KR960029463A - 효소를 이용한 (r,s)-1,2-페닐에탄디올의 광학적 분할방법 - Google Patents

효소를 이용한 (r,s)-1,2-페닐에탄디올의 광학적 분할방법 Download PDF

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KR960029463A
KR960029463A KR1019950000015A KR19950000015A KR960029463A KR 960029463 A KR960029463 A KR 960029463A KR 1019950000015 A KR1019950000015 A KR 1019950000015A KR 19950000015 A KR19950000015 A KR 19950000015A KR 960029463 A KR960029463 A KR 960029463A
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phenylethanediol
enzyme
optical
reaction
diol
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KR1019950000015A
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KR0150592B1 (ko
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최용문
김민우
이광혁
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조규향
주식회사 유 공
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Priority to KR1019950000015A priority Critical patent/KR0150592B1/ko
Priority to PCT/KR1996/000001 priority patent/WO1996020910A1/en
Publication of KR960029463A publication Critical patent/KR960029463A/ko
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Publication of KR0150592B1 publication Critical patent/KR0150592B1/ko

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    • 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
    • C12P41/00—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture
    • C12P41/003—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by ester formation, lactone formation or the inverse reactions
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C33/00—Unsaturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • C07C33/26—Polyhydroxylic alcohols containing only six-membered aromatic rings as cyclic part
    • 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
    • C12P41/00—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture
    • C12P41/003—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by ester formation, lactone formation or the inverse reactions
    • C12P41/004—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by ester formation, lactone formation or the inverse reactions by esterification of alcohol- or thiol groups in the enantiomers or the inverse reaction
    • 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
    • C12P7/00—Preparation of oxygen-containing organic compounds
    • C12P7/02—Preparation of oxygen-containing organic compounds containing a hydroxy group
    • C12P7/04—Preparation of oxygen-containing organic compounds containing a hydroxy group acyclic
    • C12P7/18—Preparation of oxygen-containing organic compounds containing a hydroxy group acyclic polyhydric
    • 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
    • C12P7/00—Preparation of oxygen-containing organic compounds
    • C12P7/62—Carboxylic acid esters

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  • Organic Chemistry (AREA)
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  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
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  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
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  • Preparation Of Compounds By Using Micro-Organisms (AREA)

Abstract

본 발명은 1,2-페닐에탄디올을 효율적으로 광학분할하는 벙법에 관한 것으로서, 좀 더 상세하게는 하기식(Ⅰ)로 표시되는 1,2-페닐에탄디올 라세미 혼합물에 리파제와 아세테이트를 적용하여 광학순도가 높은 에스테르를 제조하므로써 (R,S)-1,2-페닐에탄디올을 광학적으로 분할하는 방법에 관한 것이다.
본 발명에 따르면, 상온 및 상압의 온화한 조건에서 짧은 시간내에 높은 광학적 순도를 유지하면서 반응을 완결시킬 수 있고, 또한 반응 후 처리 과정이 매우 단순하다는 장점이 있다.

Description

효소를 이용한 (R,S)-1,2-페닐에탄디올의 광학적 분할방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (8)

  1. 다음 식(Ⅰ)로 표시되는 (R,S)-1,2-페닐에탄디올을 효소의 존재하에서 아세틸기 공여체와 반응시켜 순수한 광학이성질체로 분리하는 것을 특징으로 하는 (R,S)-1,2-페닐에탄디올의 광학적 분할방법.
  2. 제1항에 있어서, 상기 아세틸기 공여체는 비닐아세테이트인 것을 특징으로 하는 (R,S)-1,2-페닐에탄디올의 광학적 분할방법.
  3. 제1항에 있어서, 상기 효소는 미생물 유래 리파제인 것을 특징으로 하는 (R,S)-1,2-페닐에탄디올의 광학적 분할방법.
  4. 제1항 또는 제3항에 있어서, 상기 효소는 분말상태 또는 고정화된 형태인 것을 특징으로 하는 (R,S)-1,2-페닐에탄디올의 광학적 분할방법.
  5. 제1항에 있어서, 상기 효소와 디올과의 중량비는 5:1에서 1:100으로 유지되는 것을 특징으로 하는 (R,S)-1,2-페닐에탄디올의 광학적 분할방법.
  6. 제1항에 있어서, 상기 디올과 아세틸기 공여체와의 몰비가 1:1.6에서 1:15인 것을 특징으로 하는 (R,S)-1,2-페닐에탄디올의 광학적 분할방법.
  7. 제1항에 있어서, 상기 반응은 0~50℃의 온도로 유지되는 것을 특징으로 하는 (R,S)-1,2-페닐에탄디올의 광학적 분할방법.
  8. 제1항에 있어서, 상기 반응 후 컬럼크로마토그래피법에 의해 에스테르를 분리한 후 화학적 방법에 의해 1,2-페닐에탄디올로 전환시키는 것을 특징으로 하는 (R,S)-1,2-페닐에탄디올의 광학적 분할방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019950000015A 1995-01-03 1995-01-03 효소를 이용한 (r,s)-1,2-페닐에탄디올의 광학적 분할방법 KR0150592B1 (ko)

Priority Applications (2)

Application Number Priority Date Filing Date Title
KR1019950000015A KR0150592B1 (ko) 1995-01-03 1995-01-03 효소를 이용한 (r,s)-1,2-페닐에탄디올의 광학적 분할방법
PCT/KR1996/000001 WO1996020910A1 (en) 1995-01-03 1996-01-03 Method for optical resolution of (r,s)-1,2-phenylethanediol using enzymes

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
KR1019950000015A KR0150592B1 (ko) 1995-01-03 1995-01-03 효소를 이용한 (r,s)-1,2-페닐에탄디올의 광학적 분할방법

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KR960029463A true KR960029463A (ko) 1996-08-17
KR0150592B1 KR0150592B1 (ko) 1998-08-17

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KR1019950000015A KR0150592B1 (ko) 1995-01-03 1995-01-03 효소를 이용한 (r,s)-1,2-페닐에탄디올의 광학적 분할방법

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WO (1) WO1996020910A1 (ko)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20030012964A (ko) * 2001-08-06 2003-02-14 주식회사 제노포커스 광학활성 α-치환 헤테로시클릭카르복실산 에스테르의제조방법
KR100379756B1 (ko) * 2000-10-02 2003-04-11 한국과학기술연구원 이성질체 분할방법

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100710551B1 (ko) * 2003-04-29 2007-04-24 에스케이 주식회사 광학활성 1,2,3,4-테트라하이드로퀴놀린-2-카르복실산의제조방법
CN103274936B (zh) * 2013-06-19 2014-08-06 罗梅 一种手性化合物
KR20230050816A (ko) 2021-10-08 2023-04-17 오민혁 거치식 막대 아이스크림

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4981796A (en) * 1987-11-25 1991-01-01 Kanegafuchi Kagaku Kogyo Kabushiki Kaisha Manufacturing method of optically-active 1,2-diols
IT1216743B (it) * 1988-02-10 1990-03-08 Donegani Guido Ist Processo per la preparazioenenzimatica degli isomeri ottici di alcoli primari alfa alchilsostituiti racemi.

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100379756B1 (ko) * 2000-10-02 2003-04-11 한국과학기술연구원 이성질체 분할방법
KR20030012964A (ko) * 2001-08-06 2003-02-14 주식회사 제노포커스 광학활성 α-치환 헤테로시클릭카르복실산 에스테르의제조방법

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WO1996020910A1 (en) 1996-07-11

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