KR840007569A - Grf 유사체 펩티드의 제법 - Google Patents
Grf 유사체 펩티드의 제법 Download PDFInfo
- Publication number
- KR840007569A KR840007569A KR1019840000097A KR840000097A KR840007569A KR 840007569 A KR840007569 A KR 840007569A KR 1019840000097 A KR1019840000097 A KR 1019840000097A KR 840000097 A KR840000097 A KR 840000097A KR 840007569 A KR840007569 A KR 840007569A
- Authority
- KR
- South Korea
- Prior art keywords
- tyr
- hydrogen
- protecting group
- arg
- ser
- Prior art date
Links
- 108090000765 processed proteins & peptides Proteins 0.000 title claims 4
- 102000004196 processed proteins & peptides Human genes 0.000 title 1
- 239000001257 hydrogen Substances 0.000 claims 11
- 229910052739 hydrogen Inorganic materials 0.000 claims 11
- 125000006239 protecting group Chemical group 0.000 claims 9
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 8
- QNAYBMKLOCPYGJ-UWTATZPHSA-N D-alanine Chemical compound C[C@@H](N)C(O)=O QNAYBMKLOCPYGJ-UWTATZPHSA-N 0.000 claims 4
- OUYCCCASQSFEME-MRVPVSSYSA-N D-tyrosine Chemical compound OC(=O)[C@H](N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-MRVPVSSYSA-N 0.000 claims 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 3
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 150000001875 compounds Chemical class 0.000 claims 2
- PXBRQCKWGAHEHS-UHFFFAOYSA-N dichlorodifluoromethane Chemical compound FC(F)(Cl)Cl PXBRQCKWGAHEHS-UHFFFAOYSA-N 0.000 claims 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 2
- 231100000252 nontoxic Toxicity 0.000 claims 2
- 230000003000 nontoxic effect Effects 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- MTCFGRXMJLQNBG-REOHCLBHSA-N (2S)-2-Amino-3-hydroxypropansäure Chemical compound OC[C@H](N)C(O)=O MTCFGRXMJLQNBG-REOHCLBHSA-N 0.000 claims 1
- -1 2-chlorobenzyloxycarbonyl Chemical group 0.000 claims 1
- HNDVDQJCIGZPNO-RXMQYKEDSA-N D-histidine Chemical compound OC(=O)[C@H](N)CC1=CN=CN1 HNDVDQJCIGZPNO-RXMQYKEDSA-N 0.000 claims 1
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 claims 1
- DCXYFEDJOCDNAF-REOHCLBHSA-N L-asparagine Chemical compound OC(=O)[C@@H](N)CC(N)=O DCXYFEDJOCDNAF-REOHCLBHSA-N 0.000 claims 1
- COLNVLDHVKWLRT-QMMMGPOBSA-N L-phenylalanine Chemical compound OC(=O)[C@@H](N)CC1=CC=CC=C1 COLNVLDHVKWLRT-QMMMGPOBSA-N 0.000 claims 1
- OUYCCCASQSFEME-QMMMGPOBSA-N L-tyrosine Chemical compound OC(=O)[C@@H](N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-QMMMGPOBSA-N 0.000 claims 1
- GELXFVQAWNTGPQ-UHFFFAOYSA-N [N].C1=CNC=N1 Chemical group [N].C1=CNC=N1 GELXFVQAWNTGPQ-UHFFFAOYSA-N 0.000 claims 1
- 230000001476 alcoholic effect Effects 0.000 claims 1
- 125000000539 amino acid group Chemical group 0.000 claims 1
- 150000001413 amino acids Chemical class 0.000 claims 1
- 125000003277 amino group Chemical group 0.000 claims 1
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 claims 1
- 125000002795 guanidino group Chemical group C(N)(=N)N* 0.000 claims 1
- 150000002431 hydrogen Chemical class 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- 239000011347 resin Substances 0.000 claims 1
- 229920005989 resin Polymers 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K14/00—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
- C07K14/435—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans
- C07K14/575—Hormones
- C07K14/60—Growth hormone-releasing factor [GH-RF], i.e. somatoliberin
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K20/00—Accessory food factors for animal feeding-stuffs
- A23K20/10—Organic substances
- A23K20/142—Amino acids; Derivatives thereof
- A23K20/147—Polymeric derivatives, e.g. peptides or proteins
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
-
- Y—GENERAL 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
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S930/00—Peptide or protein sequence
- Y10S930/01—Peptide or protein sequence
- Y10S930/12—Growth hormone, growth factor other than t-cell or b-cell growth factor, and growth hormone releasing factor; related peptides
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Polymers & Plastics (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Organic Chemistry (AREA)
- Zoology (AREA)
- Endocrinology (AREA)
- Toxicology (AREA)
- Food Science & Technology (AREA)
- Engineering & Computer Science (AREA)
- Gastroenterology & Hepatology (AREA)
- Biochemistry (AREA)
- Biophysics (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Medicinal Chemistry (AREA)
- Molecular Biology (AREA)
- Animal Husbandry (AREA)
- Peptides Or Proteins (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Abstract
내용 없음.
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (11)
- (a) 하기 구조식(II)을 가지며 적어도 하나의 보호기를 갖는 펩티드를 생성시키고 (b) 하기 구조식(II)의 상기 펩티드로부터 보호기, 기들 또는 고정결합을 제거한 후 (c) 소망에 따라 결과 생성된 펩티드를 그의 무독성염으로 전환시키는 것으로 구성된 하기 일반식(I)의 화합물 또는 그의 무독성염의 제법.여기서 Rl은 Tyr, Met, D-Tyr, Phe, Leu, D-His 또는 His이며, R8은 Ser 또는 Asn이며; R10은 Tyr, Phe 또는 D-Tyr이며, R12는 Arg 또는 Lys이며, R13은 Ile 또는 val이며, R15는 Gly 또는 D-Ala이며, R18은 Tyr 또는 Ser이며, R24는 n is 또는 Gln이며, R25는 Glu 또는 Asp이며, R27은 D- 또는 L-체이 Ala, Nle, Ile, Leu, Met 및 Val으로 구성된 군으로부터 선택되며, R28은 Ser, Asn 또는 D-Ala이며, R34는 Arg 또는 Ser이며, R38은 Gln 또는 Arg이며, R39는 Arg 또는 Gly이며, R40은 Ser 또는 Ala이며, R42는 Phe 또는 Ala이며 R43은 Asn 또는 Arg이며 R44는 천연아미노산 또는 des-R44; Y는 C-말단에 있는 아미노산 잔기의 카복실부분으로 -COOR, -CRO, -CONHNHR, CON(R)(R) 또는 -CH2OR(여기서 R과 R′는 저급알킬, 플루로오저급알킬, 또는 수소임)이며, 그러나 단 R1이 Tyr일 때 R27은 Met이외의 것이며, R8은 Ser이며, R12는 Arg이며, R13은 Ile이며, R18은 Tyr이며, R24는 His이며, R25는 Glu이며, R28은 Asn이며, R34는 Arg이며, R38은 Gln이며, R39는 Arg이며, R40은 Ser이며, R42는 Phe이며, 또는 R43은 Asn이며, 또한 단 잔기 28-44중 일부 또는 전부가 탈락되어 생물학적으로 활성인 분절을 얻을 수도 있다.여기서 X, X1, X2, X3, X4, X5, X6, X7및 X8은 각기 수소 또는 보호기이며, X9은 보호기 또는 수지 지지체에 대한 고정결합 또는 des-X9이며, 이 경우, C-말단에 있는 잔기는 카복시부분 Y를 함유한다.
- 제1항에 있어서, X1이 수소 또는 α-아미노보호기이며, X가 수소 또는 Hisn의 이미다졸질소 보호기이며, X2가 수소 또는 Tyr의 패놀성하이드록실기 보호기이며, X3가 수소 또는 Asp나 Glu의 카복실기 보호기이며, X4가 수소 또는 Ser 또는 Thr의 알콜성 하이드록실기 보호기이며, X5가 수소 또는 Asn 또는 Gln의 아미노보호기이며, X6가 수소 또는 Arg의 구아니디노기 보호기이며, X7이 수소 또는 Lys의 측쇄 아미노기의 보호기인 방법.
- 제2항에 있어서 X가 수소 또는 Tos이며, X1이 BOC이며, X2가 DCB이며, X3가 OBzl이며, X4가 Bzl이며, X5가 Xan이며, X6가 Tos이며, X7이 2-클로로벤질옥시카보닐이며, X8이 -NH-수ㅈ 지지체인 방법.
- 제1항 내지 3항중 어느 하나에서 R1이 His인 방법.
- 제1항 내지 3항중 어느 하나에서 Y가 CONH2인 방법.
- 제1항 내지 5항중 어느 하나에서 R27이 Nle인 방법.
- 제1항 내지 6항중 어느 하나에서 R10이 Tyr이고 R15가 Gly이고 R28인 Ser인 방법.
- 제1항 내지 6항중 어느 하나에서 R10이 Tyr이고 R15가 D-Ala이고 R28인 D-Ala인 방법
- 제1항 내지 3항중 어느 하나에서 R1이 D-Tyr이고 R27이 Nle, Val 또는 Ile인 방법.
- 제1항에 있어서 하기 서열을 가진 합성펩티드를 제조하는 방법.
- 제1항 내지 10항중 어느 하나에서 잔기 33 내지 44가 탈락된 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US06/457,862 US4529595A (en) | 1983-01-13 | 1983-01-13 | GRF Analogs |
US06/488,748 US4595676A (en) | 1983-04-26 | 1983-04-26 | Rat hypothalamic GRF |
US488748 | 1983-04-26 | ||
US457862 | 1983-04-26 | ||
US48874 | 1993-04-16 |
Publications (2)
Publication Number | Publication Date |
---|---|
KR840007569A true KR840007569A (ko) | 1984-12-08 |
KR900006713B1 KR900006713B1 (ko) | 1990-09-17 |
Family
ID=27038761
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019840000097A KR900006713B1 (ko) | 1983-01-13 | 1984-01-12 | Grf 유사체 펩티드의 제법 |
Country Status (24)
Country | Link |
---|---|
EP (1) | EP0117034B1 (ko) |
JP (1) | JPH0689033B2 (ko) |
KR (1) | KR900006713B1 (ko) |
AR (1) | AR241452A1 (ko) |
AU (1) | AU557046B2 (ko) |
BG (1) | BG40815A3 (ko) |
DD (1) | DD218371A5 (ko) |
DE (1) | DE3473764D1 (ko) |
DK (1) | DK161096C (ko) |
EG (1) | EG16824A (ko) |
ES (1) | ES528821A0 (ko) |
FI (1) | FI87080C (ko) |
GR (1) | GR81733B (ko) |
IE (1) | IE56568B1 (ko) |
IL (1) | IL70530A (ko) |
IN (1) | IN160129B (ko) |
MX (1) | MX161186A (ko) |
NO (1) | NO168362C (ko) |
OA (1) | OA07631A (ko) |
PL (1) | PL143842B1 (ko) |
PT (1) | PT77934B (ko) |
RO (1) | RO88702A (ko) |
SG (1) | SG67591G (ko) |
YU (1) | YU45587B (ko) |
Families Citing this family (20)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4518586A (en) * | 1983-01-13 | 1985-05-21 | The Salk Institute For Biological Studies | GRF Analogs III |
US4732972A (en) * | 1983-03-07 | 1988-03-22 | Hoffmann-La Roche Inc. | Polypeptides having growth hormone releasing activity |
AU574064B2 (en) * | 1983-03-07 | 1988-06-30 | F. Hoffmann-La Roche Ag | Growth hormone releasing factor analogues |
AU575843B2 (en) * | 1983-08-10 | 1988-08-11 | The Administrators Of The Tulane Eductional Fund | Growth hormone releasing peptides |
PT79094B (en) * | 1983-08-29 | 1986-08-14 | Salk Inst For Biological Studi | Grf analogs |
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 |
US4622312A (en) * | 1984-09-24 | 1986-11-11 | Hoffmann-La Roche Inc. | Growth hormone releasing factor analogs |
US4649131A (en) * | 1984-09-24 | 1987-03-10 | Hoffmann-La Roche Inc. | Growth hormone releasing factor analogs |
JPS61115098A (ja) * | 1984-11-09 | 1986-06-02 | Sumitomo Seiyaku Kk | ポリペプチド |
CA1271600A (en) * | 1985-01-07 | 1990-07-10 | David Howard Coy | Growth hormone-releasing peptides and method of treating mammals therewith |
US4734399A (en) * | 1985-08-06 | 1988-03-29 | Hoffmann-La Roche Inc. | Growth hormone releasing factor analogs |
US4689318A (en) * | 1985-08-29 | 1987-08-25 | The Salk Institute For Biological Studies | GRF analogs |
FR2599038B1 (fr) * | 1986-05-26 | 1990-06-29 | Sanofi Sa | Procede de preparation de nonacosapeptides et peptides intermediaires |
US4914189A (en) * | 1987-02-05 | 1990-04-03 | The Adminstrators Of The Tulane Educational Fund | Synthetic GHRH analogs |
JPH06500311A (ja) * | 1990-06-29 | 1994-01-13 | エフ・ホフマン―ラ ロシュ アーゲー | ヒスチジン置換されたヒト成長ホルモン放出因子類縁体 |
ATE119916T1 (de) * | 1990-12-10 | 1995-04-15 | Hoffmann La Roche | Verfahren zur enzymatischen herstellung von grf(1-44)nh2. |
JPH05507939A (ja) * | 1991-04-09 | 1993-11-11 | エフ・ホフマン―ラ ロシユ アーゲー | 成長ホルモン放出因子の類似体 |
JPH0578344U (ja) * | 1992-04-03 | 1993-10-26 | 合同製鐵株式会社 | 多ストランド連続鋳造装置 |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
AU574064B2 (en) * | 1983-03-07 | 1988-06-30 | F. Hoffmann-La Roche Ag | Growth hormone releasing factor analogues |
AU575843B2 (en) * | 1983-08-10 | 1988-08-11 | The Administrators Of The Tulane Eductional Fund | Growth hormone releasing peptides |
PT79094B (en) * | 1983-08-29 | 1986-08-14 | Salk Inst For Biological Studi | Grf analogs |
US4617149A (en) * | 1983-09-21 | 1986-10-14 | Eli Lilly And Company | Growth hormone release factor analogs |
-
1983
- 1983-12-23 IL IL70530A patent/IL70530A/xx not_active IP Right Cessation
-
1984
- 1984-01-04 AU AU23075/84A patent/AU557046B2/en not_active Expired
- 1984-01-04 AR AR84295336A patent/AR241452A1/es active
- 1984-01-09 PT PT77934A patent/PT77934B/pt unknown
- 1984-01-10 EP EP84300150A patent/EP0117034B1/en not_active Expired
- 1984-01-10 DE DE8484300150T patent/DE3473764D1/de not_active Expired
- 1984-01-11 NO NO840086A patent/NO168362C/no not_active IP Right Cessation
- 1984-01-11 GR GR73488A patent/GR81733B/el unknown
- 1984-01-12 PL PL1984245687A patent/PL143842B1/pl unknown
- 1984-01-12 FI FI840111A patent/FI87080C/fi not_active IP Right Cessation
- 1984-01-12 JP JP59004235A patent/JPH0689033B2/ja not_active Expired - Lifetime
- 1984-01-12 MX MX200024A patent/MX161186A/es unknown
- 1984-01-12 IN IN17/MAS/84A patent/IN160129B/en unknown
- 1984-01-12 ES ES528821A patent/ES528821A0/es active Granted
- 1984-01-12 KR KR1019840000097A patent/KR900006713B1/ko not_active IP Right Cessation
- 1984-01-12 IE IE62/84A patent/IE56568B1/en not_active IP Right Cessation
- 1984-01-12 DK DK012984A patent/DK161096C/da not_active IP Right Cessation
- 1984-01-12 DD DD84259373A patent/DD218371A5/de not_active IP Right Cessation
- 1984-01-13 BG BG8463874A patent/BG40815A3/xx unknown
- 1984-01-13 YU YU5284A patent/YU45587B/sh unknown
- 1984-01-13 RO RO84113317A patent/RO88702A/ro unknown
- 1984-01-14 EG EG27/84A patent/EG16824A/xx active
- 1984-02-12 OA OA58203A patent/OA07631A/xx unknown
-
1991
- 1991-08-19 SG SG675/91A patent/SG67591G/en unknown
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