、更に好ましくは1質量%以下であり、また、好ましくは0質量%超である<1>~<8>のいずれか1に記載の油脂組成物。
<10>成分(B)が、好ましくはビタミンCパルミテート、ビタミンCステアレート又はこれらの組み合わせであり、より好ましくはビタミンCパルミテートである<1>~<9>のいずれか1に記載の油脂組成物。
<11>油脂組成物中の成分(B)の含有量が、好ましくは0.005質量%以上、より好ましくは0.01質量%以上、更に好ましくは0.02質量%以上であり、また、好ましくは0.2質量%以下、より好ましくは0.15質量%以下、更に好ましくは0.1質量%以下であり、また、好ましくは0.005~0.2質量%、より好ましくは0.01~0.15質量%、更に好ましくは0.02~0.1質量%である<1>~<10>のいずれか1に記載の油脂組成物。
<12>成分(A)油脂に対する成分(B)の含有量が、好ましくは0.02質量%以上、より好ましくは0.03質量%以上、更に好ましくは0.05質量%以上であり、また、好ましくは0.3質量%以下、より好ましくは0.2質量%以下、更に好ましくは0.1質量%以下である<1>~<11>のいずれか1に記載の油脂組成物。
<13>成分(A)油脂中のジアシルグリセロールの含有量が15質量%以上である場合の成分(A)油脂に対する成分(B)の含有量が、好ましくは1質量%以下、より好ましくは0.3質量%以下、更に好ましくは0.2質量%以下であり、また、好ましくは0.03質量%以上、より好ましくは0.05質量%以上、更に好ましくは0.1質量%以上であり、また、好ましくは0.03~1質量%、より好ましくは0.05~0.3質量%、更に好ましくは0.05~0.2質量%、更に好ましくは0.1~0.2質量%である<1>~<11>のいずれか1に記載の油脂組成物。
<14>成分(A)油脂中のトリアシルグリセロールの含有量が95質量%以上である場合の成分(A)油脂に対する成分(B)の含有量は、油脂組成物中の成分(B)の含有量が、好ましくは0.005質量%以上、より好ましくは0.01質量%以上であり、また、好ましくは0.1質量%以下、より好ましくは0.05質量%以下、更に好ましくは0.025質量%以下であり、また、0.005~0.1質量%、より好ましくは0.01~0.05質量%、更に好ましくは0.01~0.025質量%である<1>~<11>のいずれか1に記載の油脂組成物。
<15>成分(B)の含有量に対する、油脂を構成する脂肪酸中のα-リノレン酸の含有量の質量比[(ALA)/(成分(B))]が、好ましくは200以上、より好ましくは400以上であり、また、好ましくは14000以下、より好ましくは10000以下、更に好ましくは5000以下であり、また、好ましくは200~14000、より好ましくは400~10000、更に好ましくは500~5000である<1>~<14>のいずれか1に記載の油脂組成物。
<16>油脂組成物中の成分(C)の含有量が、好ましくは0.01質量%以上、より好ましくは0.03質量%以上であり、また、好ましくは85質量%以下であり、また、好ましくは0.01~85質量%、より好ましくは0.03~85質量%である<1>~<15>のいずれか1に記載の油脂組成物。
<17>成分(C)としてオリーブオイル香料を用いる場合の油脂組成物中のオリーブオイル香料の含有量が、好ましくは0.01質量%以上、より好ましくは0.03質量%以上であり、また、好ましくは0.5質量%以下、より好ましくは0.3質量%以下であり、また、好ましくは0.01~0.5質量%、より好ましくは0.03~0.3質量%である<1>~<15>のいずれか1に記載の油脂組成物。
<18>成分(C)としてオリーブ油を用いる場合の油脂組成物中のオリーブ油の含有量が、好ましくは20質量%以上、より好ましくは25質量%以上であり、また、好ましくは85質量%以下、より好ましくは80質量%以下であり、また、好ましくは20~85質量%、より好ましくは25~80質量%である<1>~<15>のいずれか1に記載の油脂組成物。
<19>好ましくは油脂由来の分別脂肪酸とグリセリンとのエステル化反応油を含有する<1>~<18>のいずれか1に記載の油脂組成物。
<20>分別脂肪酸が、好ましくはシソ油、アマニ油、エゴマ油、チアシード油及びサチャインチ油から選ばれる少なくとも1種の油脂に由来する<19>に記載の油脂組成物。
<21><1>~<20>のいずれか1に記載の油脂組成物を含有する飲食品。
<22><1>~<20>のいずれか1に記載の油脂組成物を含有する飼料。
<2> The content of the component (A) fat and oil in the fat and oil composition is preferably 10% by mass or more, more preferably 15% by mass or more, and preferably 99.985% by mass or less, more preferably 99. The oil and fat composition according to <1>, which is .95% by mass or less, preferably 10 to 99.985% by mass, and more preferably 15 to 99.95% by mass.
<3> Component (A) The content of α-linolenic acid in the fatty acids constituting the fats and oils is 20% by mass or more, preferably 30% by mass or more, more preferably 40% by mass or more, still more preferable. Is 45% by mass or more, more preferably 50% by mass or more, further preferably 52% by mass or more, and 70% by mass or less, preferably 65% by mass or less, more preferably 60% by mass or less. Further, it is 20 to 70% by mass, preferably 30 to 70% by mass, more preferably 40 to 65% by mass, still more preferably 45 to 65% by mass, still more preferably 50 to 60% by mass, still more preferably. The oil and fat composition according to <1> or <2>, which is 52 to 60% by mass.
<4> The content of linoleic acid in the fatty acids constituting the fats and oils is preferably 5% by mass or more, more preferably 10% by mass or more, and preferably 40% by mass or less, more preferably 30% by mass or less. , More preferably 20% by mass or less, preferably 5 to 40% by mass, more preferably 5 to 30% by mass, still more preferably 10 to 20% by mass, any of <1> to <3>. The oil and fat composition according to 1.
<5> The content of oleic acid in the fatty acids constituting the fats and oils is preferably 10% by mass or more, preferably 65% by mass or less, more preferably 50% by mass or less, still more preferably 30% by mass or less. The oil and fat composition according to any one of <1> to <4>, preferably 10 to 65% by mass, more preferably 10 to 50% by mass, and further preferably 10 to 30% by mass.
<6> Component (A) The content of diacylglycerol in the fat and oil is preferably 15% by mass or more, more preferably 20% by mass or more, still more preferably 25% by mass or more, still more preferably 30% by mass or more, still more preferable. Is 50% by mass or more, more preferably 60% by mass or more, further preferably 70% by mass or more, still more preferably 80% by mass or more, and preferably 99.5% by mass or less, more preferably 98% by mass or less. It is more preferably 95% by mass or less, further preferably 90% by mass or less, still preferably 15 to 99.5% by mass, more preferably 20 to 98% by mass, still more preferably 25 to 98% by mass, and further. It is preferably 30 to 95% by mass, more preferably 50 to 95% by mass, still more preferably 60 to 90% by mass, still more preferably 70 to 90% by mass, still more preferably 80 to 90% by mass <1> to <. 5> The oil / fat composition according to any one of 1.
<7> Component (A) The content of triacylglycerol in the fat and oil is preferably 1% by mass or more, more preferably 2% by mass or more, still more preferably 5% by mass or more, still more preferably 10% by mass or more. Further, it is preferably 85% by mass or less, more preferably 80% by mass or less, further preferably 75% by mass or less, still more preferably 50% by mass or less, still more preferably 25% by mass or less, and preferably 1 to 1 to 1 to Any of <1> to <6>, which is 85% by mass, more preferably 2 to 80% by mass, still more preferably 2 to 75% by mass, still more preferably 5 to 50% by mass, still more preferably 10 to 25% by mass. The oil and fat composition according to 1.
<8> Component (A) The content of monoacylglycerol in the fat and oil is preferably 5% by mass or less, more preferably 3% by mass or less, still more preferably 2% by mass or less, still more preferably 1.5% by mass. % Or less, preferably more than 0% by mass, according to any one of <1> to <7>.
<9> Component (A) The content of the free fatty acid or its salt in the fat and oil is preferably 3% by mass or less, more preferably 2% by mass or less, still more preferably 1% by mass or less, and preferably 0. The oil / fat composition according to any one of <1> to <8>, which is more than% by mass.
<10> The oil / fat composition according to any one of <1> to <9>, wherein the component (B) is preferably vitamin C palmitate, vitamin C stearate or a combination thereof, and more preferably vitamin C palmitate. thing.
<11> The content of the component (B) in the oil / fat composition is preferably 0.005% by mass or more, more preferably 0.01% by mass or more, still more preferably 0.02% by mass or more, and also. It is preferably 0.2% by mass or less, more preferably 0.15% by mass or less, still more preferably 0.1% by mass or less, and preferably 0.005 to 0.2% by mass, more preferably 0. The oil / fat composition according to any one of <1> to <10>, which is 01 to 0.15% by mass, more preferably 0.02 to 0.1% by mass.
<12> Component (A) The content of the component (B) with respect to the fat and oil is preferably 0.02% by mass or more, more preferably 0.03% by mass or more, still more preferably 0.05% by mass or more, and also. The oil / fat composition according to any one of <1> to <11>, preferably 0.3% by mass or less, more preferably 0.2% by mass or less, still more preferably 0.1% by mass or less.
<13> Component (A) The content of the component (B) with respect to the component (A) fat and oil when the content of diacylglycerol in the fat and oil is 15% by mass or more is preferably 1% by mass or less, more preferably 0. .3% by mass or less, more preferably 0.2% by mass or less, preferably 0.03% by mass or more, more preferably 0.05% by mass or more, still more preferably 0.1% by mass or more. Further, preferably 0.03 to 1% by mass, more preferably 0.05 to 0.3% by mass, still more preferably 0.05 to 0.2% by mass, still more preferably 0.1 to 0.2% by mass. The oil / fat composition according to any one of <1> to <11>, which is%.
<14> Component (A) When the content of triacylglycerol in the fat and oil is 95% by mass or more, the content of the component (B) with respect to the component (A) fat and oil is the content of the component (B) in the fat and oil composition. The content is preferably 0.005% by mass or more, more preferably 0.01% by mass or more, and preferably 0.1% by mass or less, more preferably 0.05% by mass or less, still more preferably 0. It is .025% by mass or less, and 0.005 to 0.1% by mass, more preferably 0.01 to 0.05% by mass, still more preferably 0.01 to 0.025% by mass <1>. The oil / fat composition according to any one of <11>.
<15> The mass ratio of the content of α-linolenic acid in the fatty acids constituting the fat and oil to the content of the component (B) [(ALA) / (component (B))] is preferably 200 or more, more preferably. Is 400 or more, preferably 14,000 or less, more preferably 10,000 or less, still more preferably 5000 or less, preferably 200 to 14,000, more preferably 400 to 10,000, still more preferably 500 to 5,000. The oil / fat composition according to any one of <1> to <14>.
<16> The content of the component (C) in the oil / fat composition is preferably 0.01% by mass or more, more preferably 0.03% by mass or more, and preferably 85% by mass or less, and also. The oil / fat composition according to any one of <1> to <15>, preferably 0.01 to 85% by mass, more preferably 0.03 to 85% by mass.
<17> When the olive oil fragrance is used as the component (C), the content of the olive oil fragrance in the oil / fat composition is preferably 0.01% by mass or more, more preferably 0.03% by mass or more, and also. It is preferably 0.5% by mass or less, more preferably 0.3% by mass or less, and preferably 0.01 to 0.5% by mass, more preferably 0.03 to 0.3% by mass. The oil / fat composition according to any one of <1> to <15>.
<18> When olive oil is used as the component (C), the content of olive oil in the fat and oil composition is preferably 20% by mass or more, more preferably 25% by mass or more, and preferably 85% by mass or less. The oil / fat composition according to any one of <1> to <15>, which is more preferably 80% by mass or less, preferably 20 to 85% by mass, and more preferably 25 to 80% by mass.
<19> The oil / fat composition according to any one of <1> to <18>, preferably containing an esterification reaction oil of a fractionated fatty acid derived from the oil / fat and glycerin.
<20> The oil / fat composition according to <19>, wherein the fractionated fatty acid is derived from at least one oil / fat selected from perilla oil, flax oil, perilla oil, chia seed oil and sacha inchi oil.
<21> A food or drink containing the oil or fat composition according to any one of <1> to <20>.
<22> A feed containing the oil / fat composition according to any one of <1> to <20>.
〔分析方法〕
(i)油脂のグリセリド組成
ガラス製サンプル瓶に、油脂サンプル約10mgとトリメチルシリル化剤(「シリル化剤TH」、関東化学製)0.5mLを加え、密栓し、70℃で15分間加熱した。これに水1.0mLとヘキサン1.5mLを加え、振とうした。静置後、上層をガスクロマトグラフィー(GLC)に供して分析した。
<GLC分析条件>
(条件)
装置:アジレント7890B(アジレントテクノロジー社製)
カラム:DB-1ht 10m×0.25mm×0.2μm (Agilent J&W社製)
キャリアガス:1.0mL He/min
インジェクター:Split(1:50)、T=340℃
ディテクター:FID、T=350℃
オーブン温度:80℃から10℃/分で340℃まで昇温、15分間保持
[Analysis method]
(I) Glycemic composition of fats and oils To a glass sample bottle, about 10 mg of fats and oils sample and 0.5 mL of a trimethylsilylating agent (“silylating agent TH”, manufactured by Kanto Chemical Co., Inc.) were added, sealed, and heated at 70 ° C. for 15 minutes. To this, 1.0 mL of water and 1.5 mL of hexane were added and shaken. After standing, the upper layer was subjected to gas chromatography (GLC) for analysis.
<GLC analysis conditions>
(conditions)
Equipment: Agilent 7890B (manufactured by Agilent Technologies)
Column: DB-1ht 10m x 0.25mm x 0.2μm (manufactured by Agilent J & W)
Carrier gas: 1.0 mL He / min
Injector: Split (1:50), T = 340 ° C.
Detector: FID, T = 350 ° C
Oven temperature: Raise from 80 ° C to 340 ° C at 10 ° C / min and hold for 15 minutes
(ii)油脂の構成脂肪酸組成
日本油化学会編「基準油脂分析試験法」中の「脂肪酸メチルエステルの調製法(2.4.1.-1996)」に従って脂肪酸メチルエステルを調製し、得られた油脂サンプルを、American Oil Chemists. Society Official Method Ce 1f-96(GLC法)に準拠して測定した。
<GLC分析条件>
装置:アジレント7890B(アジレントテクノロジー社製)
カラム:CP-SIL88 50m×0.25mm×0.2μm(Agilent J&W社製)
キャリアガス:1.0mL He/min
インジェクター:Split(1:50)、T=300℃
ディテクター:FID、T=300℃
オーブン温度:150℃5min保持→1℃/min昇温→160℃5min保持→2℃/min昇温→200℃10min保持→10℃/min昇温→220℃5min保持
(Ii) Composition of fats and oils Fatty acid composition Fatty acid methyl esters are prepared and obtained according to "Preparation method of fatty acid methyl ester (2.4.1.-1996)" in "Standard fat and oil analysis test method" edited by Japan Oil Chemistry Society. Oil samples were prepared from American Oil Chemists. Measurement was performed according to Society Official Method Ce 1f-96 (GLC method).
<GLC analysis conditions>
Equipment: Agilent 7890B (manufactured by Agilent Technologies)
Column: CP-SIL88 50m x 0.25mm x 0.2μm (manufactured by Agilent J & W)
Carrier gas: 1.0 mL He / min
Injector: Split (1:50), T = 300 ° C.
Detector: FID, T = 300 ° C
Oven temperature: 150 ° C 5 min retention → 1 ° C / min temperature rise → 160 ° C 5 min retention → 2 ° C / min temperature rise → 200 ° C 10 min retention → 10 ° C / min temperature rise → 220 ° C 5 min retention
〔原料〕
次の油脂A~Dを用意した。グリセリド組成及び脂肪酸組成を表1に示す。
〔material〕
The following fats and oils A to D were prepared. The glyceride composition and fatty acid composition are shown in Table 1.
油脂A:ひまわり油(昭和オレインリッチ、昭和産業社製)を用いた。
油脂B:アマニ油(日清アマニ油;日清オイリオ社製)を用いた。
油脂C:半精製アマニ油(ADM社製)を酵素により加水分解して得た脂肪酸をウィンタリングにより飽和脂肪酸含量を低減させた。次いで、市販の固定化1,3位選択リパーゼを触媒として、分別脂肪酸とグリセリンとを減圧下でエステル化反応を行った。固定化酵素を濾別した後、反応終了品を分子蒸留にかけて精製し、トコフェロール製剤(理研ビタミン社製)0.2質量%を添加して油脂Cを得た。
油脂D:油脂Aと油脂Cを質量比1:1で混合して油脂Dとした。
Oil A: Sunflower oil (Showa Olein Rich, manufactured by Showa Sangyo Co., Ltd.) was used.
Oil B: Flaxseed oil (Nissin flaxseed oil; manufactured by Nissin Oillio Co., Ltd.) was used.
Fat C: Semi-refined flaxseed oil (manufactured by ADM) was hydrolyzed with an enzyme to reduce the saturated fatty acid content by wintering. Then, an esterification reaction of the fractionated fatty acid and glycerin was carried out under reduced pressure using a commercially available immobilized 1,3-position selective lipase as a catalyst. After the immobilized enzyme was filtered off, the reaction-terminated product was purified by molecular distillation, and 0.2% by mass of a tocopherol preparation (manufactured by RIKEN Vitamin Co., Ltd.) was added to obtain oil and fat C.
Oil D: Oil A and oil C were mixed at a mass ratio of 1: 1 to obtain oil D.
ビタミンCパルミテート(VCP):L-アスコルビン酸パルミチン酸エステル、DSM社製
オリーブオイル香料:オリーブオイルフレーバー、小川香料製
オリーブ油:BOSCOオリーブオイル、日清オイリオ製
Vitamin C palmitate (VCP): L-ascorbic acid palmitate, DSM olive oil fragrance: olive oil flavor, Ogawa fragrance olive oil: BOSCO olive oil, made by Nisshin Oillio
実施例1~6及び比較例1~6
〔油脂組成物の調製〕
表2に示した割合で油脂A~D、ビタミンCパルミテート及びオリーブオイル香料を混合し、油脂組成物をそれぞれ調製した。
Examples 1 to 6 and Comparative Examples 1 to 6
[Preparation of oil and fat composition]
Oils A to D, vitamin C palmitate and olive oil fragrance were mixed in the proportions shown in Table 2 to prepare oil and fat compositions.
〔露光保存評価〕
上記で得た試験品について露光保存評価を行なった。試験品を、照明付インキュベーター(東京理化器械社製FLI-2010A)を使用して、25℃、照度2000lxの光に7日間暴露した。評価は、油脂Bに、表2に示した割合でオリーブオイル香料を混合したもの(保存前)を基準品1~3とし、保存後の各試験品と比較を行った。
各基準品と比較してオリーブ油の香りが弱い(基準品よりもオリーブオイル香料濃度がマイナス5%以下と認識される)ものを「1」、基準品と同等である(基準品よりもオリーブオイル香料濃度がマイナス5%~プラス5%と認識される)ものを「2」、基準品よりも強い(基準品よりもオリーブオイル香料濃度がプラス5%以上と認識される)ものを「3」とし、専門パネル4名で官能評価を行い、協議により評点を決定した。
なお、本明細書において、「基準品と同等」であることを「マイナス5%~プラス5%の範囲」としたのは、基準品の香料濃度よりもマイナス5%~プラス5%の香料濃度のサンプルを、基準品とを比較しても官能評価で差異を認識できなかったことによる。マイナス5%よりも少ない香料濃度、プラス5%よりも多い香料濃度のサンプルと比較した場合には官能評価で差異を認識できたことによる。
結果を表2に示す。
[Exposure preservation evaluation]
The test product obtained above was subjected to exposure storage evaluation. The test product was exposed to light at 25 ° C. and an illuminance of 2000 lp for 7 days using an illuminated incubator (FLI-2010A manufactured by Tokyo Rika Kikai Co., Ltd.). For the evaluation, the oils and fats B mixed with the olive oil fragrance at the ratio shown in Table 2 (before storage) were used as standard products 1 to 3, and compared with each test product after storage.
The one with a weaker olive oil scent than each standard product (the olive oil fragrance concentration is recognized as -5% or less than the standard product) is "1", which is equivalent to the standard product (olive oil than the standard product). Those with a fragrance concentration of -5% to + 5% are recognized as "2", and those with a stronger fragrance than the standard product (recognized as having an olive oil fragrance concentration of -5% or more than the standard product) are "3". A sensory evaluation was conducted by four specialized panels, and the score was decided through discussions.
In this specification, "equivalent to the standard product" is defined as "the range of -5% to + 5%", which means that the fragrance concentration is -5% to + 5% higher than the fragrance concentration of the standard product. This is because the difference could not be recognized by the sensory evaluation even when the sample of No. 1 was compared with the standard product. This is because the difference could be recognized by the sensory evaluation when compared with the sample having a fragrance concentration less than -5% and a fragrance concentration more than -5%.
The results are shown in Table 2.
実施例7~9及び比較例7~11
〔油脂組成物の調製〕
表3に示した割合で油脂A~C、ビタミンCパルミテート及びオリーブ油を混合し、油脂組成物をそれぞれ調製した。
Examples 7-9 and Comparative Examples 7-11
[Preparation of oil and fat composition]
Fats and oils A to C, vitamin C palmitate and olive oil were mixed in the proportions shown in Table 3 to prepare fat and oil compositions, respectively.
〔露光保存評価〕
上記で得た試験品について、上記と同様に露光保存評価を行なった。評価は、油脂Bに、表3に示した割合でオリーブ油を混合したもの(保存前)を基準品4又は5とし、保存後の各試験品と比較を行った。各基準品と比較してオリーブ油の香りが弱い(基準品よりもオリーブ油濃度がマイナス5%以下と認識される)ものを「1」、基準品と同等である(基準品よりもオリーブ油濃度がマイナス5%~プラス5%と認識される)ものを「2」、基準品よりも強い(基準品よりもオリーブ油濃度がプラス5%以上と認識される)ものを「3」とし、専門パネル4名で官能評価を行い、協議により評点を決定した。
結果を表3に示す。
[Exposure preservation evaluation]
The test product obtained above was subjected to exposure storage evaluation in the same manner as described above. For the evaluation, a mixture of fat and oil B with olive oil at the ratio shown in Table 3 (before storage) was used as the standard product 4 or 5, and comparison was made with each test product after storage. The one with a weaker olive oil scent than each standard product (the olive oil concentration is recognized as -5% or less than the standard product) is "1", which is equivalent to the standard product (the olive oil concentration is negative than the standard product). "2" is for those that are recognized as 5% to plus 5%, and "3" is for those that are stronger than the standard product (the olive oil concentration is recognized as plus 5% or more than the standard product), and 4 specialist panels A sensory evaluation was conducted at, and the score was decided through discussions.
The results are shown in Table 3.
表2及び表3のとおり、各基準品はオリーブ油の香りが感じられたが、α-リノレン酸が少ないか、ビタミンCパルミテートを配合しなかった比較例1~11の油脂組成物は、露光保存後にオリーブ油の香りが弱くなった。これに対して、α-リノレン酸を多く含み、ビタミンCパルミテートを配合した実施例の油脂組成物は、保存前と同等か、より強くオリーブ油の香り、特に青々しい香りが感じられることが確認された。 As shown in Tables 2 and 3, the scent of olive oil was felt in each standard product, but the oil and fat compositions of Comparative Examples 1 to 11 which had a small amount of α-linolenic acid or did not contain vitamin C palmitate were stored by exposure. Later, the scent of olive oil weakened. On the other hand, it was confirmed that the oil and fat composition of the example containing a large amount of α-linolenic acid and containing vitamin C palmitate had the same or stronger olive oil scent, especially a lush scent, as before storage. rice field.
Claims (6)
(A)構成脂肪酸の20~70質量%がα-リノレン酸である油脂
(B)ビタミンC脂肪酸エステル
(C)オリーブオイル香料、オリーブ油又はこれらの組み合わせ
を含有する油脂組成物。 The following components (A), (B) and (C):
(A) Fats and oils in which 20 to 70% by mass of constituent fatty acids are α-linolenic acid (B) Vitamin C fatty acid ester (C) Olive oil A fat and oil composition containing a fragrance, olive oil or a combination thereof.
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