TW201733459A - Flavor modifier containing 4-alkoxycinnamaldehyde derivative as active ingredient - Google Patents
Flavor modifier containing 4-alkoxycinnamaldehyde derivative as active ingredient Download PDFInfo
- Publication number
- TW201733459A TW201733459A TW106107603A TW106107603A TW201733459A TW 201733459 A TW201733459 A TW 201733459A TW 106107603 A TW106107603 A TW 106107603A TW 106107603 A TW106107603 A TW 106107603A TW 201733459 A TW201733459 A TW 201733459A
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- TW
- Taiwan
- Prior art keywords
- food
- sweetness
- flavor
- drinks
- drink
- Prior art date
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- 239000004480 active ingredient Substances 0.000 title claims abstract description 18
- 239000000796 flavoring agent Substances 0.000 title claims description 58
- 235000019634 flavors Nutrition 0.000 title claims description 56
- 239000003607 modifier Substances 0.000 title 1
- 235000013305 food Nutrition 0.000 claims abstract description 78
- 150000001875 compounds Chemical class 0.000 claims abstract description 58
- 239000003205 fragrance Substances 0.000 claims abstract description 21
- 230000002708 enhancing effect Effects 0.000 claims abstract description 17
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 7
- 125000001183 hydrocarbyl group Chemical group 0.000 claims abstract 2
- 239000000203 mixture Substances 0.000 claims description 35
- 238000000034 method Methods 0.000 claims description 10
- 239000000126 substance Substances 0.000 claims description 6
- 239000003795 chemical substances by application Substances 0.000 claims description 4
- 235000013355 food flavoring agent Nutrition 0.000 claims description 2
- 235000013361 beverage Nutrition 0.000 abstract description 20
- 230000000694 effects Effects 0.000 abstract description 17
- 239000000047 product Substances 0.000 description 54
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- 230000000052 comparative effect Effects 0.000 description 21
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- -1 4-butoxy group Chemical group 0.000 description 17
- 238000011156 evaluation Methods 0.000 description 15
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- 210000004080 milk Anatomy 0.000 description 14
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- 239000005720 sucrose Substances 0.000 description 13
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Classifications
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L5/00—Preparation or treatment of foods or foodstuffs, in general; Food or foodstuffs obtained thereby; Materials therefor
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/20—Synthetic spices, flavouring agents or condiments
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/30—Artificial sweetening agents
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23C—DAIRY PRODUCTS, e.g. MILK, BUTTER OR CHEESE; MILK OR CHEESE SUBSTITUTES; MAKING THEREOF
- A23C9/00—Milk preparations; Milk powder or milk powder preparations
- A23C9/152—Milk preparations; Milk powder or milk powder preparations containing additives
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23G—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
- A23G9/00—Frozen sweets, e.g. ice confectionery, ice-cream; Mixtures therefor
- A23G9/32—Frozen sweets, e.g. ice confectionery, ice-cream; Mixtures therefor characterised by the composition containing organic or inorganic compounds
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23G—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
- A23G9/00—Frozen sweets, e.g. ice confectionery, ice-cream; Mixtures therefor
- A23G9/44—Frozen sweets, e.g. ice confectionery, ice-cream; Mixtures therefor characterised by shape, structure or physical form
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23G—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
- A23G9/00—Frozen sweets, e.g. ice confectionery, ice-cream; Mixtures therefor
- A23G9/52—Liquid products; Solid products in the form of powders, flakes or granules for making liquid products ; Finished or semi-finished solid products, frozen granules
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Nutrition Science (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Food Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Seasonings (AREA)
- Dairy Products (AREA)
- Confectionery (AREA)
- General Preparation And Processing Of Foods (AREA)
Abstract
Description
本發明係關於一種具有特異之香氣及甜味之以4-烷氧基桂皮醛等為有效成分之香味調整劑。更詳細而言,本發明係關於一種含有該化合物作為有效成分之飲食品用香料組合物(以下,亦稱為香料組合物)、以及調配該等香味調整劑或飲食品用香料組合物而成之飲食品。進而,本發明亦係關於一種使飲食品中含有該化合物之飲食品之香氣賦予或增強方法及飲食品之甜味賦予或增強方法。The present invention relates to a flavor adjuster which has a specific aroma and sweetness and which has an alkoxycin aldehyde and the like as an active ingredient. More specifically, the present invention relates to a flavor composition for foods and drinks containing the compound as an active ingredient (hereinafter also referred to as a flavor composition), and a flavor composition for blending the flavor adjuster or the food or beverage. Food and drink. Further, the present invention relates to a method for imparting or enhancing an aroma imparting or enhancing a food or drink containing the compound in a food or drink, and a method for imparting or enhancing a sweetness of the food or beverage.
近年來,於食品用香料中,隨著消費者之嗜好性之多樣化,對具有先前未有之新型香氣、香味之香料的需求提高,從而期望開發一種具有柔和且清新之香質,持續性優異之獨特之香料原材料。於此種背景下,正進行將香料原材料適當地且改變其調配量而加以組合,以儘可能具有天然性之方式進行調製之研究等,但可謂仍不充分。因此,作為新穎之香料原材料,正進行各種有機化合物之探索。 香料化合物係刺激嗅覺之化合物,其種類可謂數萬種。另一方面,認為飲食品之風味為嗅覺刺激與味覺刺激於腦中綜合而成之感覺。即,嗅覺刺激係將香料化合物等主要刺激嗅覺之化合物與主要刺激味覺之化合物(食鹽、砂糖、麩胺酸鈉等)組合,形成飲食品整體之風味。近年來,自具有香氣之化合物中,對刺激嗅覺同時刺激味覺之化合物積極進行探索,用於飲食品之綜合風味之提昇。 甜味係作為味道之基本要素之五味之一,成為可用於飲食品整體之風味形成之要素。包括甜味在內之五味係藉由被稱為味蕾(taste bud)之味細胞之集合體而感知,其係作為味覺刺激傳遞至腦而被感知。甜味作為味道改善之要素近年來受到關注,為了賦予或增強甜味,利用各種甜味劑。 先前,作為飲食品中使用之甜味劑,廣泛地利用砂糖(蔗糖)、葡萄糖、果糖等糖類。其中,尤其蔗糖具有極其優質之甜味,除此以外,亦具有可對飲食品賦予濃郁味或體感等之味道特性。而且,就保濕性、黏度之賦予、水分活性之降低等物性之方面而言亦優異。但是,蔗糖自古以來亦被認為係蟲牙之原因之一,又,近年來認為亦可能因過度攝取而成為生活習慣疾病之原因,故而根據最近之健康意向或低卡路里意向,有控制使用之傾向。尤其於飲料或點心等嗜好品中,該傾向較強,正推進低卡路里化之傾向。 應對此種一般消費者之需求傾向,用作代替蔗糖之甜味劑者係阿斯巴甜、蔗糖素、乙醯磺胺酸K、Advantame、糖精、糖精鈉、甜菊、甘草、紐甜等所謂「高甜度甜味劑」。該等高甜度甜味劑具有遠遠強於蔗糖之甜味,兼具藉由微量之添加而可對飲食品賦予甜味之作為「低卡路里甜味劑」之特徵。 然而,高甜度甜味劑大多甜味之品質之厚重感或濃郁味不足,又,具有苦味、澀味或刺激味等令人不愉快之味道對後味留下影響之所謂「殘餘感」。為了改善該等,必須另外藉由其他添加劑而改良苦味、澀味或刺激味等後味之令人不愉快之味道,故而現狀為如砂糖般一般消費者通常用於烹飪等之情況較少。 因此,期望一種不具有所謂「殘餘感」且低卡路里之甜味劑。 於香料化合物中,桂皮醛或4-甲氧基桂皮醛等係作為低卡路里且具有香味及甜味之化合物而已知(專利文獻1)。又,可見對甜味受體之作用(專利文獻2),可見與甜味物質之協同效應(專利文獻3)。然而,雖於後味方面不具有殘餘感,但與先前之高甜度甜味劑相比甜味較弱,故而進而謀求一種甜味較強之化合物。 [先前技術文獻] [專利文獻] [專利文獻1]美國專利3908028號公報 [專利文獻2]日本專利特開2011-116693號公報 [專利文獻3]日本專利特開2013-127377號公報In recent years, in the food flavors, with the diversification of consumer preference, the demand for fragrances having a new fragrance and fragrance that has not been previously increased has been desired, and it is desired to develop a soft and fresh fragrance and sustainability. Excellent unique spice raw materials. Under such a background, studies have been carried out in which the fragrance raw materials are appropriately combined and changed, and the preparation is carried out in such a manner as to be as natural as possible, but it is still insufficient. Therefore, as a novel fragrance raw material, various organic compounds are being explored. Flavor compounds are compounds that stimulate the sense of smell, and the types thereof are tens of thousands. On the other hand, it is considered that the flavor of food and beverage is a combination of olfactory stimulation and taste stimulation in the brain. In other words, the olfactory stimulation combines a compound which mainly stimulates the olfactory substance such as a fragrance compound with a compound which mainly stimulates the taste (salt, sugar, sodium glutamate, etc.) to form a flavor of the whole food and drink. In recent years, among the compounds having aroma, the compounds which stimulate the sense of smell and stimulate the taste have been actively explored for the improvement of the comprehensive flavor of foods and drinks. Sweetness is one of the five flavors of the basic elements of taste, and it is an element which can be used for the flavor formation of the whole food and drink. The five flavors, including sweetness, are perceived by a collection of taste cells called taste buds that are transmitted as a taste stimulus to the brain. Sweetness has been attracting attention as an element of taste improvement in recent years, and various sweeteners are used in order to impart or enhance sweetness. Conventionally, as a sweetener used in foods and drinks, sugars such as sucrose (sucrose), glucose, and fructose have been widely used. Among them, in particular, sucrose has an extremely high-quality sweetness, and has a taste characteristic which can impart a rich taste or a body sensation to foods and drinks. Further, it is excellent in terms of physical properties such as moisture retention, viscosity, and reduction in water activity. However, sucrose has been considered to be one of the causes of worms since ancient times. In recent years, it has been thought that it may become a cause of lifestyle-related diseases due to excessive intake. Therefore, according to recent health intentions or low-calorie intentions, there is a tendency to control use. In particular, in a hobby such as a beverage or a snack, this tendency is strong, and the tendency to promote low calorie is being promoted. In response to the demand of such general consumers, the sweeteners used to replace sucrose are aspartame, sucralose, acesulfame K, Advantame, saccharin, sodium saccharin, stevia, licorice, neotame, etc. High sweetness sweetener". These high-intensity sweeteners are characterized by being much stronger than the sweetness of sucrose and having a sweet taste added to foods and drinks by a small amount of addition, as a "low calorie sweetener". However, most of the high-intensity sweeteners have a thick or strong taste of sweetness, and have a so-called "residual feeling" which has an unpleasant taste such as bitterness, astringency or irritating taste which affects the aftertaste. In order to improve these, it is necessary to additionally improve the unpleasant taste of the aftertaste such as bitterness, astringency or irritating taste by other additives, and thus the current situation is such that sugar is generally used by consumers in general for cooking and the like. Therefore, a sweetener having no so-called "residual feeling" and low calorie is desired. Among the perfume compounds, cinnamaldehyde or 4-methoxycinnamaldehyde is known as a compound having a low calorie and having a flavor and a sweet taste (Patent Document 1). Further, it can be seen that the effect on the sweet receptor (Patent Document 2) can be seen as a synergistic effect with the sweet substance (Patent Document 3). However, although there is no residual sensation in the aftertaste, the sweetness is weaker than that of the previous high-intensity sweetener, and thus a compound having a strong sweetness is further desired. [PRIOR ART DOCUMENT] [Patent Document 1] Japanese Patent Laid-Open Publication No. Hei. No. Hei. No. Hei. No. Hei. No. Hei.
[發明所欲解決之問題] 本發明之目的在於提供一種香料化合物,其係於攝取時為低卡路里,具有足以用於飲食品之香味及甜味,進而不具有如高甜度甜味劑般之所謂「殘餘感」,於添加至飲食品中之情形時賦予或增強較佳之香氣,又,於添加至飲食品中之情形時,除香氣以外,亦賦予或增強甜味作為味道。又,本發明在於提供一種含有該化合物作為有效成分之香料組合物、以及含有該化合物作為有效成分之飲食品。再者,「賦予或增強」之用語中之「或」係與「及/或」同義。 [解決問題之技術手段] 本發明者等人對大量之有機化合物進行了努力探索,結果發現作為下述式(1)所表示之化合物之4-烷氧基桂皮醛衍生物具有辛香、蠟香、脂肪香、綠色調、類金屬味等香氣,又,於調配至飲食品中之情形時,具有不具有苦味、澀味或刺激味而賦予或增強較佳之香氣,賦予或增強飲食品之甜味之效果,甜味之增強效果與4-甲氧基桂皮醛相比大幅增大,從而完成了本發明。 如此,本發明提供以下者。 (a)一種香味調整劑,其係以下述式(1)所表示之化合物為有效成分。 [化1]上述式(1)中,R表示碳數2至4之烴基。 (b)如(a)之香味調整劑,其中香味調整係香氣之賦予或增強。 (c)如(a)之香味調整劑,其中香味調整係甜味之賦予或增強。 (d)一種飲食品用香料組合物,其含有如(a)至(c)中任一項之香味調整劑作為有效成分。 (e)一種飲食品,其含有如(a)至(c)中任一項之香味調整劑或如(d)之飲食品用香料組合物。 (f)一種飲食品之香氣賦予或增強方法,其係使飲食品中含有如(a)之式(1)所表示之化合物。 (g)一種飲食品之甜味賦予或增強方法,其係使飲食品中含有如(a)之式(1)所表示之化合物。 [發明之效果] 作為上述式(1)所表示之化合物之4-烷氧基桂皮醛衍生物具有辛香、蠟香、脂肪香、綠色調、類金屬味等香氣,又,於調配至飲食品中之情形時,不具有苦味、澀味或刺激味,具有賦予或增強飲食品之甜味之效果。[Problem to be Solved by the Invention] An object of the present invention is to provide a perfume compound which is low in calories when ingested, has a flavor and sweetness sufficient for use in foods and drinks, and thus does not have a sweetener such as a high-intensity sweetener. The "residual feeling" imparts or enhances a preferred aroma when added to foods and drinks, and also imparts or enhances sweetness as a taste in addition to aroma when added to foods and drinks. Moreover, the present invention provides a flavoring composition containing the compound as an active ingredient, and a food or drink containing the compound as an active ingredient. Furthermore, the word "or" in the term "give or enhance" is synonymous with "and/or". [Means for Solving the Problem] The inventors of the present invention have conducted an effort to investigate a large number of organic compounds, and as a result, it has been found that a 4-alkoxycinaldehyde derivative which is a compound represented by the following formula (1) has a scent and a wax. Aromas such as fragrant, fatty, green, and metallic, and when formulated into foods and beverages, have a bitter, astringent or pungent odor to impart or enhance a better aroma, to impart or enhance food and drink. The sweet taste effect and the sweetness enhancing effect are greatly increased as compared with 4-methoxycinnamic aldehyde, thereby completing the present invention. Thus, the present invention provides the following. (a) A flavor adjuster which is a compound represented by the following formula (1) as an active ingredient. [Chemical 1] In the above formula (1), R represents a hydrocarbon group having 2 to 4 carbon atoms. (b) A flavor conditioner according to (a), wherein the flavor adjustment is imparted or enhanced by the aroma. (c) A flavor conditioner according to (a), wherein the flavor adjustment is imparted or enhanced by the sweetness. (d) A flavor composition for foods and drinks comprising the flavor adjuster according to any one of (a) to (c) as an active ingredient. (e) A food or drink comprising the flavor adjuster according to any one of (a) to (c) or the flavor composition for foods and drinks according to (d). (f) A method for imparting or enhancing an aroma of a food or drink, which comprises a compound represented by the formula (1) (a) in a food or drink. (g) A sweetness imparting or enhancing method for a food or drink comprising a compound represented by the formula (1) (a) in a food or drink. [Effects of the Invention] The 4-alkoxycinaldehyde derivative of the compound represented by the above formula (1) has aromas such as spice, wax, fat, green, and metal-like flavor, and is formulated into a diet. In the case of the product, it does not have a bitter taste, astringency or a pungent taste, and has the effect of imparting or enhancing the sweetness of the food and drink.
以下,對本發明更詳細地進行說明。 如上所述,作為上述式(1)所表示之化合物之4-烷氧基桂皮醛衍生物具有辛香、蠟香、脂肪香、綠色調、類金屬味等香氣,又,於調配至飲食品中之情形時,具有不具有苦味、澀味或刺激味而賦予或增強飲食品之甜味之效果。再者,上述式(1)所表示之化合物較佳為於調配至飲食品中之情形時不具有其他雜味。 [化2]上述式(1)中,R表示碳數2至4之烴基。 R較佳為碳數2至4之烷基或碳數2至4之伸烷基。尤其於上述式(1)中,R為碳數2至4之烷基之情形時,具有賦予或增強飲食品之甜味之效果。 作為具體之化合物,可列舉:4-乙氧基桂皮醛、4-丙氧基桂皮醛、4-異丙氧基桂皮醛、4-(2-丙烯氧基)桂皮醛、4-丁氧基桂皮醛、4-異丁氧基桂皮醛、4-(第二丁氧基)桂皮醛、4-(第三丁氧基)桂皮醛、4-(3-丁烯氧基)桂皮醛。進而,該等化合物具有賦予或增強飲食品之甜味之效果。 例如,關於4-乙氧基桂皮醛,其為公知化合物,於日本專利第3959964號中記載為天冬胺醯二肽酯衍生物之合成原料。然而,於日本專利第3959964號中未記載香味或甜味等效果。 又,關於4-異丙氧基桂皮醛,其亦為公知化合物,例如於日本專利第3300869號中記載為5-[3-[4-(5-甲基-2-苯基-4-噻唑基甲氧基)苯基]丙基]-2,4-㗁唑啶二酮之合成中間物。然而,於日本專利第3300869號中未記載香味或甜味等效果。 關於4-烷氧基桂皮醛,可利用日本專利特表2000-507227號中所記載之合成反應而製備。即,藉由使用路易斯酸觸媒使4-烷氧基苯甲醛二甲基縮醛(2)與甲基乙烯基醚(3)進行反應而生成化合物(4),將該化合物進行水解,藉此獲得4-烷氧基桂皮醛(1)。 [化3]該等所獲得之化合物亦可藉由使用減壓蒸餾或管柱層析等方法而進行高純度化。 本發明係一種特徵在於以上述式(1)所表示之4-烷氧基桂皮醛為有效成分之香味調整劑(較佳為香氣賦予或增強劑、甜味賦予或增強劑)、及含有該化合物作為有效成分之飲食品用香料組合物、以及含有該等之飲食品。 作為本發明之香味調整劑等之有效成分之上述式(1)所表示之化合物具有辛香、蠟香、脂肪香、綠色調、類金屬味的香氣,於以香氣賦予為目的而使用上述式(1)所表示之化合物之情形時,相對於飲食品,以質量基準計,作為上述式(1)所表示之化合物,可於一般為1 ppm~10000 ppm、較佳為5 ppm~5000 ppm、更佳為10 ppm~5000 ppm之範圍內添加。藉由於該濃度範圍內添加,可對飲食品賦予香氣。 又,上述式(1)所表示之化合物係於單獨使用之情形時,或者於與蔗糖等甜味物質併用之情形時,具有甜味賦予或增強作用,發揮該效果之濃度係以飲食品之質量作為基準,為1 ppm~10000 ppm、較佳為5 ppm~5000 ppm、更佳為10 ppm~5000 ppm之範圍。 作為上述式(1)所表示之化合物藉由協同效應而增強甜味之呈味原材料,可例示:蔗糖(砂糖)、葡萄糖、果糖、麥芽糖、乳糖、半乳糖、麥芽糖、海藻糖等糖類;乙醯磺胺酸K、蔗糖素、阿斯巴甜、Advantame、紐甜、甘草酸二鈉、索馬甜、糖精及其鹽、羅漢果萃取物、甘草萃取物、瑞鮑迪甙A、甜菊萃取物、酵素處理甜菊萃取物、新橙皮苷雙氫查耳酮等高甜度甜味劑類;木糖醇、赤藻糖醇、山梨醇、麥芽糖醇、Palatinit、還原飴糖等糖醇類;及該等之任意之混合物等。 於將上述式(1)所表示之化合物添加至飲食品中時,亦可將上述式(1)所表示之化合物本身或本身之稀釋液添加至飲食品中。又,可製備含有上述式(1)所表示之化合物作為有效成分之香料組合物,將該香料組合物添加至飲食品中,藉此對飲食品賦予香氣。又,藉由對飲食品賦予香氣,且使香料組合物中含有上述式(1)所表示之化合物作為有效成分,將該香料組合物添加至飲食品中,可對飲食品增強甜味。 本發明之香料組合物可以該香料組合物之質量作為基準,以一般為1000 ppm~20%、較佳為2000 ppm~10%、更佳為5000 ppm~5%之濃度含有上述式(1)所表示之化合物。 進而,於對飲食品賦予香氣之情形時,可添加0.01%~1%左右之該香料組合物,作為上述式(1)所表示之化合物對飲食品之添加濃度,以將質量作為基準而成為1 ppm~10000 ppm、較佳為5 ppm~5000 ppm、更佳為10 ppm~5000 ppm之範圍之方式添加至該飲食品中。其結果為,上述式(1)所表示之化合物作為有效成分對飲食品發揮作用,可對飲食品賦予辛香、蠟香、脂肪香、綠色調、類金屬味等香氣。 又,於對飲食品增強甜味之情形時,可添加0.01%~1%左右之該香料組合物,作為上述式(1)所表示之化合物對飲食品之添加濃度,以將該飲食品之質量作為基準而成為1 ppm~10000 ppm、較佳為5 ppm~5000 ppm、更佳為10 ppm~5000 ppm之範圍之方式添加。其結果為,上述式(1)所表示之化合物可作為有效成分發揮作用,可對飲食品增強飲食品之甜味。 於上述式(1)所表示之化合物對飲食品之添加濃度為1 ppm以上之情形時,對飲食品之香氣賦予效果或對飲食品之甜味之增強效果變強,又,若上述式(1)所表示之化合物對飲食品之添加濃度為10000 ppm以下,則飲食品中之本化合物獨特之香氣不會過強,從而較佳。又,飲食品之味道之平衡性不會破壞,從而較佳。 於上述香料組合物中,除上述式(1)所表示之化合物以外,亦可調配一般可使用之其他香料成分。作為可與上述式(1)所表示之化合物一起含有之其他香料成分,可列舉各種合成香料、天然香料、天然精油、動植物萃取物等。作為其他香料成分,可列舉「日本專利廳,周知慣用技術集(香料)第II部食品香料,8-87頁,2000年1月14日發行」中所記載之合成香料、天然精油、天然香料、動植物萃取物等。 作為該等其他香料成分,可列舉飲食品用香料之原材料及各種萃取物。作為飲食品用香料之原材料,例如可列舉:作為烴化合物之α-蒎烯、β-蒎烯、月桂烯、莰烯、檸檬烯等單萜,朱欒倍半萜、雪松烯、石竹烯、長葉烯等倍半萜,1,3,5-十一烷三烯等不飽和烴;作為醇化合物之丁醇、戊醇、己醇、辛醇等直鏈、飽和烷醇類,異戊烯醇、(Z)-3-己烯醇、2,6-壬二烯醇、(Z)-6-壬烯醇等直鏈、不飽和醇類,沉香醇、香葉草醇、橙花醇、香茅醇、四氫月桂烯醇、月桂烯醇、金合歡醇、橙花叔醇、雪松醇等萜烯醇類,苄醇、苯基乙基醇等芳香族醇類;作為醛化合物之乙醛、丁醛、戊醛、己醛、辛醛、癸醛等直鏈、飽和醛,(E)-2-己烯醛、(Z)-3-己烯醛、2,4-辛二烯醛、(Z)-6-壬烯醛等直鏈、不飽和醛類,香茅醛、檸檬醛等萜烯醛,苯甲醛、桂皮醛、香蘭素、乙香草醛、向日花香醛等芳香族醛類;作為酮化合物之2-庚酮、2-己酮、2-辛酮、2-十一酮、1-辛烯-3-酮等直鏈、飽和及不飽和酮類,乙偶姻、雙乙醯、2,3-戊二酮等直鏈二酮類,香旱芹酮、薄荷酮、花柏酮等萜烯酮類,α-紫羅蘭酮、β-紫羅蘭酮、β-突厥烯酮等源自萜烯分解物之酮類,覆盆子酮等芳香族酮類;作為呋喃、醚化合物之糠醇、糠醛、葫蘆巴內酯、醬油酮、2,5-二甲基-4-羥基-3(2H)-呋喃酮、5-乙基-3-羥基-4-甲基-2(5H)-呋喃酮等呋喃類,麥芽醇、乙基麥芽醇等吡喃類,玫瑰醚、氧化芳樟醇、薄荷呋喃、茶螺烷等環狀醚類;作為酯化合物之乙酸乙酯、乙酸異戊酯等脂肪族醇之乙酸酯類,乙酸沉香酯、乙酸香葉酯、乙酸薰衣草酯等萜烯醇乙酸酯類,丁酸乙酯、己酸乙酯等脂肪酸與低級醇酯類,乙酸苄酯、水楊酸甲酯等芳香族酯類;作為內酯化合物之γ-辛內酯、γ-壬內酯、γ-癸內酯、γ-十一內酯、γ-十二內酯、δ-辛內酯、δ-壬內酯、δ-癸內酯、δ-十一內酯、δ-十二內酯等飽和內酯類,7-癸烯-4-交酯、2-癸烯-5-交酯等不飽和內酯類;作為酸化合物之丁酸、戊酸、異戊酸、己酸、辛酸、癸酸、月桂酸、肉豆蔻酸、硬脂酸、油酸、亞麻油酸、次亞麻油酸等飽和、不飽和脂肪酸類;作為含氮化合物之吲哚、糞臭素、吡啶、烷基取代吡𠯤、鄰胺苯甲酸甲酯等;作為含硫化合物之甲硫醇、二甲基硫醚、二甲基二硫醚、異硫氰酸烯丙酯等。又,亦可列舉:作為各種萃取物之草本香料萃取物,咖啡、綠茶、紅茶、烏龍茶萃取物,乳或乳加工品及該等之脂肪酶、蛋白酶等酵素分解物。 又,於上述香料組合物中,可視需要調配作為香料組合物中通常使用之保持劑之水、乙醇等溶劑或乙二醇、1,2-丙二醇、甘油、苯甲酸苄酯、檸檬酸三乙酯、氫化松香酸甲酯、脂肪酸甘油三酯、脂肪酸甘油二酯等。 又,亦可於上述香料組合物中,調配例如皂樹萃取物、酵素處理卵磷脂、蔗糖脂肪酸酯、聚甘油脂肪酸酯、甘油脂肪酸酯、阿拉伯膠等乳化劑及/或穩定劑之1種以上,使用例如均質混合機、膠體磨機、高壓均質機等進行乳化,藉此製成乳化香料製劑之形態。乳化劑及/或穩定劑之使用量根據乳化劑及/或穩定劑之種類等而不同,例如以乳化香料製劑之質量作為基準,可列舉0.1~25重量%之範圍、較佳為5~20重量%之範圍內。 進而,例如亦可於上述乳化香料製劑中適當調配砂糖、乳糖、葡萄糖、海藻糖、纖維雙糖、飴糖、還原飴糖等糖類;糖醇類;糊精等各種澱粉分解物及澱粉衍生物、澱粉、明膠、阿拉伯膠等天然膠類等賦形劑後,藉由例如噴霧乾燥、真空乾燥等適當之乾燥方法進行乾燥而製成粉末香料製劑之形態。該等賦形劑之調配量可根據粉末香料製劑所需之特性等而適當地選擇。 作為藉由單獨使用上述式(1)所表示之化合物,或者藉由使用以上述式(1)所表示之化合物為有效成分之香料組合物,可增強辛香、蠟香、脂肪香、綠色調、類金屬味之香氣,且不具有苦味、澀味或刺激味而增強甜味之飲食品之具體例,可列舉:可樂飲料、含果汁碳酸飲料、含乳類碳酸飲料、薑汁汽水、蘋果汁等碳酸飲料類;果汁飲料、蔬菜飲料、運動飲料、蜂蜜飲料、豆乳、維生素補充飲料、礦物質補充飲料、營養飲料、滋養飲料、乳酸菌飲料、乳飲料等軟飲料類;綠茶、紅茶、烏龍茶、花草茶、奶茶、可可飲料、咖啡飲料等嗜好飲料類;摻蘇打水燒酒、雞尾酒飲料、發泡酒、水果酒、藥用酒等酒精飲料類;黃油、乳酪、牛奶、酸乳酪等乳製品;冰淇淋、乳酸冰淇淋、雪酪、布丁、果凍、奶油凍、日常甜點等甜點類及用以製造該等之混料粉類;焦糖、糖果、模壓點心、口香糖、軟糖、脆餅乾、餅乾、曲奇、派、巧克力、休閒點心等點心類及用以製造該等之蛋糕混料粉等混料粉類;水果風味醬或巧克力醬等醬類;奶油淇淋或鮮乳油等乳油類;草莓醬或橘皮果醬等果醬;麵包、湯、各種速食食品等一般食品類;牙膏等口腔用組合物。 [實施例] 以下,藉由實施例更具體地說明本發明,但本發明並不限定於該等。於實施例中,只要未特別說明,則記載為「%」者係以質量為基準。 實施例1:4-烷氧基桂皮醛之香氣評價 按照日本專利特表2000-507227號中所記載之合成反應而製備4-乙氧基桂皮醛(本發明品1)及4-異丙氧基桂皮醛(本發明品2),製備該等之1%乙醇溶液作為香氣評價之評價液。於樣本瓶中準備評價液,進行自瓶口之香氣評價,及藉由含浸有評價液之香味紙由受過良好訓練之5名官能檢查員進行香氣評價。將其平均評價示於下述表1。根據下述表1可知具有辛香、蠟香、脂肪香、綠色調、類金屬味等香氣。 [表1]
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