FI81589B - Foerfarande foer framstaellning av terapeutiskt anvaendbara grf-peptidanaloger. - Google Patents
Foerfarande foer framstaellning av terapeutiskt anvaendbara grf-peptidanaloger. Download PDFInfo
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- FI81589B FI81589B FI843355A FI843355A FI81589B FI 81589 B FI81589 B FI 81589B FI 843355 A FI843355 A FI 843355A FI 843355 A FI843355 A FI 843355A FI 81589 B FI81589 B FI 81589B
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- 230000001681 protective effect Effects 0.000 description 1
- 238000003127 radioimmunoassay Methods 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 230000028327 secretion Effects 0.000 description 1
- UQDJGEHQDNVPGU-UHFFFAOYSA-N serine phosphoethanolamine Chemical compound [NH3+]CCOP([O-])(=O)OCC([NH3+])C([O-])=O UQDJGEHQDNVPGU-UHFFFAOYSA-N 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 229940086735 succinate Drugs 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
- 239000003765 sweetening agent Substances 0.000 description 1
- 229940095064 tartrate Drugs 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 235000010487 tragacanth Nutrition 0.000 description 1
- 239000000196 tragacanth Substances 0.000 description 1
- 229940116362 tragacanth Drugs 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 125000004044 trifluoroacetyl group Chemical group FC(C(=O)*)(F)F 0.000 description 1
- PQDJYEQOELDLCP-UHFFFAOYSA-N trimethylsilane Chemical group C[SiH](C)C PQDJYEQOELDLCP-UHFFFAOYSA-N 0.000 description 1
- IBIDRSSEHFLGSD-UHFFFAOYSA-N valinyl-arginine Natural products CC(C)C(N)C(=O)NC(C(O)=O)CCCN=C(N)N IBIDRSSEHFLGSD-UHFFFAOYSA-N 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K14/00—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
-
- 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
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
- A61K38/04—Peptides having up to 20 amino acids in a fully defined sequence; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
- A61K38/16—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
- A61K38/17—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans
- A61K38/22—Hormones
- A61K38/24—Follicle-stimulating hormone [FSH]; Chorionic gonadotropins, e.g. HCG; Luteinising hormone [LH]; Thyroid-stimulating hormone [TSH]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P5/00—Drugs for disorders of the endocrine system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Endocrinology (AREA)
- Organic Chemistry (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Gastroenterology & Hepatology (AREA)
- Public Health (AREA)
- Engineering & Computer Science (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biochemistry (AREA)
- Genetics & Genomics (AREA)
- Epidemiology (AREA)
- Zoology (AREA)
- Immunology (AREA)
- Molecular Biology (AREA)
- Biophysics (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Diabetes (AREA)
- Reproductive Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Toxicology (AREA)
- Peptides Or Proteins (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Fodder In General (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Claims (6)
1. Förfarande för framställning av terapeutiskt användbara peptider med formeln I 5 H-Tyr-Ala-Asp-Ala-Ile-Phe-Thr-Asn-Ser-Tyr-Arg-Lys-R13-Leu- Gly-Gln-Leu-Ser-Ala-Arg-Lys-Leu-Leu-Gln-Asp-Ile-Met-R28- Arg-Gln-Gln-Gly-Glu-Arg-Asn-Gln-Glu-Gln-Gly-Ala-R41-Val- Arg-Leu-R 10 väri R13 är Vai eller Ile, R28 är Ser eller Asn och R41 är Arg eller Lys, och R är OH eller NH2, känneteck- n a t därav, att man 15 a) bildar en förening med ätminstone en skyddsgrupp och med formeln II X1-Tyr(X2) -Ala-Asp( X3) -Ala-Ile-Phe-Thr( X4) -Asn-Ser (X5) -Tyr (X2) -Arg( X6) -Lys( X7) -R13-Leu-Gly-Gln-Leu-Ser (X5) -Ala-20 Arg (x6) -Lys (X7) -Leu-Leu-Gln-Asp( X3) -Ile-Met-R28( X5) -Arg- (X6) - Gln-Gln-Gly-Glu( X3) -Arg( X6) -Asn-Gln-Glu( X3) -Gln-Gly-Ala-R41(X6 tai X7) -Val-Arg( X6) -Leu-X8 väri X1 är väte eller en α-aminoskyddsgrupp; X2 är väte 25 eller en skyddsgrupp för den fenoliska hydroxylgruppen i Tyr; x3 är väte eller en skyddsgrupp för karboxylgruppen i Asp eller Glu; X4 är väte eller en skyddsgrupp för den al-koholiska hydroxylgruppen i Thr; X5 är väte eller en skyddsgrupp för den alkoholiska hydroxylgruppen i Ser; X6 30 är väte eller en skyddsgrupp för guanidogruppen i Arg; X7 är väte eller en skyddsgrupp för sidokedjans aminogrupp i Lys; och X8 är ett -0-CH2-polystyrenhartsunderlag eller ett NH-bensylhydroxylaminhartsunderlag, genom att koppia de skyddade aminogrupperna i förhällandet ca 1 millimol skyd-35 dad aminosyra per gram harts i lämpligt lösningsmedel, företrädesvis i metylenklorid eller dimetylformamid eller i en blandning därav, och 24 8 1 5 8 9 b) avlägsnar skyddsgrupperna och lösgör peptiden frän hartsunderlaget genom att använda TFA i lämpligt lös-nlngsmedel, företrädesvis i CH2C12, varefter man använder HF tillsammans med ett sköljmedel, som företrädesvis är 5 anisol eller metyletylsulfid eller en blandning därav, vid läg temperatur, företrädesvis 0°C till -20°C, och sedan löser peptiden i ett lämpligt lösningsmedel, företrädesvis ättiksyra och renar enligt kända metoder.
2. Förfarande enligt patentkravet 1, känne-10 tecknat därav, att R28 är Asn och R41 är Lys.
3. Förfarande enligt patentkravet 2, känne-tecknat därav, att R13 är Ile.
4. Förfarande enligt patentkravet 2, känne-tecknat därav, att R13 är Vai. 15
5. Förfarande enligt patentkravet 1, känne- tecknat därav, att R13 är Vai, R28 är Ser och R41 är Arg.
6. Förfarande enligt nägot av patentkraven 1-5, kännetecknat därav, att R är NH2.
Applications Claiming Priority (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US06/527,292 US4610976A (en) | 1983-08-29 | 1983-08-29 | Porcine GRF |
| US52729283 | 1983-08-29 | ||
| US54116783 | 1983-10-12 | ||
| US06/541,167 US4585756A (en) | 1983-10-12 | 1983-10-12 | Bovine GRF |
| US06/585,814 US4605643A (en) | 1984-03-02 | 1984-03-02 | Ovine GRF |
| US58581484 | 1984-03-02 |
Publications (4)
| Publication Number | Publication Date |
|---|---|
| FI843355A0 FI843355A0 (fi) | 1984-08-24 |
| FI843355A FI843355A (fi) | 1985-03-01 |
| FI81589B true FI81589B (fi) | 1990-07-31 |
| FI81589C FI81589C (sv) | 1990-11-12 |
Family
ID=27414960
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FI843355A FI81589C (sv) | 1983-08-29 | 1984-08-24 | Förfarande för framställning av terapeutiskt användbara GRF-peptidanal oger |
Country Status (20)
| Country | Link |
|---|---|
| EP (1) | EP0137689B1 (sv) |
| JP (1) | JPH0676437B2 (sv) |
| KR (1) | KR900006560B1 (sv) |
| AR (1) | AR248284A1 (sv) |
| AU (1) | AU577542B2 (sv) |
| CS (1) | CS251085B2 (sv) |
| DD (1) | DD228266A5 (sv) |
| DE (1) | DE3461641D1 (sv) |
| DK (1) | DK161835C (sv) |
| EG (1) | EG17263A (sv) |
| ES (1) | ES8606401A1 (sv) |
| FI (1) | FI81589C (sv) |
| GR (1) | GR80227B (sv) |
| HU (1) | HU190973B (sv) |
| IE (1) | IE57730B1 (sv) |
| IL (1) | IL72717A (sv) |
| NO (1) | NO167867C (sv) |
| PT (1) | PT79094B (sv) |
| SU (1) | SU1423000A3 (sv) |
| YU (1) | YU45907B (sv) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IL70530A (en) * | 1983-01-13 | 1986-09-30 | Salk Inst For Biological Studi | Synthetic peptides having growth hormone releasing factor activity and compositions containing them |
| US4518586A (en) * | 1983-01-13 | 1985-05-21 | The Salk Institute For Biological Studies | GRF Analogs III |
| DE3436819A1 (de) * | 1984-10-06 | 1986-04-17 | Hoechst Ag, 6230 Frankfurt | Arzneimittel mit grf-wirkung |
| DK173350B1 (da) * | 1985-02-26 | 2000-08-07 | Sankyo Co | Thiazolidinderivater, deres fremstilling og farmaceutisk paæparat indeholdende dem |
| AU599922B2 (en) * | 1985-09-10 | 1990-08-02 | Natinco Nv | Improving carcass quality |
| US4880778A (en) * | 1986-05-12 | 1989-11-14 | Eastman Kodak Company | Combinations having synergistic growth hormone releasing activity and methods for use thereof |
| EP0289186A3 (en) * | 1987-04-23 | 1990-04-04 | International Minerals And Chemical Corporation | Process for increasing the growth rate and enhancing the feed efficiency of meat producing livestock |
| FR2622455B1 (fr) * | 1987-11-04 | 1991-07-12 | Agronomique Inst Nat Rech | Application du facteur de stimulation de la secretion de l'hormone de croissance humaine, de ses fragments actifs et des analogues correspondants, pour augmenter la production laitiere et le poids des nouveau-nes chez les mammiferes |
| JPH01174387A (ja) * | 1987-12-28 | 1989-07-10 | Onoda Cement Co Ltd | ヤギの成長ホルモン |
| JP2008500010A (ja) * | 2003-05-01 | 2008-01-10 | メリアル リミテッド | イヌ科動物のｇｈｒｈ遺伝子、ポリペプチド及び使用方法 |
| US7468273B2 (en) | 2003-05-01 | 2008-12-23 | Meial Limited | Canine GHRH gene, polypeptides and methods of use |
| AU2015346277B2 (en) * | 2014-11-12 | 2020-03-26 | Centre Hospitalier Universitaire De Liège | Treatment of hormonal disorders of growth |
| US10697238B2 (en) * | 2015-09-04 | 2020-06-30 | Pica Corp. | Telescopic device |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NZ204456A (en) * | 1982-06-16 | 1987-05-29 | Salk Inst For Biological Studi | Synthetic pancreatic growth-hormone releasing factor |
| IL70530A (en) * | 1983-01-13 | 1986-09-30 | Salk Inst For Biological Studi | Synthetic peptides having growth hormone releasing factor activity and compositions containing them |
| AU575843B2 (en) * | 1983-08-10 | 1988-08-11 | The Administrators Of The Tulane Eductional Fund | Growth hormone releasing peptides |
-
1984
- 1984-08-16 PT PT79094A patent/PT79094B/pt unknown
- 1984-08-17 IL IL72717A patent/IL72717A/xx not_active IP Right Cessation
- 1984-08-24 FI FI843355A patent/FI81589C/sv not_active IP Right Cessation
- 1984-08-24 NO NO843381A patent/NO167867C/no not_active IP Right Cessation
- 1984-08-26 EG EG543/84A patent/EG17263A/xx active
- 1984-08-27 DD DD84266649A patent/DD228266A5/de not_active IP Right Cessation
- 1984-08-27 JP JP59178188A patent/JPH0676437B2/ja not_active Expired - Lifetime
- 1984-08-27 CS CS846453A patent/CS251085B2/cs unknown
- 1984-08-27 SU SU843790663A patent/SU1423000A3/ru active
- 1984-08-28 KR KR1019840005252A patent/KR900006560B1/ko not_active IP Right Cessation
- 1984-08-28 IE IE2199/84A patent/IE57730B1/en not_active IP Right Cessation
- 1984-08-28 DE DE8484305845T patent/DE3461641D1/de not_active Expired
- 1984-08-28 EP EP84305845A patent/EP0137689B1/en not_active Expired
- 1984-08-28 ES ES535455A patent/ES8606401A1/es not_active Expired
- 1984-08-28 AU AU32449/84A patent/AU577542B2/en not_active Expired
- 1984-08-28 HU HU843220A patent/HU190973B/hu unknown
- 1984-08-28 GR GR80227A patent/GR80227B/el unknown
- 1984-08-29 AR AR84297748A patent/AR248284A1/es active
- 1984-08-29 DK DK413084A patent/DK161835C/da not_active IP Right Cessation
- 1984-08-29 YU YU148884A patent/YU45907B/sh unknown
Also Published As
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MA | Patent expired |
Owner name: THE SALK INSTITUTE FOR BIOLOGICAL |
|
| MA | Patent expired |