GB1590645A - Process for preparing hentriacontapeptide having activity in reducing blood calcium levels - Google Patents
Process for preparing hentriacontapeptide having activity in reducing blood calcium levels Download PDFInfo
- Publication number
- GB1590645A GB1590645A GB4691177A GB4691177A GB1590645A GB 1590645 A GB1590645 A GB 1590645A GB 4691177 A GB4691177 A GB 4691177A GB 4691177 A GB4691177 A GB 4691177A GB 1590645 A GB1590645 A GB 1590645A
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- United Kingdom
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- bzl
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- 229910052791 calcium Inorganic materials 0.000 title abstract description 8
- 239000011575 calcium Substances 0.000 title abstract description 8
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- 125000004185 ester group Chemical group 0.000 description 8
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- 125000005982 diphenylmethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- XPPKVPWEQAFLFU-UHFFFAOYSA-J diphosphate(4-) Chemical compound [O-]P([O-])(=O)OP([O-])([O-])=O XPPKVPWEQAFLFU-UHFFFAOYSA-J 0.000 description 1
- 235000011180 diphosphates Nutrition 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 150000002081 enamines Chemical class 0.000 description 1
- SRCZQMGIVIYBBJ-UHFFFAOYSA-N ethoxyethane;ethyl acetate Chemical compound CCOCC.CCOC(C)=O SRCZQMGIVIYBBJ-UHFFFAOYSA-N 0.000 description 1
- LMTZPWCZBDAPCJ-JQWIXIFHSA-N ethyl 2-[[(2s,3s)-3-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoyl]amino]acetate Chemical compound CCOC(=O)CNC(=O)[C@H]([C@@H](C)CC)NC(=O)OC(C)(C)C LMTZPWCZBDAPCJ-JQWIXIFHSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 235000019688 fish Nutrition 0.000 description 1
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- LTYRAPJYLUPLCI-UHFFFAOYSA-N glycolonitrile Chemical compound OCC#N LTYRAPJYLUPLCI-UHFFFAOYSA-N 0.000 description 1
- 238000006698 hydrazinolysis reaction Methods 0.000 description 1
- JBFYUZGYRGXSFL-UHFFFAOYSA-N imidazolide Chemical compound C1=C[N-]C=N1 JBFYUZGYRGXSFL-UHFFFAOYSA-N 0.000 description 1
- 150000002484 inorganic compounds Chemical class 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 239000002198 insoluble material Substances 0.000 description 1
- 238000010253 intravenous injection Methods 0.000 description 1
- 229960000310 isoleucine Drugs 0.000 description 1
- CTAPFRYPJLPFDF-UHFFFAOYSA-N isoxazole Chemical class C=1C=NOC=1 CTAPFRYPJLPFDF-UHFFFAOYSA-N 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 239000001630 malic acid Substances 0.000 description 1
- 235000011090 malic acid Nutrition 0.000 description 1
- 125000004492 methyl ester group Chemical group 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- ODWNMLQSQNQLNP-UHFFFAOYSA-N n',n'-bis(methylamino)propane-1,3-diamine Chemical compound CNN(NC)CCCN ODWNMLQSQNQLNP-UHFFFAOYSA-N 0.000 description 1
- SWVGZFQJXVPIKM-UHFFFAOYSA-N n,n-bis(methylamino)propan-1-amine Chemical compound CCCN(NC)NC SWVGZFQJXVPIKM-UHFFFAOYSA-N 0.000 description 1
- WHQSYGRFZMUQGQ-UHFFFAOYSA-N n,n-dimethylformamide;hydrate Chemical compound O.CN(C)C=O WHQSYGRFZMUQGQ-UHFFFAOYSA-N 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 125000005740 oxycarbonyl group Chemical group [*:1]OC([*:2])=O 0.000 description 1
- 229960003540 oxyquinoline Drugs 0.000 description 1
- VEDDBHYQWFOITD-UHFFFAOYSA-N para-bromobenzyl alcohol Chemical compound OCC1=CC=C(Br)C=C1 VEDDBHYQWFOITD-UHFFFAOYSA-N 0.000 description 1
- 238000010647 peptide synthesis reaction Methods 0.000 description 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
- 229960005190 phenylalanine Drugs 0.000 description 1
- NMHMNPHRMNGLLB-UHFFFAOYSA-N phloretic acid Chemical compound OC(=O)CCC1=CC=C(O)C=C1 NMHMNPHRMNGLLB-UHFFFAOYSA-N 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 125000000612 phthaloyl group Chemical group C(C=1C(C(=O)*)=CC=CC1)(=O)* 0.000 description 1
- 229920002643 polyglutamic acid Polymers 0.000 description 1
- 239000001205 polyphosphate Substances 0.000 description 1
- 235000011176 polyphosphates Nutrition 0.000 description 1
- 229960002429 proline Drugs 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- 229940048914 protamine Drugs 0.000 description 1
- 229940107700 pyruvic acid Drugs 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 230000006340 racemization Effects 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000007790 solid phase Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- WPLOVIFNBMNBPD-ATHMIXSHSA-N subtilin Chemical compound CC1SCC(NC2=O)C(=O)NC(CC(N)=O)C(=O)NC(C(=O)NC(CCCCN)C(=O)NC(C(C)CC)C(=O)NC(=C)C(=O)NC(CCCCN)C(O)=O)CSC(C)C2NC(=O)C(CC(C)C)NC(=O)C1NC(=O)C(CCC(N)=O)NC(=O)C(CC(C)C)NC(=O)C(NC(=O)C1NC(=O)C(=C/C)/NC(=O)C(CCC(N)=O)NC(=O)C(CC(C)C)NC(=O)C(C)NC(=O)CNC(=O)C(NC(=O)C(NC(=O)C2NC(=O)CNC(=O)C3CCCN3C(=O)C(NC(=O)C3NC(=O)C(CC(C)C)NC(=O)C(=C)NC(=O)C(CCC(O)=O)NC(=O)C(NC(=O)C(CCCCN)NC(=O)C(N)CC=4C5=CC=CC=C5NC=4)CSC3)C(C)SC2)C(C)C)C(C)SC1)CC1=CC=CC=C1 WPLOVIFNBMNBPD-ATHMIXSHSA-N 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 150000003459 sulfonic acid esters Chemical class 0.000 description 1
- 235000011149 sulphuric acid Nutrition 0.000 description 1
- 238000010189 synthetic method Methods 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 125000001412 tetrahydropyranyl group Chemical group 0.000 description 1
- 238000004809 thin layer chromatography Methods 0.000 description 1
- 125000003396 thiol group Chemical group [H]S* 0.000 description 1
- 210000001685 thyroid gland Anatomy 0.000 description 1
- 210000004365 ultimobranchial body Anatomy 0.000 description 1
- 229960004295 valine Drugs 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
- C07K14/435—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans
- C07K14/575—Hormones
- C07K14/585—Calcitonins
-
- 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)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biophysics (AREA)
- Medicinal Chemistry (AREA)
- Zoology (AREA)
- Biochemistry (AREA)
- Toxicology (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Gastroenterology & Hepatology (AREA)
- Molecular Biology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Endocrinology (AREA)
- Peptides Or Proteins (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Biological Depolymerization Polymers (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP13467776A JPS5359688A (en) | 1976-11-11 | 1976-11-11 | Production of novel polypeptide |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1590645A true GB1590645A (en) | 1981-06-03 |
Family
ID=15133977
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4691177A Expired GB1590645A (en) | 1976-11-11 | 1977-11-10 | Process for preparing hentriacontapeptide having activity in reducing blood calcium levels |
Country Status (15)
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2130219A (en) * | 1982-10-19 | 1984-05-31 | Cetus Corp | Cysteine-depleted muteins of biologically active proteins |
| US4663309A (en) * | 1983-06-29 | 1987-05-05 | University Patents, Inc. | Novel peptide hormones with calcitonin-like activity |
| US5428129A (en) * | 1989-11-08 | 1995-06-27 | Daicel Chemical Industries | Peptides and processes for producing cyclic peptides |
| US5962270A (en) * | 1996-02-06 | 1999-10-05 | Bionebraska, Inc. | Recombinant preparation of calcitonin fragments and use thereof in the preparation of calcitonin and related analogs |
| WO2010103045A1 (en) | 2009-03-12 | 2010-09-16 | Nordic Bioscience A/S | Treatment of diabetes and metabolic syndrome |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0645450A1 (en) * | 1981-07-15 | 1995-03-29 | Celltech Therapeutics Limited | Human calcitonin precursor polyprotein structural gene |
| JPH089639B2 (ja) * | 1982-05-20 | 1996-01-31 | サントリー株式会社 | Ｃ末端アミド化ペプチドの前駆体およびその製造法 |
| JPS61112099A (ja) * | 1984-11-06 | 1986-05-30 | Mitsubishi Petrochem Co Ltd | 新規ポリペプチド及びその製造法 |
| KR920002329Y1 (ko) * | 1988-02-13 | 1992-04-09 | 금성알프스전자 주식회사 | 푸시버튼 스위치 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS51128993A (en) * | 1975-05-01 | 1976-11-10 | Tanpakushitsu Kenkyu Shiyoureikai | Process for preparing new polypeptides |
-
1976
- 1976-11-11 JP JP13467776A patent/JPS5359688A/ja active Granted
-
1977
- 1977-11-03 AU AU30495/77A patent/AU512714B2/en not_active Expired
- 1977-11-08 SE SE7712634A patent/SE7712634L/ not_active Application Discontinuation
- 1977-11-09 HU HUTO001065 patent/HU180539B/hu not_active IP Right Cessation
- 1977-11-09 FR FR7733742A patent/FR2370720A1/fr active Granted
- 1977-11-10 CH CH1373377A patent/CH633566A5/de not_active IP Right Cessation
- 1977-11-10 DK DK498777A patent/DK498777A/da unknown
- 1977-11-10 NZ NZ18565877A patent/NZ185658A/xx unknown
- 1977-11-10 SU SU772541703A patent/SU793385A3/ru active
- 1977-11-10 NL NL7712386A patent/NL7712386A/xx not_active Application Discontinuation
- 1977-11-10 GB GB4691177A patent/GB1590645A/en not_active Expired
- 1977-11-10 AT AT0804377A patent/AT365165B/de not_active IP Right Cessation
- 1977-11-10 CA CA290,642A patent/CA1094051A/en not_active Expired
- 1977-11-10 BE BE182520A patent/BE860698A/xx not_active IP Right Cessation
- 1977-11-11 DE DE19772750567 patent/DE2750567A1/de not_active Ceased
-
1979
- 1979-01-16 SU SU792711904A patent/SU1028662A1/ru active
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2130219A (en) * | 1982-10-19 | 1984-05-31 | Cetus Corp | Cysteine-depleted muteins of biologically active proteins |
| US4663309A (en) * | 1983-06-29 | 1987-05-05 | University Patents, Inc. | Novel peptide hormones with calcitonin-like activity |
| US5428129A (en) * | 1989-11-08 | 1995-06-27 | Daicel Chemical Industries | Peptides and processes for producing cyclic peptides |
| US5508382A (en) * | 1989-11-08 | 1996-04-16 | Daicel Chemical Industries, Ltd. | Peptides and processes for producing cyclic peptides |
| US5962270A (en) * | 1996-02-06 | 1999-10-05 | Bionebraska, Inc. | Recombinant preparation of calcitonin fragments and use thereof in the preparation of calcitonin and related analogs |
| US6251635B1 (en) | 1996-02-06 | 2001-06-26 | Bionebraska, Inc. | Recombinant preparation of calcitonin fragments and use thereof in the preparation of calcitonin and related analogs |
| US6410707B2 (en) | 1996-02-06 | 2002-06-25 | Bionebraska, Inc. | Recombinant preparation of calcitonin fragments and use thereof in the preparation of calcitonin and related analogs |
| WO2010103045A1 (en) | 2009-03-12 | 2010-09-16 | Nordic Bioscience A/S | Treatment of diabetes and metabolic syndrome |
| EP2762150A1 (en) | 2009-03-12 | 2014-08-06 | Nordic Bioscience A/S | Treatment of Diabetes and Metabolic Syndrome |
Also Published As
| Publication number | Publication date |
|---|---|
| AU512714B2 (en) | 1980-10-23 |
| DK498777A (da) | 1978-05-12 |
| SU1028662A1 (ru) | 1983-07-15 |
| SU793385A3 (ru) | 1980-12-30 |
| HU180539B (en) | 1983-03-28 |
| DE2750567A1 (de) | 1978-05-24 |
| AU3049577A (en) | 1979-05-17 |
| NZ185658A (en) | 1980-08-26 |
| FR2370720A1 (fr) | 1978-06-09 |
| AT365165B (de) | 1981-12-28 |
| JPS5761730B2 (enrdf_load_stackoverflow) | 1982-12-25 |
| CH633566A5 (en) | 1982-12-15 |
| BE860698A (fr) | 1978-05-10 |
| CA1094051A (en) | 1981-01-20 |
| FR2370720B1 (enrdf_load_stackoverflow) | 1980-10-24 |
| JPS5359688A (en) | 1978-05-29 |
| ATA804377A (de) | 1981-05-15 |
| SE7712634L (sv) | 1978-05-12 |
| NL7712386A (nl) | 1978-05-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| 704A | Declaration that licence is not available as of right for an excepted use (par. 4a/1977) | ||
| PCNP | Patent ceased through non-payment of renewal fee |
Effective date: 19941110 |