KR980002271A - 효소-처리 헤스페리딘, 그의 제조방법 및 효소-처리 헤스페리딘의 이용방법 - Google Patents
효소-처리 헤스페리딘, 그의 제조방법 및 효소-처리 헤스페리딘의 이용방법 Download PDFInfo
- Publication number
- KR980002271A KR980002271A KR1019970027216A KR19970027216A KR980002271A KR 980002271 A KR980002271 A KR 980002271A KR 1019970027216 A KR1019970027216 A KR 1019970027216A KR 19970027216 A KR19970027216 A KR 19970027216A KR 980002271 A KR980002271 A KR 980002271A
- Authority
- KR
- South Korea
- Prior art keywords
- hesperidin
- enzyme
- alpha
- treated
- weight
- Prior art date
Links
- 239000001100 (2S)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one Substances 0.000 title claims abstract 34
- QUQPHWDTPGMPEX-UHFFFAOYSA-N Hesperidine Natural products C1=C(O)C(OC)=CC=C1C1OC2=CC(OC3C(C(O)C(O)C(COC4C(C(O)C(O)C(C)O4)O)O3)O)=CC(O)=C2C(=O)C1 QUQPHWDTPGMPEX-UHFFFAOYSA-N 0.000 title claims abstract 31
- QUQPHWDTPGMPEX-UTWYECKDSA-N aurantiamarin Natural products COc1ccc(cc1O)[C@H]1CC(=O)c2c(O)cc(O[C@@H]3O[C@H](CO[C@@H]4O[C@@H](C)[C@H](O)[C@@H](O)[C@H]4O)[C@@H](O)[C@H](O)[C@H]3O)cc2O1 QUQPHWDTPGMPEX-UTWYECKDSA-N 0.000 title claims abstract 28
- APSNPMVGBGZYAJ-GLOOOPAXSA-N clematine Natural products COc1cc(ccc1O)[C@@H]2CC(=O)c3c(O)cc(O[C@@H]4O[C@H](CO[C@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)[C@@H](O)[C@H](O)[C@H]4O)cc3O2 APSNPMVGBGZYAJ-GLOOOPAXSA-N 0.000 title claims abstract 28
- QUQPHWDTPGMPEX-QJBIFVCTSA-N hesperidin Chemical compound C1=C(O)C(OC)=CC=C1[C@H]1OC2=CC(O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@@H](CO[C@H]4[C@@H]([C@H](O)[C@@H](O)[C@H](C)O4)O)O3)O)=CC(O)=C2C(=O)C1 QUQPHWDTPGMPEX-QJBIFVCTSA-N 0.000 title claims abstract 28
- VUYDGVRIQRPHFX-UHFFFAOYSA-N hesperidin Natural products COc1cc(ccc1O)C2CC(=O)c3c(O)cc(OC4OC(COC5OC(O)C(O)C(O)C5O)C(O)C(O)C4O)cc3O2 VUYDGVRIQRPHFX-UHFFFAOYSA-N 0.000 title claims abstract 28
- 229940025878 hesperidin Drugs 0.000 title claims abstract 28
- ARGKVCXINMKCAZ-UHFFFAOYSA-N neohesperidine Natural products C1=C(O)C(OC)=CC=C1C1OC2=CC(OC3C(C(O)C(O)C(CO)O3)OC3C(C(O)C(O)C(C)O3)O)=CC(O)=C2C(=O)C1 ARGKVCXINMKCAZ-UHFFFAOYSA-N 0.000 title claims abstract 28
- 108090000790 Enzymes Proteins 0.000 title claims abstract 17
- 102000004190 Enzymes Human genes 0.000 title claims abstract 17
- 238000002360 preparation method Methods 0.000 title 1
- 238000000034 method Methods 0.000 claims abstract 10
- AIONOLUJZLIMTK-UHFFFAOYSA-N hesperetin Natural products C1=C(O)C(OC)=CC=C1C1OC2=CC(O)=CC(O)=C2C(=O)C1 AIONOLUJZLIMTK-UHFFFAOYSA-N 0.000 claims abstract 8
- AIONOLUJZLIMTK-AWEZNQCLSA-N hesperetin Chemical compound C1=C(O)C(OC)=CC=C1[C@H]1OC2=CC(O)=CC(O)=C2C(=O)C1 AIONOLUJZLIMTK-AWEZNQCLSA-N 0.000 claims abstract 6
- 229960001587 hesperetin Drugs 0.000 claims abstract 6
- 235000010209 hesperetin Nutrition 0.000 claims abstract 6
- FTODBIPDTXRIGS-UHFFFAOYSA-N homoeriodictyol Natural products C1=C(O)C(OC)=CC(C2OC3=CC(O)=CC(O)=C3C(=O)C2)=C1 FTODBIPDTXRIGS-UHFFFAOYSA-N 0.000 claims abstract 6
- IMMBLRJLSYJQIZ-UNQGIHKMSA-N (2S)-7-[3,4-dihydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxy-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydrochromen-4-one Chemical compound COc1ccc(cc1O)[C@@H]1CC(=O)c2c(O)cc(OC3OC(COC4OC(C)C(O)C(O)C4O)C(OC4OC(CO)C(O)C(O)C4O)C(O)C3O)cc2O1 IMMBLRJLSYJQIZ-UNQGIHKMSA-N 0.000 claims abstract 5
- -1 alpha-glucosyl hesperidine Chemical compound 0.000 claims abstract 4
- 241000675108 Citrus tangerina Species 0.000 claims abstract 3
- 108010044879 alpha-L-rhamnosidase Proteins 0.000 claims abstract 2
- 238000005562 fading Methods 0.000 claims abstract 2
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 claims 2
- 241000207199 Citrus Species 0.000 claims 2
- 235000013361 beverage Nutrition 0.000 claims 2
- 235000020971 citrus fruits Nutrition 0.000 claims 2
- 239000003086 colorant Substances 0.000 claims 2
- 239000002211 L-ascorbic acid Substances 0.000 claims 1
- 235000000069 L-ascorbic acid Nutrition 0.000 claims 1
- 229960005070 ascorbic acid Drugs 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- 239000000463 material Substances 0.000 abstract 2
- 239000013078 crystal Substances 0.000 abstract 1
- 230000007774 longterm Effects 0.000 abstract 1
- 238000001556 precipitation Methods 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P19/00—Preparation of compounds containing saccharide radicals
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P19/00—Preparation of compounds containing saccharide radicals
- C12P19/44—Preparation of O-glycosides, e.g. glucosides
- C12P19/60—Preparation of O-glycosides, e.g. glucosides having an oxygen of the saccharide radical directly bound to a non-saccharide heterocyclic ring or a condensed ring system containing a non-saccharide heterocyclic ring, e.g. coumermycin, novobiocin
- C12P19/605—Preparation of O-glycosides, e.g. glucosides having an oxygen of the saccharide radical directly bound to a non-saccharide heterocyclic ring or a condensed ring system containing a non-saccharide heterocyclic ring, e.g. coumermycin, novobiocin to a 1-benzopyran-2-on (or the chalcones and hydrogenated chalcones thereof, e.g. coumermycin, novobiocin, novenamin)
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23B—PRESERVATION OF FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES; CHEMICAL RIPENING OF FRUIT OR VEGETABLES
- A23B2/00—Preservation of foods or foodstuffs, in general
- A23B2/70—Preservation of foods or foodstuffs, in general by treatment with chemicals
- A23B2/725—Preservation of foods or foodstuffs, in general by treatment with chemicals in the form of liquids or solids
- A23B2/729—Organic compounds; Microorganisms; Enzymes
- A23B2/771—Organic compounds containing hetero rings
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23B—PRESERVATION OF FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES; CHEMICAL RIPENING OF FRUIT OR VEGETABLES
- A23B7/00—Preservation of fruit or vegetables; Chemical ripening of fruit or vegetables
- A23B7/14—Preserving or ripening with chemicals not covered by group A23B7/08 or A23B7/10
- A23B7/153—Preserving or ripening with chemicals not covered by group A23B7/08 or A23B7/10 in the form of liquids or solids
- A23B7/154—Organic compounds; Microorganisms; Enzymes
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23B—PRESERVATION OF FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES; CHEMICAL RIPENING OF FRUIT OR VEGETABLES
- A23B70/00—Preservation of non-alcoholic beverages
- A23B70/10—Preservation of non-alcoholic beverages by addition of preservatives
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L2/00—Non-alcoholic beverages; Dry compositions or concentrates therefor; Preparation or treatment thereof
- A23L2/52—Adding ingredients
- A23L2/58—Colouring agents
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L5/00—Preparation or treatment of foods or foodstuffs, in general; Food or foodstuffs obtained thereby; Materials therefor
- A23L5/40—Colouring or decolouring of foods
- A23L5/41—Retaining or modifying natural colour by use of additives, e.g. optical brighteners
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H17/00—Compounds containing heterocyclic radicals directly attached to hetero atoms of saccharide radicals
- C07H17/04—Heterocyclic radicals containing only oxygen as ring hetero atoms
- C07H17/06—Benzopyran radicals
- C07H17/065—Benzo[b]pyrans
- C07H17/07—Benzo[b]pyran-4-ones
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- Zoology (AREA)
- Wood Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Food Science & Technology (AREA)
- Health & Medical Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Microbiology (AREA)
- Genetics & Genomics (AREA)
- General Health & Medical Sciences (AREA)
- Biotechnology (AREA)
- Biochemistry (AREA)
- Nutrition Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- Molecular Biology (AREA)
- Saccharide Compounds (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
- Non-Alcoholic Beverages (AREA)
- Preparation Of Fruits And Vegetables (AREA)
Abstract
Description
Claims (10)
- 알파-글루코실 헤스페리딘 1중량부 당, 헤스페리딘 함량이 0.1 중량부 이하이고 ; 베타-모노글루코실 헤스페레틴의 함량이 0.1 내지 0.5량부인, 알파-글루코실 헤스페리딘, 헤스페리딘 및 베타-모노글루코실 헤스페레틴을 포함하여 이루어지는 효소-처리 헤스페리딘.
- 제1항에 있어서, 알파-글루코실 헤스페리딘 1중량부 당 0.15 내지 0.4 중량부이 베타-모노글루코실 헤스페레틴을 함유하는 효소-처리 헤스페리딘.
- 알파-글루코실 헤스페리딘과 미반응 헤스페리딘을 함유하는 용액을 알파-L-람노시다아제로 처리하여 미반응 헤스페리딘을 베타-모노글루코실 헤스페레틴으로 전환시키는 것을 포함하여 이루어지는 효소-처리 헤스페리딘의 제조방법.
- 제3항에 있어서, 상기 용액은 헤스페리딘과 함께 알파-글루코실 당 화합물을 함유하는 용액을 당-전달 효소로 처리하는 것에 의해 수득가능한 방법.
- 제3항에 있어서, 상기 알파-L-람노시다아제가 헤스페리딘인 방법.
- 제3항에 있어서, 상기 효소-처리 헤스페리딘이 알파-모노글루코실 헤스페리딘 1중량부 당, 0.1중량부 이하의 헤스페리딘과 0.1 내지 0.5중량부의 베타-모노글루코실 헤스페레틴을 함유하는 방법.
- 유효량의 제1항의 효소-처리 헤스페리딘을 귤 통조림 내에 혼입하는 것을 포함하여 이루어지는, 귤 통조림 내의 혼탁을 방지하는 방법.
- 유효량의 제1항의 효소-처리 헤스페리딘을 감귤류 음료 내에 혼입하는 것을 포함하여 이루어지는, 감귤류 음료 내의 혼탁을 방지하는 방법.
- 제1항의 효소-처리 헤스페리딘을 천연 착색제와 공존하게 하는 것을 포함하여 이루어지는, 천연 착색제의 퇴색 방지 방법.
- 제9항에 있어서, 효소-처리 헤스페리딘을 효소-처리 루틴 및/또는 L-아스코르빈산과 조합하여 사용하는 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP16646496 | 1996-06-26 | ||
JP1996-166464 | 1996-06-26 | ||
JP10427297A JP3833775B2 (ja) | 1996-06-26 | 1997-04-22 | 酵素処理ヘスペリジンおよびその製造方法ならびに酵素処理ヘスペリジンの使用方法 |
JP1997-104272 | 1997-04-22 |
Publications (2)
Publication Number | Publication Date |
---|---|
KR980002271A true KR980002271A (ko) | 1998-03-30 |
KR100429709B1 KR100429709B1 (ko) | 2004-07-19 |
Family
ID=26444783
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019970027216A KR100429709B1 (ko) | 1996-06-26 | 1997-06-25 | 효소-처리헤스페리딘,그의제조방법및효소-처리헤스페리딘의이용방법 |
Country Status (6)
Country | Link |
---|---|
US (1) | US5885969A (ko) |
EP (1) | EP0825196B1 (ko) |
JP (1) | JP3833775B2 (ko) |
KR (1) | KR100429709B1 (ko) |
DE (1) | DE69707607T2 (ko) |
TW (1) | TW434249B (ko) |
Families Citing this family (19)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1998042859A1 (en) * | 1997-03-24 | 1998-10-01 | Kabushiki Kaisha Hayashibara Seibutsu Kagaku Kenkyujo | PROCESS FOR PRODUCING α-MONOGLUCOSYLHESPERIDIN-RICH SUBSTANCE |
JP3878763B2 (ja) * | 1999-02-24 | 2007-02-07 | 江崎グリコ株式会社 | 柑橘系果汁ならびに果汁飲料の製造方法 |
FR2841472B1 (fr) | 2002-06-28 | 2006-02-24 | Agronomique Inst Nat Rech | Composition nutritionnelle ou therapeutique contenant le compose hesperidine ou l'un de ses derives |
US20080221045A1 (en) * | 2004-12-24 | 2008-09-11 | Kabushiki Kaisha Hayashibara Seibutsu Kagaku Kenkyujo | Hepatic Function-Improving Agent |
JP4902151B2 (ja) * | 2005-08-01 | 2012-03-21 | 株式会社林原生物化学研究所 | ヘスペレチン−7−β−マルトシド及びその製造方法並びにその用途 |
JP2008131888A (ja) * | 2006-11-28 | 2008-06-12 | Sanei Gen Ffi Inc | ヘマトコッカス藻色素の耐光性向上方法 |
FR2919501B1 (fr) | 2007-08-02 | 2010-12-31 | Oreal | Utilisation d'hesperidine ou de l'un de ses derives pour la prevention et/ou le traitement des peaux relachees |
CN101815502B (zh) | 2007-09-04 | 2013-10-09 | 欧莱雅 | 橙皮苷和微生物的组合在影响皮肤的屏障功能中的用途 |
FR2920305B1 (fr) | 2007-09-04 | 2010-07-30 | Oreal | Utilisation d'un lysat de bifidobacterium species pour le traitement de peaux sensibles. |
FR2920304B1 (fr) | 2007-09-04 | 2010-06-25 | Oreal | Utilisation cosmetique de lysat bifidobacterium species pour le traitement de la secheresse. |
JP5419366B2 (ja) * | 2008-03-03 | 2014-02-19 | 東洋精糖株式会社 | 生体吸収性に優れたヘスペレチン組成物 |
KR20110116194A (ko) | 2009-02-03 | 2011-10-25 | 선스타 가부시키가이샤 | 헤스페리딘 함유 조성물 |
FR2942719B1 (fr) | 2009-03-04 | 2011-08-19 | Oreal | Utilisation de microorganismes probiotiques pour limiter les irritations cutanees |
US20130022712A1 (en) * | 2011-07-20 | 2013-01-24 | Tropicana Products, Inc. | Fading protection of colors derived from natural sources used in beverage products |
JPWO2013018779A1 (ja) * | 2011-08-01 | 2015-03-05 | 株式会社林原 | α−グルコシルヘスペリジンの結晶とその用途 |
FR2980360B1 (fr) | 2011-09-27 | 2013-10-11 | Oreal | Utilisation cosmetique de l'hesperidine ou de l'un de ses derives dans la prevention et/ou le traitement des odeurs corporelles. |
WO2015133483A1 (ja) * | 2014-03-03 | 2015-09-11 | 株式会社林原 | グリコシルヘスペレチンとその製造方法並びに用途 |
CN107920981B (zh) | 2015-09-02 | 2021-06-08 | 株式会社林原 | 暗黄降低用皮肤外用剂 |
ES2806737T3 (es) | 2017-07-28 | 2021-02-18 | Taiyo Kagaku Kk | Método de producción de compuestos de inclusión de flavonoide |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3583894A (en) * | 1968-03-29 | 1971-06-08 | Us Agriculture | Enzyme preparation of hesperetin dihydrochalcone glucoside |
JPS5648849A (en) * | 1979-09-24 | 1981-05-02 | Takeda Chem Ind Ltd | Method for improving quality of citrus food |
GB8727223D0 (en) * | 1987-11-20 | 1987-12-23 | Unilever Plc | Preparing l-rhamnose |
JP3060227B2 (ja) * | 1989-06-03 | 2000-07-10 | 株式会社林原生物化学研究所 | α―グリコシル ヘスペリジンとその製造方法並びに用途 |
DE59310216D1 (de) * | 1992-11-27 | 2001-10-25 | Aventis Res & Tech Gmbh & Co | Heterogenes Proteingemisch mit alpha-L-rhamnosidase Aktivität, Verfahren zu ihrer Herstellung und ihre Verwendung. |
JP3536138B2 (ja) * | 1994-09-12 | 2004-06-07 | 江崎グリコ株式会社 | ヘスペリジンの結晶析出防止法並びにみかん又はみかん果汁を含む液状食品の白濁防止法 |
-
1997
- 1997-04-22 JP JP10427297A patent/JP3833775B2/ja not_active Expired - Lifetime
- 1997-06-23 TW TW086108739A patent/TW434249B/zh not_active IP Right Cessation
- 1997-06-24 US US08/881,056 patent/US5885969A/en not_active Expired - Lifetime
- 1997-06-25 KR KR1019970027216A patent/KR100429709B1/ko not_active IP Right Cessation
- 1997-06-25 DE DE69707607T patent/DE69707607T2/de not_active Expired - Lifetime
- 1997-06-25 EP EP97304502A patent/EP0825196B1/en not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
---|---|
JPH1070994A (ja) | 1998-03-17 |
EP0825196A3 (en) | 1998-07-15 |
KR100429709B1 (ko) | 2004-07-19 |
EP0825196B1 (en) | 2001-10-24 |
DE69707607T2 (de) | 2002-06-20 |
DE69707607D1 (de) | 2001-11-29 |
US5885969A (en) | 1999-03-23 |
EP0825196A2 (en) | 1998-02-25 |
JP3833775B2 (ja) | 2006-10-18 |
TW434249B (en) | 2001-05-16 |
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