KR850003417A - 폴리펩티드의 제조방법 - Google Patents

폴리펩티드의 제조방법 Download PDF

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KR850003417A
KR850003417A KR1019830005067A KR830005067A KR850003417A KR 850003417 A KR850003417 A KR 850003417A KR 1019830005067 A KR1019830005067 A KR 1019830005067A KR 830005067 A KR830005067 A KR 830005067A KR 850003417 A KR850003417 A KR 850003417A
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KR900006712B1 (ko
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에드워어드 프레드릭 리비어 지인 (외 2)
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원본미기재
더 솔크 인스티튜트 훠 바이올로지칼스터디이즈
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07KPEPTIDES
    • C07K1/00General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length
    • C07K1/06General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length using protecting groups or activating agents
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07KPEPTIDES
    • C07K14/00Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
    • C07K14/435Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans
    • C07K14/575Hormones
    • C07K14/60Growth hormone-releasing factor [GH-RF], i.e. somatoliberin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K38/00Medicinal preparations containing peptides
    • 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
    • Y10S530/00Chemistry: natural resins or derivatives; peptides or proteins; lignins or reaction products thereof
    • Y10S530/827Proteins from mammals or birds
    • Y10S530/843Digestive system
    • Y10S530/845Pancreas
    • 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
    • Y10S930/00Peptide or protein sequence
    • Y10S930/01Peptide or protein sequence
    • Y10S930/12Growth hormone, growth factor other than t-cell or b-cell growth factor, and growth hormone releasing factor; related peptides

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  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Endocrinology (AREA)
  • Molecular Biology (AREA)
  • Biochemistry (AREA)
  • Biophysics (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Medicinal Chemistry (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Zoology (AREA)
  • Toxicology (AREA)
  • Gastroenterology & Hepatology (AREA)
  • Analytical Chemistry (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Peptides Or Proteins (AREA)
  • External Artificial Organs (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Medicines Containing Material From Animals Or Micro-Organisms (AREA)
  • Steroid Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Prostheses (AREA)
  • Chemical And Physical Treatments For Wood And The Like (AREA)
  • Machine Tool Sensing Apparatuses (AREA)
  • Adhesives Or Adhesive Processes (AREA)

Abstract

내용 없음

Description

폴리펩티드의 제조방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (10)

  1. (a) 1개 이상의 보호기를 갖는 펩티드와 다음 일반식(II)의 펩티드로 구성되고, 또 (b) 다음 일반식(II)의 펩티드로부터 보호기 또는 보호기들 또는 연결결합을 잘라내고, 또 (c) 필요한 경우 수득펩티드를 비독성 산부가염으로 전환시키는 단계로 구성되는 다음 일반식(I)의 화합물을 제조하는 방법.
    H-Tyr-Ala-Asp-Ala-Ile-Phe-Thr-Asn-Ser-Tyr-Arg-Lys-Val-Leu-D-Ala-Gln-Leu-Ser-Ala-Arg-Lys-Leu-Leu-Gln-Asp-Ile-Met-Ser-Arg-Gln-Gln-Gly-Glu-Ser-Asn-Gln-Glu-Arg-Gly-R40-y (Ⅰ)
    X1-Tyr(X2)-Ala-Asp(X3)-Ala-Ile-Phe-Thr(X4)-Asn(X5)-Ser(X4)-Tyr(X2)-Arg(X6)-Lys(X7)-Val-Leu-D-Ala-Gln(X5)-Leu-Ser(X4)-Ala-Arg(X6)-Lys(X7)-Leu-Leu-Gln(X5)-Asp(X3)-Ile-Met-Ser(X4)-Arg(X6)-Gln(X5)-Gln(X5)-Gln(X5)-Gly-Glu(X3)-Ser(X4)-Asn(X5)-Gln(X5)-Glu(X3)-Arg(X6)-Gly-R40-X8(Ⅱ)
    상기 일반식(I) 및 (II)에서, R40은 Ala 또는 탈 -R40이고, 또 Y는 C-말단에서 아미노산개체의 카복시잔기를 나타내며, -COOR1, -CR1O, -CONHNHR1-CON(R1)(R2) 또는 -CH2OR1으로서, 이때 R1및 R2는 저급알킬 또는 수소이고, X1, X2, X3, X4, X5, X6및 X7은 각각 수소 또는 보호기이며, 또 X8은 보호기 또는 수지지지체의 연결 결합손중 하나이거나 또는 C-말단개체가 카복시잔기 Y를 갖는 경우는 말-X8이다.
  2. 제1항에 있어서, R40가 Ala인 일반식(I) 화합물의 제조방법.
  3. 제1항 또는 제2항에 있어서, Y가 CONH2인 일반식(I) 화합물의 제조방법.
  4. (a) 1개 이상의 보호기를 갖는 펩티드와 다음 일반식(II)의 화합물로 형성되고, 또 (b) 일반식(II)의 펩티드로부터 보호기 또는 보호기들 또는 연결 결합체을 제거하고, 또 (c) 필요한 경우, 수득펩티드를 비독성 부가염으로 전환시키는 단계로 구성되는 다음 일반식(I)의 화합물을 제조하는 방법.
    H-Tyr-Ala-Asp-Ala-Ile-Phe-Thr-Asn-Ser-Tyr-Arg-Lys-Val-Leu-R15-Gln-Leu-Ser-Ala-Arg-Lys-Leu-Leu-Gln-Asp-Ile-Met-Ser-Arg-Gln-Gln-Gly-Y (Ⅰ)
    X1-Tyr(X2)-Ala-Asp(X3)-Ala-Ile-Phe-Thr(X4)-Asn(X5)-Ser(X4)-Tyr(X2)-Arg(X6)-Lys(X7)-Val-Leu-R15-Gln(X5)-Leu-Ser(X4)-Ala-Arg(X6)-Lys(X7)-Leu-Leu-Gln(X5)-Asp(X3)-Ile-Met-Ser(X4)-Arg(X6)-Gln(X5)-Gln(X5)-Gly-X8(Ⅱ)
    상기 일반식(I), (II)에서, R15는 Gly 또는 D-Ala이고, 개체 23 내지 32의 어느것 또는 모두는 제거될 수도 있으며, 또 Y는 C-말단에서 아미노산 개체의 카복실잔기를 나타내며 R1및 R2가 저급알킬 또는 수소인 -CON(R1)(R2)레디칼이고, X1, X2, X3, X4, X5, X6및 X7은 각각 수소이거나 또는 보호기이며, 또 X8은 보호기 또는 수지지지체의 연결 결합손이고, C-말단에서의 개체가 카복시잔기 Y를 갖는 경우는 탈-X8이다.
  5. 제4항에 있어서, 개체 30 내지 33가 삭제된 일반식(I) 화합물의 제조방법.
  6. 제4항에 있어서, 개체 28 내지 32가 삭제된 일반식(I) 화합물의 제조방법.
  7. 제5항 또는 제6항에 있어서, Y가 -CONH2인 일반식(I) 화합물의 제조방법.
  8. 제5항 또는 제7항중 어느 하나에 있어서, R15가 D-Ala인 일반식(I) 화합물의 제조방법.
  9. 제1항 내지 제4항중 어느 하나에 있어서, X1이 수소 또는 α-아미노보호기이고;X2가 수소 또는 Jyr의 페놀성 하이드록시기의 보호기이며;X3가 수소 또는 Asp 또는 Glu의 카복시기의 보호기이고;X4가 수소 또는 Ser 및 의 알콜성 하이드록시기의 보호기이며; X5가 수소 또는 AsN 또는 Gln의 보호기이고; X6는 수소 또는 ArG의 구아니디노기의 보호기이며; X7은 수소 또는 Lys의 측쇄아미노기의 보호기이고; 또 1개 이상의 X-기가 보호기이거나 또는 수지지지체를 일반식(I) 화합물의 제조방법.
  10. 제9항에 있어서, X1이 Boc이고, X2가 DCB이며, X3가 OBzl이고, X4가 Bzl이며, X5가 Xan이고, X6가 TOS이며, X7이 2-클로로 벤실옥시카보닐이고, X8가 -NH-수지지지체인 일반식(I)의 화합물의 제조 방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019830005067A 1982-10-04 1983-10-26 폴리펩티드의 제조방법 KR900006712B1 (ko)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US432663 1982-10-04
US06/432,663 US4563352A (en) 1982-10-04 1982-10-04 Human pancreatic GRF

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KR850003417A true KR850003417A (ko) 1985-06-17
KR900006712B1 KR900006712B1 (ko) 1990-09-17

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US (1) US4563352A (ko)
EP (1) EP0105759B1 (ko)
JP (1) JPS59501951A (ko)
KR (1) KR900006712B1 (ko)
AT (1) ATE24919T1 (ko)
AU (1) AU566180B2 (ko)
CA (1) CA1243016A (ko)
DE (1) DE3369144D1 (ko)
DK (1) DK269284D0 (ko)
ES (1) ES8606399A1 (ko)
FI (1) FI83660C (ko)
GR (1) GR79698B (ko)
HU (1) HU191263B (ko)
IE (1) IE56175B1 (ko)
IL (1) IL69897A (ko)
MX (1) MX7701E (ko)
NO (1) NO167866C (ko)
NZ (1) NZ205745A (ko)
PH (1) PH20333A (ko)
PT (1) PT77453B (ko)
RO (1) RO91186B (ko)
SU (1) SU1426455A3 (ko)
WO (1) WO1984001379A1 (ko)
YU (1) YU45575B (ko)
ZA (1) ZA837208B (ko)

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US4728726A (en) * 1982-10-04 1988-03-01 The Salk Institute For Biological Studies GRF analogs IIIb
US4703035A (en) * 1982-10-04 1987-10-27 The Salk Institute For Biological Studies Human pancreatic GRF amidated fragments
US4581168A (en) * 1983-02-21 1986-04-08 Sanofi Synthesis of hpGRF (Somatocrinin) in liquid phase and intermediate peptides
ZA844380B (en) * 1983-07-05 1985-01-30 Salk Inst For Biological Studi Dna encoding a grf precursor
AU575843B2 (en) * 1983-08-10 1988-08-11 The Administrators Of The Tulane Eductional Fund Growth hormone releasing peptides
US4617149A (en) * 1983-09-21 1986-10-14 Eli Lilly And Company Growth hormone release factor analogs
US4528190A (en) * 1983-10-25 1985-07-09 The Salk Institute For Biological Studies GRF Analogs IV
FR2567524B1 (fr) * 1984-07-10 1987-11-27 Sanofi Sa Procede de synthese de la somatocrinine en phase liquide et peptides intermediaires
US4649131A (en) * 1984-09-24 1987-03-10 Hoffmann-La Roche Inc. Growth hormone releasing factor analogs
EP0189673B1 (en) * 1984-12-24 1990-09-26 Sumitomo Pharmaceuticals Company, Limited Stable growth hormone releasing factor preparation
US4734399A (en) * 1985-08-06 1988-03-29 Hoffmann-La Roche Inc. Growth hormone releasing factor analogs
US4880778A (en) * 1986-05-12 1989-11-14 Eastman Kodak Company Combinations having synergistic growth hormone releasing activity and methods for use thereof
FR2599038B1 (fr) * 1986-05-26 1990-06-29 Sanofi Sa Procede de preparation de nonacosapeptides et peptides intermediaires
IL84758A (en) * 1987-01-13 1992-03-29 Salk Inst For Biological Studi Peptides stimulating the release of pituitary growth hormone in fish and amphibians,and pharmaceutical compositions containing them
US4839344A (en) * 1987-06-12 1989-06-13 Eastman Kodak Company Polypeptide compounds having growth hormone releasing activity
US4801456A (en) * 1987-07-09 1989-01-31 International Minerals & Chemical Corp. Growth hormone-releasing factor analogs
USRE33699E (en) * 1987-07-09 1991-09-24 International Minerals & Chemical Corp. Growth hormone-releasing factor analogs
US4880777A (en) * 1987-09-01 1989-11-14 Eastman Kodak Company Synthetic peptides having growth hormone releasing activity
EP0400051B1 (en) * 1988-01-28 1995-05-10 Polygen Holding Corporation Polypeptide compounds having growth hormone releasing activity
US5043322A (en) * 1988-07-22 1991-08-27 The Salk Institute For Biological Studies Cyclic GRF analogs
US5153175A (en) * 1989-05-25 1992-10-06 University Of Tennesee Research Corporation Method of inducing sleep with GHRH complementary peptide compositions
US5756458A (en) * 1989-06-16 1998-05-26 Pharmacia & Upjohn Company Stabilized potent GRF analogs
AU656144B2 (en) * 1990-06-29 1995-01-27 F. Hoffmann-La Roche Ag Histidine substituted growth hormone releasing factor analogs
DK0490249T3 (da) * 1990-12-10 1995-05-29 Hoffmann La Roche Fremgangsmåde til enzymatisk fremstilling af GRF(1-44)-NH2
WO1992018531A1 (en) * 1991-04-09 1992-10-29 F. Hoffmann-La Roche Ag Growth hormone releasing factor analogs
US5246920A (en) * 1992-06-15 1993-09-21 University Of South Florida Treatment of hyperprolactinemia
US5811074A (en) * 1992-06-29 1998-09-22 University Of South Florida Method of diagnosing pituitary dependent growth hormone deficiency
US5631225A (en) * 1994-10-13 1997-05-20 Novo Nordisk A/S Pharmaceutical formulation
EP0880969A1 (en) * 1997-05-28 1998-12-02 Applied Research Systems ARS Holdings N.V. Pharmaceutical compositions of peptides having low solubility in physiological medium
EP0922446A1 (en) * 1997-12-03 1999-06-16 Applied Research Systems Ars Holding N.V. Solution-phase site-specific preparation of GRF-PEG conjugates
BR0206919A (pt) * 2001-02-02 2004-07-06 Conjuchem Inc Derivados de fator de liberação de hormÈnio de crescimento de longa duração
CN1688696A (zh) * 2002-09-18 2005-10-26 蒙特利尔大学医疗中心 Ghrh类似物
US20090088380A1 (en) * 2007-07-12 2009-04-02 Pierrette Gaudreau Ghrh analogs and therapeutic uses thereof
CN107936090B (zh) * 2017-12-08 2021-09-24 陕西慧康生物科技有限责任公司 一种低成本合成ARK-Cu的方法

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PH14681A (en) * 1977-11-30 1981-11-10 Pfizer Phenylglycinamides useful in the treatment of ischaemic heart disease

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PH20333A (en) 1986-12-02
FI83660C (fi) 1991-08-12
NO842148L (no) 1984-05-30
SU1426455A3 (ru) 1988-09-23
NO167866B (no) 1991-09-09
ZA837208B (en) 1984-05-30
EP0105759A2 (en) 1984-04-18
ATE24919T1 (de) 1987-01-15
EP0105759B1 (en) 1987-01-14
YU200083A (en) 1986-06-30
JPS59501951A (ja) 1984-11-22
FI842166A (fi) 1984-05-30
DK269284A (da) 1984-05-30
DE3369144D1 (en) 1987-02-19
AU566180B2 (en) 1987-10-08
CA1243016A (en) 1988-10-11
AU2126983A (en) 1984-04-24
ES526201A0 (es) 1986-04-16
NZ205745A (en) 1987-07-31
US4563352A (en) 1986-01-07
WO1984001379A1 (en) 1984-04-12
YU45575B (sh) 1992-07-20
EP0105759A3 (en) 1985-05-08
RO91186B (ro) 1987-07-31
HU191263B (en) 1987-01-28
FI842166A0 (fi) 1984-05-30
IL69897A (en) 1986-12-31
MX7701E (es) 1990-09-20
ES8606399A1 (es) 1986-04-16
IL69897A0 (en) 1984-01-31
PT77453A (en) 1983-11-01
NO167866C (no) 1991-12-18
IE832333L (en) 1984-04-04
RO91186A (ro) 1987-07-30
IE56175B1 (en) 1991-05-08
GR79698B (ko) 1984-10-31
DK269284D0 (da) 1984-05-30
PT77453B (en) 1986-02-26
FI83660B (fi) 1991-04-30
KR900006712B1 (ko) 1990-09-17

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