KR920009844A - 디펩티드의 제조방법 - Google Patents

디펩티드의 제조방법 Download PDF

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Publication number
KR920009844A
KR920009844A KR1019900019109A KR900019109A KR920009844A KR 920009844 A KR920009844 A KR 920009844A KR 1019900019109 A KR1019900019109 A KR 1019900019109A KR 900019109 A KR900019109 A KR 900019109A KR 920009844 A KR920009844 A KR 920009844A
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KR
South Korea
Prior art keywords
lower alkyl
water
alkyl ester
substituted
miscible organic
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KR1019900019109A
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English (en)
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KR930002966B1 (ko
Inventor
주대권
김광호
현일
한민수
임번삼
Original Assignee
김채방
주식회사 미원
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
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Application filed by 김채방, 주식회사 미원 filed Critical 김채방
Priority to KR1019900019109A priority Critical patent/KR930002966B1/ko
Priority to FR9113837A priority patent/FR2669638A1/fr
Priority to DE4137168A priority patent/DE4137168A1/de
Priority to AU88094/91A priority patent/AU8809491A/en
Priority to ITTO910894A priority patent/IT1250347B/it
Priority to JP3306202A priority patent/JPH0716097A/ja
Priority to GB9124900A priority patent/GB2250023A/en
Publication of KR920009844A publication Critical patent/KR920009844A/ko
Priority to US07/993,466 priority patent/US5418146A/en
Application granted granted Critical
Publication of KR930002966B1 publication Critical patent/KR930002966B1/ko

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07KPEPTIDES
    • C07K5/00Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/06Dipeptides
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07KPEPTIDES
    • C07K5/00Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/06Dipeptides
    • C07K5/06104Dipeptides with the first amino acid being acidic
    • C07K5/06113Asp- or Asn-amino acid
    • C07K5/06121Asp- or Asn-amino acid the second amino acid being aromatic or cycloaliphatic
    • C07K5/0613Aspartame
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S435/00Chemistry: molecular biology and microbiology
    • Y10S435/8215Microorganisms
    • Y10S435/822Microorganisms using bacteria or actinomycetales
    • Y10S435/832Bacillus
    • Y10S435/839Bacillus subtilis

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Genetics & Genomics (AREA)
  • Biochemistry (AREA)
  • Biophysics (AREA)
  • General Health & Medical Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Molecular Biology (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Peptides Or Proteins (AREA)

Abstract

내용 없음

Description

디펩티드의 제조방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (15)

  1. 수혼화성 유기용매와 물의 혼합액에서 고정화 메탈로-프로테아제의 존재하에 하기식(Ⅱ)의 N-치환-L-아스파틱산과 하기식(Ⅲ)의 페닐 알라닌 저급 알킬 에스테르를 축합 반응시키는 것을 특징으로 하는 하기식(Ⅰ)의 N-치환-L-아스파틸-L-페닐 알라닌 저급 알킬에스테르의 디펩티드의 제조방법.
    (식중, X는 치환기이며, Y는 저급 알킬기이다)
  2. 제1항에 있어서, N-치환-L-아스파틱산의 치환기가 벤조일, 벤질 옥시카르보닐, p-메톡시벤질옥시카르보닐 및 t-부톡시카르보닐로 이루어진 군으로부터 선택된 것인 방법.
  3. 제1항에 있어서, 페닐알라닌 저급알킬에스테르의 저급 알킬기는 메틸, 에틸, 프로필 또는 부틸기인 방법.
  4. 제1항에 있어서, 페닐알라닌 저급 알킬 에스테르는 L- 또는 DL-구조인 방법.
  5. 제1항에 있어서, 수혼화성 유기용매는 메틸알콜, 에틸알콜, 아세토니트릴, 디메틸포름아미드, 디메틸 설폭시드, 테트라히드로퓨란, 에틸렌글리콜 및 폴리에틸렌 글리콜로 이루어진 군으로부터 선택된 1종 또는 2종이상의 혼합물인 방법.
  6. 제5항에 있어서, 에틸렌 글리콜 또는 폴리에틸렌 글리콜과 이 글리콜류 이외의 다른 수혼화성 유기용매 1 또는 2종과의 혼합눌을 물과 섞어서 사용하는 방법.
  7. 제5 또는 6항에 있어서, 폴리에틸렌 글리콜은 분자량이 200 내지 2,000인 방법.
  8. 제1항에 있어서, 수혼화성 유기용매의 반응매질내 총농도가 10 내지 70%인 방법.
  9. 제6항에 있어서, 에티렌 글리콜 또는 폴리에틸렌 글리콜의 반응 매질내 농도가 5 내지 40%인 방법.
  10. 제1항에 있어서, 메탈로-프로테아제는 바씰러스 써브틸리스(Bacillus subtlis), 바씰러스 써모프로테오리티쿠스(Bacillus thermoproteolyticus) 또는 바씰러스 스테아로써모필러스(Bacillus stearothermophillus)의 바씰러스종의 배양물로부터 추출한 효소인 방법.
  11. 제1 또는 10항에 있어서, 메탈로-프로테아제는 써모라이신(thermolysin) 또는 써모에이즈(thermoase)인 방법.
  12. 제1항에 있어서, N-치환-L-아스파틱산 : 페닐알라닌 저급 알킬 에스테르의 몰비가 1:1 내지 1:5인 방법.
  13. 제1항에 있어서, 반응기로서 충전탑 반응기 또는 교반형 반응기를 이용하는 방법.
  14. 제1항에 있어서, 반응온도를 5 내지 55℃의 범위내로 하는 방법.
  15. 제1항에 있어서, 반응혼합물의 pH를 5 내지 8의 범위내로 하는 방법.
    ※참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019900019109A 1990-11-24 1990-11-24 디펩티드의 제조방법 KR930002966B1 (ko)

Priority Applications (8)

Application Number Priority Date Filing Date Title
KR1019900019109A KR930002966B1 (ko) 1990-11-24 1990-11-24 디펩티드의 제조방법
FR9113837A FR2669638A1 (fr) 1990-11-24 1991-11-08 Procede de preparation de dipeptides.
DE4137168A DE4137168A1 (de) 1990-11-24 1991-11-12 Verfahren zur herstellung eines dipeptides
AU88094/91A AU8809491A (en) 1990-11-24 1991-11-21 A process for preparing dipeptides
ITTO910894A IT1250347B (it) 1990-11-24 1991-11-21 "un procedimento per preparare dipeptidi".
JP3306202A JPH0716097A (ja) 1990-11-24 1991-11-21 l−アスパラギン酸又はl−アスパラギン酸誘導体とフェニルアラニン又はフェニルアラニン低級アルキルエステルの縮合物製造法
GB9124900A GB2250023A (en) 1990-11-24 1991-11-22 Process for the preparation of aspartame
US07/993,466 US5418146A (en) 1990-11-24 1992-12-15 Process for preparing dipeptides

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
KR1019900019109A KR930002966B1 (ko) 1990-11-24 1990-11-24 디펩티드의 제조방법

Publications (2)

Publication Number Publication Date
KR920009844A true KR920009844A (ko) 1992-06-25
KR930002966B1 KR930002966B1 (ko) 1993-04-16

Family

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Country Status (8)

Country Link
US (1) US5418146A (ko)
JP (1) JPH0716097A (ko)
KR (1) KR930002966B1 (ko)
AU (1) AU8809491A (ko)
DE (1) DE4137168A1 (ko)
FR (1) FR2669638A1 (ko)
GB (1) GB2250023A (ko)
IT (1) IT1250347B (ko)

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Publication number Priority date Publication date Assignee Title
NL9400092A (nl) * 1994-01-20 1995-09-01 Holland Sweetener Co Enzymatische koppeling van L-fenylalaninemethylester en N-benzyloxycarbonyl-asparaginezuur.
DE69613305T2 (de) * 1995-10-11 2002-05-02 Holland Sweetener Co Verbesserte enzymatische Kupplungsreaktion von N-geschützte L-Asparaginsäure und Phenylalaninmethylester
WO1997021804A1 (fr) * 1995-12-11 1997-06-19 Sagami Chemical Research Center Nouvelle protease analogue a la thermolysine et son utilisation
WO2003010307A1 (en) * 2001-07-26 2003-02-06 Ajinomoto Co., Inc. Peptide synthase gene, peptide synthase and process for producing dipeptide
US9828597B2 (en) 2006-11-22 2017-11-28 Toyota Motor Engineering & Manufacturing North America, Inc. Biofunctional materials
US9388370B2 (en) 2010-06-21 2016-07-12 Toyota Motor Engineering & Manufacturing North America, Inc. Thermolysin-like protease for cleaning insect body stains
US8796009B2 (en) 2010-06-21 2014-08-05 Toyota Motor Engineering & Manufacturing North America, Inc. Clearcoat containing thermolysin-like protease from Bacillus stearothermophilus for cleaning of insect body stains
US11015149B2 (en) 2010-06-21 2021-05-25 Toyota Motor Corporation Methods of facilitating removal of a fingerprint
US8394618B2 (en) 2010-06-21 2013-03-12 Toyota Motor Engineering & Manufacturing North America, Inc. Lipase-containing polymeric coatings for the facilitated removal of fingerprints
US9121016B2 (en) 2011-09-09 2015-09-01 Toyota Motor Engineering & Manufacturing North America, Inc. Coatings containing polymer modified enzyme for stable self-cleaning of organic stains
US10988714B2 (en) 2010-06-21 2021-04-27 Regents Of The University Of Minnesota Methods of facilitating removal of a fingerprint from a substrate or a coating
FR2983481B1 (fr) 2011-12-01 2014-06-13 Ard Sa Procede de preparation du 5-hydroxymethylfurfural a partir de sucres cetoses obtenus par isomerisation de sucres aldoses
WO2016152169A1 (ja) 2015-03-26 2016-09-29 テルモ株式会社 医療用コネクタ

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US4116768A (en) * 1975-04-29 1978-09-26 (Zaidanhojin) Sagami Chemical Research Center Process for producing a peptide
US4086136A (en) * 1975-10-23 1978-04-25 (Zaidanhojin) Sagami Chemical Research Center Process for producing a peptide using a serine or thiol proteinase
DE2801238C2 (de) * 1977-01-27 1986-06-05 (Zaidanhojin) Sagami Chemical Research Center, Tokio/Tokyo Verfahren zur Herstellung von Salzen aus L,L-Dipeptiden und Phenylalaninestern
JPS5411294A (en) * 1977-05-23 1979-01-27 Toyo Soda Mfg Co Ltd Recovery of protease
JPS55135595A (en) * 1979-04-03 1980-10-22 Toyo Soda Mfg Co Ltd Preparation of dipeptide
JPS6339237B2 (ko) * 1979-04-06 1988-08-04 Karuruberugu Baiotekunorojii Ltd As
JPS5917997A (ja) * 1982-07-23 1984-01-30 Toyo Soda Mfg Co Ltd ジペプチドエステルとアミノ酸エステルとの付加化合物の製造方法
JPS6229996A (ja) * 1985-07-30 1987-02-07 Hiroshi Ooshima N−保護l−アスパルチル−l−フエニルアラニン低級アルキルエステルの製造方法
US4935355A (en) * 1986-04-15 1990-06-19 Synthetech, Inc. Preparation of dipeptides
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FR2609376B1 (fr) * 1987-01-14 1990-12-07 Hoechst France Procede de preparation de l'aspartame par voie enzymatique
DK163435C (da) * 1988-08-12 1992-07-20 Carlsberg Biotechnology Ltd Fremgangsmaade til enzymatisk fremstilling af dipeptider og derivater deraf
GB8829432D0 (en) * 1988-12-15 1989-02-01 Celltech Ltd Enzymatic process
US5002872A (en) * 1989-05-10 1991-03-26 W. R. Grace & Co.-Conn. Enzyme mediated coupling reactions

Also Published As

Publication number Publication date
KR930002966B1 (ko) 1993-04-16
AU8809491A (en) 1992-05-28
FR2669638A1 (fr) 1992-05-29
GB9124900D0 (en) 1992-01-15
ITTO910894A1 (it) 1992-05-25
GB2250023A (en) 1992-05-27
JPH0716097A (ja) 1995-01-20
ITTO910894A0 (it) 1991-11-21
DE4137168A1 (de) 1992-05-27
US5418146A (en) 1995-05-23
IT1250347B (it) 1995-04-07

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