SE446190B - Forfarande for framstellning av somatostatinanaloger - Google Patents
Forfarande for framstellning av somatostatinanalogerInfo
- Publication number
- SE446190B SE446190B SE7803318A SE7803318A SE446190B SE 446190 B SE446190 B SE 446190B SE 7803318 A SE7803318 A SE 7803318A SE 7803318 A SE7803318 A SE 7803318A SE 446190 B SE446190 B SE 446190B
- Authority
- SE
- Sweden
- Prior art keywords
- cys
- resin
- peptide
- trp
- phe
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 26
- NHXLMOGPVYXJNR-ATOGVRKGSA-N somatostatin Chemical class C([C@H]1C(=O)N[C@H](C(N[C@@H](CO)C(=O)N[C@@H](CSSC[C@@H](C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CC=2C=CC=CC=2)C(=O)N[C@@H](CC=2C=CC=CC=2)C(=O)N[C@@H](CC=2C3=CC=CC=C3NC=2)C(=O)N[C@@H](CCCCN)C(=O)N[C@H](C(=O)N1)[C@@H](C)O)NC(=O)CNC(=O)[C@H](C)N)C(O)=O)=O)[C@H](O)C)C1=CC=CC=C1 NHXLMOGPVYXJNR-ATOGVRKGSA-N 0.000 title description 19
- 108090000765 processed proteins & peptides Proteins 0.000 claims description 58
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- 239000011347 resin Substances 0.000 claims description 42
- -1 Cys amino acid Chemical class 0.000 claims description 28
- 150000001413 amino acids Chemical class 0.000 claims description 24
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- 238000005859 coupling reaction Methods 0.000 claims description 15
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- 238000002360 preparation method Methods 0.000 claims description 5
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- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims description 4
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- 150000001912 cyanamides Chemical class 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000010828 elution Methods 0.000 description 1
- 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 description 1
- RIFGWPKJUGCATF-UHFFFAOYSA-N ethyl chloroformate Chemical compound CCOC(Cl)=O RIFGWPKJUGCATF-UHFFFAOYSA-N 0.000 description 1
- WMYNMYVRWWCRPS-UHFFFAOYSA-N ethynoxyethane Chemical group CCOC#C WMYNMYVRWWCRPS-UHFFFAOYSA-N 0.000 description 1
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 1
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 description 1
- 238000004108 freeze drying Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 235000019420 glucose oxidase Nutrition 0.000 description 1
- 229940116332 glucose oxidase Drugs 0.000 description 1
- 229940042795 hydrazides for tuberculosis treatment Drugs 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 150000007928 imidazolide derivatives Chemical class 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 230000000415 inactivating effect Effects 0.000 description 1
- PBGKTOXHQIOBKM-FHFVDXKLSA-N insulin (human) Chemical compound C([C@@H](C(=O)N[C@@H](CC(C)C)C(=O)N[C@H]1CSSC[C@H]2C(=O)N[C@H](C(=O)N[C@@H](CO)C(=O)N[C@H](C(=O)N[C@H](C(N[C@@H](CO)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC=3C=CC(O)=CC=3)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CC=3C=CC(O)=CC=3)C(=O)N[C@@H](CSSC[C@H](NC(=O)[C@H](C(C)C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC=3C=CC(O)=CC=3)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](C)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](C(C)C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC=3NC=NC=3)NC(=O)[C@H](CO)NC(=O)CNC1=O)C(=O)NCC(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CCCNC(N)=N)C(=O)NCC(=O)N[C@@H](CC=1C=CC=CC=1)C(=O)N[C@@H](CC=1C=CC=CC=1)C(=O)N[C@@H](CC=1C=CC(O)=CC=1)C(=O)N[C@@H]([C@@H](C)O)C(=O)N1[C@@H](CCC1)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H]([C@@H](C)O)C(O)=O)C(=O)N[C@@H](CC(N)=O)C(O)=O)=O)CSSC[C@@H](C(N2)=O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](C(C)C)NC(=O)[C@@H](NC(=O)CN)[C@@H](C)CC)[C@@H](C)CC)[C@@H](C)O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CC(N)=O)NC(=O)[C@@H](NC(=O)[C@@H](N)CC=1C=CC=CC=1)C(C)C)C1=CN=CN1 PBGKTOXHQIOBKM-FHFVDXKLSA-N 0.000 description 1
- 230000003914 insulin secretion Effects 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 230000026045 iodination Effects 0.000 description 1
- 238000006192 iodination reaction Methods 0.000 description 1
- 125000005928 isopropyloxycarbonyl group Chemical group [H]C([H])([H])C([H])(OC(*)=O)C([H])([H])[H] 0.000 description 1
- CTAPFRYPJLPFDF-UHFFFAOYSA-N isoxazole Chemical class C=1C=NOC=1 CTAPFRYPJLPFDF-UHFFFAOYSA-N 0.000 description 1
- 210000004731 jugular vein Anatomy 0.000 description 1
- 150000003932 ketenimines Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229940049920 malate Drugs 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- BJEPYKJPYRNKOW-UHFFFAOYSA-N malic acid Chemical compound OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 1
- UZKWTJUDCOPSNM-UHFFFAOYSA-N methoxybenzene Substances CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 description 1
- 150000004702 methyl esters Chemical class 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 125000002950 monocyclic group Chemical group 0.000 description 1
- 230000022001 negative regulation of insulin secretion Effects 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 210000000496 pancreas Anatomy 0.000 description 1
- 238000005897 peptide coupling reaction Methods 0.000 description 1
- 238000010647 peptide synthesis reaction Methods 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 125000001557 phthalyl group Chemical group C(=O)(O)C1=C(C(=O)*)C=CC=C1 0.000 description 1
- 210000003635 pituitary gland Anatomy 0.000 description 1
- 229920001184 polypeptide Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 210000003240 portal vein Anatomy 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- LPNYRYFBWFDTMA-UHFFFAOYSA-N potassium tert-butoxide Chemical compound [K+].CC(C)(C)[O-] LPNYRYFBWFDTMA-UHFFFAOYSA-N 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 239000000700 radioactive tracer Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000010992 reflux Methods 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
- 239000002002 slurry Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 229940075620 somatostatin analogue Drugs 0.000 description 1
- 235000011150 stannous chloride Nutrition 0.000 description 1
- 239000001119 stannous chloride Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance 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
- 125000004354 sulfur functional group Chemical group 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 239000008399 tap water Substances 0.000 description 1
- 235000020679 tap water Nutrition 0.000 description 1
- 229940095064 tartrate Drugs 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000001412 tetrahydropyranyl group Chemical group 0.000 description 1
- WROMPOXWARCANT-UHFFFAOYSA-N tfa trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F.OC(=O)C(F)(F)F WROMPOXWARCANT-UHFFFAOYSA-N 0.000 description 1
- 239000003104 tissue culture media Substances 0.000 description 1
- 125000005147 toluenesulfonyl group Chemical group C=1(C(=CC=CC1)S(=O)(=O)*)C 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
- 239000000052 vinegar Substances 0.000 description 1
- 235000021419 vinegar Nutrition 0.000 description 1
- 238000005303 weighing Methods 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
- C07K14/435—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans
- C07K14/575—Hormones
- C07K14/655—Somatostatins
- C07K14/6555—Somatostatins at least 1 amino acid in D-form
-
- 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
-
- 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
- Y10S930/16—Somatostatin; related 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
- Y10S930/26—Containing cys-cys disulfide bridge between nonadjacent cysteine residues
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Endocrinology (AREA)
- Zoology (AREA)
- Toxicology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Molecular Biology (AREA)
- Genetics & Genomics (AREA)
- Biophysics (AREA)
- Biochemistry (AREA)
- Gastroenterology & Hepatology (AREA)
- Diabetes (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Animal Behavior & Ethology (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Peptides Or Proteins (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/781,580 US4105603A (en) | 1977-03-28 | 1977-03-28 | Peptides which effect release of hormones |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| SE7803318L SE7803318L (sv) | 1978-09-29 |
| SE446190B true SE446190B (sv) | 1986-08-18 |
Family
ID=25123228
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SE7803318A SE446190B (sv) | 1977-03-28 | 1978-03-22 | Forfarande for framstellning av somatostatinanaloger |
Country Status (19)
| Country | Link |
|---|---|
| US (1) | US4105603A (show.php) |
| JP (1) | JPS53130687A (show.php) |
| AT (1) | AT366026B (show.php) |
| AU (1) | AU519122B2 (show.php) |
| BE (1) | BE865380A (show.php) |
| CA (1) | CA1102314A (show.php) |
| CH (1) | CH639361A5 (show.php) |
| DE (1) | DE2813327A1 (show.php) |
| DK (1) | DK131878A (show.php) |
| ES (1) | ES468241A1 (show.php) |
| FI (1) | FI780907A7 (show.php) |
| FR (1) | FR2385688A1 (show.php) |
| GB (1) | GB1564191A (show.php) |
| IE (1) | IE46862B1 (show.php) |
| IT (1) | IT1105152B (show.php) |
| LU (1) | LU79320A1 (show.php) |
| NL (1) | NL7803289A (show.php) |
| SE (1) | SE446190B (show.php) |
| ZA (1) | ZA781599B (show.php) |
Families Citing this family (56)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4211693A (en) * | 1977-09-20 | 1980-07-08 | The Salk Institute For Biological Studies | Peptides with para-substituted phenylalanine |
| US4185010A (en) * | 1978-12-12 | 1980-01-22 | American Home Products Corporation | Nonapeptides |
| US4225472A (en) * | 1979-05-29 | 1980-09-30 | American Home Products Corporation | Truncated somatostatin analogs |
| USRE30548E (en) * | 1979-08-31 | 1981-03-17 | The Salk Institute For Biological Studies | Peptides which effect release of hormones |
| DE3062075D1 (en) * | 1979-11-27 | 1983-03-24 | Sandoz Ag | Polypeptides, processes for their production, pharmaceutical compositions comprising said polypeptides and their use |
| FR2523125A1 (fr) * | 1982-03-08 | 1983-09-16 | Sanofi Sa | Analogues de la somatostatine a activite biologique modifiee et medicaments en contenant |
| US4428942A (en) | 1982-05-17 | 1984-01-31 | The Salk Institute For Biological Studies | Analogs of somatostatin |
| US4443368A (en) * | 1982-11-01 | 1984-04-17 | The Salk Institute For Biological Studies | Peptides affecting gonadal function |
| US4880778A (en) * | 1986-05-12 | 1989-11-14 | Eastman Kodak Company | Combinations having synergistic growth hormone releasing activity and methods for use thereof |
| US4839344A (en) * | 1987-06-12 | 1989-06-13 | Eastman Kodak Company | Polypeptide compounds having growth hormone releasing activity |
| US4880777A (en) * | 1987-09-01 | 1989-11-14 | Eastman Kodak Company | Synthetic peptides having growth hormone releasing activity |
| DE68922602T2 (de) * | 1988-01-28 | 1995-12-07 | Polygen Holding Corp | Polypeptide mit hormonwachstumsbefreiender wirkung. |
| US6737408B1 (en) | 1997-08-07 | 2004-05-18 | University Of Cincinnati | Compounds for control of appetite, blood pressure, cardiovascular response, libido, and circadian rhythm |
| DE60014919T2 (de) * | 1999-08-06 | 2005-10-13 | Genentech, Inc., South San Francisco | Peptidantagonisten des faktors viia |
| EP1757311B1 (en) | 1999-12-24 | 2009-02-11 | Genentech, Inc. | Methods and compositions for prolonging elimination half-times of bioactive compounds |
| US20050287153A1 (en) * | 2002-06-28 | 2005-12-29 | Genentech, Inc. | Serum albumin binding peptides for tumor targeting |
| US20040001827A1 (en) * | 2002-06-28 | 2004-01-01 | Dennis Mark S. | Serum albumin binding peptides for tumor targeting |
| US20060228364A1 (en) * | 1999-12-24 | 2006-10-12 | Genentech, Inc. | Serum albumin binding peptides for tumor targeting |
| AU784285B2 (en) * | 1999-12-24 | 2006-03-02 | Genentech Inc. | Methods and compositions for prolonging elimination half-times of bioactive compounds |
| US7164002B2 (en) | 2002-02-06 | 2007-01-16 | Genentech, Inc. | FVIIa antagonists |
| EP1664082B1 (en) * | 2003-09-18 | 2014-03-05 | MacroGenics West, Inc. | Kid3 and anti-kid3 antibodies |
| JP4390568B2 (ja) * | 2004-01-19 | 2009-12-24 | 富士通株式会社 | 遅延測定システム |
| CN101432305B (zh) * | 2004-06-07 | 2014-07-30 | 雷文生物技术公司 | 运铁蛋白受体抗体 |
| BRPI0516577A (pt) * | 2004-10-05 | 2008-09-16 | Genentech Inc | agentes terapêuticos com toxicidade diminuìda |
| WO2006076584A2 (en) | 2005-01-12 | 2006-07-20 | Raven Biotechnologies, Inc. | Kid31 and antibodies that bind thereto |
| WO2006083852A2 (en) * | 2005-01-31 | 2006-08-10 | Raven Biotechnologies, Inc. | Luca2 and antibodies that bind thereto |
| WO2006084078A2 (en) * | 2005-02-02 | 2006-08-10 | Raven Biotechnologies, Inc. | Jam-3 and antibodies that bind thereto |
| WO2006084075A2 (en) | 2005-02-02 | 2006-08-10 | Raven Biotechnologies, Inc. | Adam-9 modulators |
| EP1846455A4 (en) * | 2005-02-03 | 2010-02-17 | Raven Biotechnologies Inc | ANTIBODY TO THE ONKOSTATIN M RECEPTOR |
| US20070197445A1 (en) * | 2006-01-18 | 2007-08-23 | University Of Cincinnati | Compounds for control of appetite |
| EP2094307A4 (en) * | 2006-11-08 | 2015-08-26 | Macrogenics West Inc | TES7 AND THEREO BINDING ANTIBODIES |
| US20110020409A1 (en) | 2009-04-20 | 2011-01-27 | Altman Gregory H | Silk Fibroin Hydrogels and Uses Thereof |
| PL219569B1 (pl) | 2010-02-19 | 2015-05-29 | Peptaderm Spółka Z Ograniczoną Odpowiedzialnością | Cykliczne tetrapeptydy i ich zastosowanie |
| PH12012501751A1 (en) | 2010-03-04 | 2012-11-12 | Macrogenics Inc | Antibodies reactive with b7-h3, immunologically active fragments thereof and uses thereof |
| PE20170779A1 (es) | 2010-03-04 | 2017-07-04 | Macrogenics Inc | Anticuerpos reactivos con b7-h3, fragmentos inmunologicamente activos de los mismos y usos de los mismos |
| ME03440B (me) | 2011-05-21 | 2020-01-20 | Macrogenics Inc | Cd3-vezujući molekuli sposobni za vezivanje za humani i nehumani cd3 |
| DK2748182T3 (en) | 2011-08-23 | 2017-02-06 | Harvard College | Peptide nanoparticles and their applications |
| US9487587B2 (en) | 2013-03-05 | 2016-11-08 | Macrogenics, Inc. | Bispecific molecules that are immunoreactive with immune effector cells of a companion animal that express an activating receptor and cells that express B7-H3 and uses thereof |
| EP3839044A1 (en) | 2013-03-14 | 2021-06-23 | MacroGenics, Inc. | Bispecific molecules that are immunoreactive with immune effector cells that express an activating receptor |
| EP2978438A1 (en) | 2013-03-29 | 2016-02-03 | Centre National de la Recherche Scientifique (C.N.R.S.) | Cgrp receptor agonist for hiv treatment or prevention |
| TWI718098B (zh) | 2014-05-29 | 2021-02-11 | 美商宏觀基因股份有限公司 | 三特異性結合分子及其使用方法 |
| CA2963991A1 (en) | 2014-09-29 | 2016-04-07 | Duke University | Bispecific molecules comprising an hiv-1 envelope targeting arm |
| EP3250601A4 (en) | 2015-01-26 | 2018-07-11 | MacroGenics, Inc. | Multivalent molecules comprising dr5-binding domains |
| TWI773646B (zh) | 2015-06-08 | 2022-08-11 | 美商宏觀基因股份有限公司 | 結合lag-3的分子和其使用方法 |
| IL290571B2 (en) | 2015-07-30 | 2023-03-01 | Macrogenics Inc | Molecules that bind pd-1 and methods of using them |
| GEP20217317B (en) | 2015-10-08 | 2021-11-10 | Macrogenics Inc | Combination therapy for the treatment of cancer |
| EP3383908A1 (en) | 2015-12-02 | 2018-10-10 | Stsciences, Inc. | Antibodies specific to glycosylated btla (b- and t- lymphocyte attenuator) |
| MX2018007089A (es) | 2015-12-14 | 2019-01-30 | Macrogenics Inc | Moleculas biespecificas que tienen inmunorreactividad con pd-1 y ctla-4, y metodos de uso de las mismas. |
| BR112018071105A2 (pt) | 2016-04-15 | 2019-02-26 | Macrogenics, Inc. | conjugado de droga e anticorpo, molécula de ligação, composição farmacêutica e uso |
| US10111929B1 (en) | 2017-04-07 | 2018-10-30 | Ez Ip, Llc | Growth hormone releasing factor analogs and uses |
| CN114729045B (zh) | 2019-09-26 | 2025-09-09 | 斯特库比公司 | 对糖基化的ctla-4特异性的抗体及其使用方法 |
| EP4041768A1 (en) | 2019-10-09 | 2022-08-17 | StCube & Co. | Antibodies specific to glycosylated lag3 and methods of use thereof |
| US11596665B2 (en) | 2020-06-23 | 2023-03-07 | Chanda Zaveri | Skin lightening formulations |
| US11951203B2 (en) | 2020-08-26 | 2024-04-09 | Chanda Zaveri | Deep wrinkle vanishing compositions |
| US11793746B2 (en) | 2020-10-01 | 2023-10-24 | Chanda Zaveri | Intense skin hydration systems and methods |
| US20220110852A1 (en) | 2020-10-14 | 2022-04-14 | Chanda Zaveri | Pigment Stabilizers |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3904594A (en) * | 1973-07-02 | 1975-09-09 | Salk Inst For Biological Studi | Somatostatin and acylated des-(ala' 1', gly' 2') derivatives thereof |
| US3842067A (en) * | 1973-07-27 | 1974-10-15 | American Home Prod | Synthesis of(des-asn5)-srif and intermediates |
| US3917578A (en) * | 1973-12-10 | 1975-11-04 | Ayerst Mckenna & Harrison | Process for producing somatostatin and intermediates |
| US3882098A (en) * | 1974-01-03 | 1975-05-06 | American Home Prod | Synthesis of des-Ala{hu 1{b , Gly{hu 2{b , Asn{hu 5{b -SRIF and intermediates |
| US4011207A (en) * | 1974-12-27 | 1977-03-08 | American Home Products Corporation | Des-(Ala1, Gly2,Lys4 -Srif, Des-(Ala1, Gly2, Lys4)-D-Trp8 -Srif and intermediates |
| US3933784A (en) * | 1975-01-27 | 1976-01-20 | American Home Products Corporation | Des-(ser13)-srif and intermediates |
-
1977
- 1977-03-28 US US05/781,580 patent/US4105603A/en not_active Expired - Lifetime
-
1978
- 1978-03-13 CA CA298,777A patent/CA1102314A/en not_active Expired
- 1978-03-14 IE IE511/78A patent/IE46862B1/en unknown
- 1978-03-17 GB GB10712/78A patent/GB1564191A/en not_active Expired
- 1978-03-20 ZA ZA00781599A patent/ZA781599B/xx unknown
- 1978-03-20 AU AU34307/78A patent/AU519122B2/en not_active Expired
- 1978-03-22 DK DK131878A patent/DK131878A/da not_active Application Discontinuation
- 1978-03-22 FI FI780907A patent/FI780907A7/fi not_active Application Discontinuation
- 1978-03-22 SE SE7803318A patent/SE446190B/sv not_active IP Right Cessation
- 1978-03-23 IT IT48586/78A patent/IT1105152B/it active
- 1978-03-24 AT AT0213878A patent/AT366026B/de not_active IP Right Cessation
- 1978-03-27 ES ES468241A patent/ES468241A1/es not_active Expired
- 1978-03-28 FR FR7808850A patent/FR2385688A1/fr active Granted
- 1978-03-28 NL NL7803289A patent/NL7803289A/xx not_active Application Discontinuation
- 1978-03-28 BE BE186325A patent/BE865380A/xx not_active IP Right Cessation
- 1978-03-28 CH CH330078A patent/CH639361A5/de not_active IP Right Cessation
- 1978-03-28 JP JP3591778A patent/JPS53130687A/ja active Granted
- 1978-03-28 DE DE19782813327 patent/DE2813327A1/de active Granted
- 1978-03-28 LU LU79320A patent/LU79320A1/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| ES468241A1 (es) | 1978-12-01 |
| IT7848586A0 (it) | 1978-03-23 |
| AU519122B2 (en) | 1981-11-12 |
| FI780907A7 (fi) | 1978-09-29 |
| BE865380A (fr) | 1978-07-17 |
| CH639361A5 (de) | 1983-11-15 |
| NL7803289A (nl) | 1978-10-02 |
| ATA213878A (de) | 1981-07-15 |
| IE780511L (en) | 1978-09-28 |
| AU3430778A (en) | 1979-09-27 |
| DE2813327C2 (show.php) | 1988-08-18 |
| LU79320A1 (fr) | 1978-06-29 |
| JPS6141920B2 (show.php) | 1986-09-18 |
| IE46862B1 (en) | 1983-10-19 |
| IT1105152B (it) | 1985-10-28 |
| US4105603A (en) | 1978-08-08 |
| ZA781599B (en) | 1979-10-31 |
| SE7803318L (sv) | 1978-09-29 |
| AT366026B (de) | 1982-03-10 |
| DK131878A (da) | 1978-09-29 |
| GB1564191A (en) | 1980-04-02 |
| CA1102314A (en) | 1981-06-02 |
| FR2385688B1 (show.php) | 1983-10-07 |
| FR2385688A1 (fr) | 1978-10-27 |
| JPS53130687A (en) | 1978-11-14 |
| DE2813327A1 (de) | 1978-10-05 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| NUG | Patent has lapsed |
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