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WO2013019050A3 - 신규한 α-글루코실 스테비오사이드 및 이의 제조 방법 - Google Patents

신규한 α-글루코실 스테비오사이드 및 이의 제조 방법 Download PDF

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Publication number
WO2013019050A3
WO2013019050A3 PCT/KR2012/006070 KR2012006070W WO2013019050A3 WO 2013019050 A3 WO2013019050 A3 WO 2013019050A3 KR 2012006070 W KR2012006070 W KR 2012006070W WO 2013019050 A3 WO2013019050 A3 WO 2013019050A3
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stevioside
glycosyl
food
glycosyl stevioside
novel
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PCT/KR2012/006070
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English (en)
French (fr)
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WO2013019050A2 (ko
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이우송
김영민
노문철
류영배
박수진
김중수
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한국생명공학연구원
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Publication of WO2013019050A2 publication Critical patent/WO2013019050A2/ko
Publication of WO2013019050A3 publication Critical patent/WO2013019050A3/ko

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H7/00—Compounds containing non-saccharide radicals linked to saccharide radicals by a carbon-to-carbon bond
    • C07H7/04—Carbocyclic radicals
    • 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
    • A23L27/33—Artificial sweetening agents containing sugars or derivatives
    • 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
    • A23L27/33—Artificial sweetening agents containing sugars or derivatives
    • A23L27/36—Terpene glycosides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H1/00—Processes for the preparation of sugar derivatives
    • C07H1/06—Separation; Purification
    • C07H1/08—Separation; Purification from natural products
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
    • C07H15/20—Carbocyclic rings
    • C07H15/24—Condensed ring systems having three or more rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H7/00—Compounds containing non-saccharide radicals linked to saccharide radicals by a carbon-to-carbon bond
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
    • C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
    • C12N9/10—Transferases (2.)
    • C12N9/1048—Glycosyltransferases (2.4)
    • C12N9/1051—Hexosyltransferases (2.4.1)
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
    • C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
    • C12N9/14—Hydrolases (3)
    • 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
    • C12P19/16—Preparation of compounds containing saccharide radicals produced by the action of an alpha-1, 6-glucosidase, e.g. amylose, debranched amylopectin
    • 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
    • C12P19/56—Preparation of O-glycosides, e.g. glucosides having an oxygen atom of the saccharide radical directly bound to a condensed ring system having three or more carbocyclic rings, e.g. daunomycin, adriamycin
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12Y—ENZYMES
    • C12Y204/00—Glycosyltransferases (2.4)
    • C12Y204/01—Hexosyltransferases (2.4.1)
    • C12Y204/01005—Dextransucrase (2.4.1.5)

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Zoology (AREA)
  • Wood Science & Technology (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Biotechnology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
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  • General Engineering & Computer Science (AREA)
  • Microbiology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Nutrition Science (AREA)
  • Polymers & Plastics (AREA)
  • Food Science & Technology (AREA)
  • Medicinal Chemistry (AREA)
  • Biomedical Technology (AREA)
  • Seasonings (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Saccharide Compounds (AREA)

Abstract

본 발명은 신규한 α-글루코실 스테비오사이드 및 이의 제조 방법에 관한 것으로서, 보다 상세하게는 스테비오사이드의 19-OH 위치에 글루코스가 알파-글리코시드 결합에 의해 연결되어 부가된 α-글루코실 스테비오사이드, 상기 α-글루코실 스테비오사이드를 제조하는 방법, 수크로즈 및 글루칸수크라제 또는 이를 생산하는 미생물을 함유하는 스테비오사이드의 α-글루코실화 조성물, 상기 α-글루코실 스테비오사이드를 유효성분으로 함유하는 감미료 조성물, 상기 α-글루코실 스테비오사이드를 감미료로 함유하는 식품 조성물, 및 스테비오사이드 함유 식물 또는 식품에 글루칸수크라제 또는 이를 생산하는 미생물을 처리하는 단계를 포함하는 것이 특징인 스테비오사이드 함유 식물 또는 식품의 감미질 개선 방법에 관한 것이다. 따라서, 본 발명에 따른 글루칸수크라제를 사용하는 α-글루코실 스테비오사이드를 제조하는 방법을 이용하면 19-OH 위치에 글루코스가 하나만 부가된 신규한 α-글루코실 스테비오사이드를 95% 이상의 높은 수율로 제조가 가능하여 감미질이 향상되어 단맛을 내는 식품첨가제 및 이를 포함하는 식품 산업 등에 유용하게 사용될 수 있다.
PCT/KR2012/006070 2011-07-29 2012-07-30 신규한 α-글루코실 스테비오사이드 및 이의 제조 방법 WO2013019050A2 (ko)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
KR1020110076211A KR20130014227A (ko) 2011-07-29 2011-07-29 신규한 α-글루코실 스테비오사이드 및 이의 제조 방법
KR10-2011-0076211 2011-07-29

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WO2013019050A2 WO2013019050A2 (ko) 2013-02-07
WO2013019050A3 true WO2013019050A3 (ko) 2013-06-13

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WO (1) WO2013019050A2 (ko)

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BR122021005283B1 (pt) 2010-06-02 2022-02-22 Evolva, Inc Hospedeiro recombinante que compreende genes recombinantes para produção deesteviol ou glicosídeo de esteviol, método para produzir esteviol, glicosídeo de esteviol ou composição de glicosídeo de esteviol e método para sintetizar esteviol ou glicosídeo de esteviol
EP2742142B2 (en) 2011-08-08 2020-03-25 Evolva SA Recombinant production of steviol glycosides
SG11201505597SA (en) 2013-02-06 2015-08-28 Evolva Sa Methods for improved production of rebaudioside d and rebaudioside m
CN105189771B (zh) 2013-02-11 2019-11-05 埃沃尔瓦公司 在重组宿主中有效产生甜菊醇糖苷
SG11201700651RA (en) 2014-08-11 2017-02-27 Evolva Sa Production of steviol glycosides in recombinant hosts
KR20170052647A (ko) 2014-09-09 2017-05-12 에볼바 에스아 재조합 숙주에서 스테비올 글리코시드의 생성
CN108337892B (zh) 2015-01-30 2022-06-24 埃沃尔瓦公司 在重组宿主中生产甜菊醇糖苷
WO2016144175A1 (en) * 2015-03-10 2016-09-15 Rijksuniversiteit Groningen Methods for the enzymatic modification of steviol glycosides, modified steviol glycosides obtainable thereby, and the use thereof as sweeteners
WO2016146711A1 (en) 2015-03-16 2016-09-22 Dsm Ip Assets B.V. Udp-glycosyltransferases
BR112018002564A2 (pt) 2015-08-07 2018-09-25 Evolva Sa produção de glicosídeos de esteviol em hospedeiros recombinantes
MX2018012561A (es) 2016-04-13 2019-01-17 Evolva Sa Produccion de glicosidos de esteviol en huespedes recombinantes.
US10815514B2 (en) 2016-05-16 2020-10-27 Evolva Sa Production of steviol glycosides in recombinant hosts
EP3535406A1 (en) 2016-11-07 2019-09-11 Evolva SA Production of steviol glycosides in recombinant hosts
KR101997597B1 (ko) * 2016-11-17 2019-07-08 서울대학교산학협력단 변형 류코노스톡속 균주를 이용한 스테비오사이드 배당체의 합성 방법 및 이에 의하여 제조된 신규한 스테비오사이드 배당체
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EP3759228A2 (en) 2018-08-22 2021-01-06 Firmenich SA Terpene glycoside derivatives and uses thereof
US11976091B2 (en) 2018-09-29 2024-05-07 Firmenich Sa Terpene glycoside derivatives and uses thereof
KR20210068321A (ko) 2018-09-29 2021-06-09 피르메니히 에스아 테르펜 글리코사이드 유도체 및 그의 용도
KR20200071028A (ko) * 2018-12-10 2020-06-18 서울대학교산학협력단 유산균 균주를 이용하여 제조된 올리고당을 포함하는 난수용성 물질의 수용액 가용화 조성물
KR20200109775A (ko) * 2019-03-14 2020-09-23 씨제이제일제당 (주) 당전이 스테비오사이드 및 당전이 리바우디오사이드 a를 포함하는 조성물
KR102303415B1 (ko) * 2019-06-14 2021-09-23 씨제이제일제당 (주) 감미 소재 조성물 및 이의 제조 방법
KR102303661B1 (ko) * 2019-06-14 2021-09-23 씨제이제일제당 주식회사 포도당 전이 효소를 포함하는 포도당 전이 스테비올 배당체 생산용 조성물 및 이를 이용한 포도당 전이 스테비올 배당체 제조방법
KR102167849B1 (ko) * 2019-12-20 2020-10-21 전남대학교산학협력단 알파-1,6 당전이 효소를 활용한 글루코실 스테비오사이드 제조방법
CN113430185B (zh) * 2021-07-29 2023-03-21 黑龙江大学 一种乳酸菌葡聚糖蔗糖酶的分离纯化方法
KR102431101B1 (ko) * 2021-08-25 2022-08-09 서울대학교산학협력단 감미가 개선된 스테비오사이드 당전이체와 당알코올 또는 설탕의 혼합 감미료를 포함하는 음료 조성물
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WO2013019050A2 (ko) 2013-02-07

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