GB1287601A - Peptides and process for their manufacture - Google Patents
Peptides and process for their manufactureInfo
- Publication number
- GB1287601A GB1287601A GB42272/69A GB4227269A GB1287601A GB 1287601 A GB1287601 A GB 1287601A GB 42272/69 A GB42272/69 A GB 42272/69A GB 4227269 A GB4227269 A GB 4227269A GB 1287601 A GB1287601 A GB 1287601A
- Authority
- GB
- United Kingdom
- Prior art keywords
- tbu
- thr
- phe
- asn
- gly
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 108090000765 processed proteins & peptides Proteins 0.000 title abstract 3
- 102000004196 processed proteins & peptides Human genes 0.000 title abstract 2
- 238000004519 manufacturing process Methods 0.000 title 1
- 238000000034 method Methods 0.000 title 1
- 125000004213 tert-butoxy group Chemical group [H]C([H])([H])C(O*)(C([H])([H])[H])C([H])([H])[H] 0.000 abstract 10
- 150000001875 compounds Chemical class 0.000 abstract 8
- 125000003277 amino group Chemical group 0.000 abstract 4
- 229960004015 calcitonin Drugs 0.000 abstract 4
- DCXYFEDJOCDNAF-REOHCLBHSA-N L-asparagine Chemical compound OC(=O)[C@@H](N)CC(N)=O DCXYFEDJOCDNAF-REOHCLBHSA-N 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 3
- BBBFJLBPOGFECG-VJVYQDLKSA-N calcitonin Chemical class N([C@H](C(=O)N[C@@H](CC(C)C)C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CO)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC=1NC=NC=1)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CC=1C=CC(O)=CC=1)C(=O)N1[C@@H](CCC1)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H]([C@@H](C)O)C(=O)NCC(=O)N[C@@H](CO)C(=O)NCC(=O)N[C@@H]([C@@H](C)O)C(=O)N1[C@@H](CCC1)C(N)=O)C(C)C)C(=O)[C@@H]1CSSC[C@H](N)C(=O)N[C@@H](CO)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CO)C(=O)N[C@@H]([C@@H](C)O)C(=O)N1 BBBFJLBPOGFECG-VJVYQDLKSA-N 0.000 abstract 3
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 abstract 3
- 108010037850 glycylvaline Proteins 0.000 abstract 3
- 108010092114 histidylphenylalanine Proteins 0.000 abstract 3
- 102000055006 Calcitonin Human genes 0.000 abstract 2
- 108060001064 Calcitonin Proteins 0.000 abstract 2
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 abstract 2
- HZVXPUHLTZRQEL-UWVGGRQHSA-N Met-Leu-Gly Chemical compound CSCC[C@H](N)C(=O)N[C@@H](CC(C)C)C(=O)NCC(O)=O HZVXPUHLTZRQEL-UWVGGRQHSA-N 0.000 abstract 2
- CKLJMWTZIZZHCS-REOHCLBHSA-N aspartic acid group Chemical group N[C@@H](CC(=O)O)C(=O)O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 abstract 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 2
- 239000000539 dimer Substances 0.000 abstract 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- FHOAKXBXYSJBGX-YFKPBYRVSA-N (2s)-3-hydroxy-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid Chemical compound CC(C)(C)OC(=O)N[C@@H](CO)C(O)=O FHOAKXBXYSJBGX-YFKPBYRVSA-N 0.000 abstract 1
- HXWUJJADFMXNKA-BQBZGAKWSA-N Asn-Leu Chemical compound CC(C)C[C@@H](C(O)=O)NC(=O)[C@@H](N)CC(N)=O HXWUJJADFMXNKA-BQBZGAKWSA-N 0.000 abstract 1
- DCXYFEDJOCDNAF-UHFFFAOYSA-N Asparagine Natural products OC(=O)C(N)CC(N)=O DCXYFEDJOCDNAF-UHFFFAOYSA-N 0.000 abstract 1
- 125000001433 C-terminal amino-acid group Chemical group 0.000 abstract 1
- OOULJWDSSVOMHX-WDSKDSINSA-N Cys-Met Chemical compound CSCC[C@@H](C(O)=O)NC(=O)[C@@H](N)CS OOULJWDSSVOMHX-WDSKDSINSA-N 0.000 abstract 1
- HSAWNMMTZCLTPY-DCAQKATOSA-N Cys-Met-Leu Chemical compound SC[C@H](N)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CC(C)C)C(O)=O HSAWNMMTZCLTPY-DCAQKATOSA-N 0.000 abstract 1
- PONUFVLSGMQFAI-AVGNSLFASA-N Gln-Asn-Phe Chemical compound [H]N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CC1=CC=CC=C1)C(O)=O PONUFVLSGMQFAI-AVGNSLFASA-N 0.000 abstract 1
- 229940121799 Hypocalcaemic agent Drugs 0.000 abstract 1
- OWYWGLHRNBIFJP-UHFFFAOYSA-N Ipazine Chemical compound CCN(CC)C1=NC(Cl)=NC(NC(C)C)=N1 OWYWGLHRNBIFJP-UHFFFAOYSA-N 0.000 abstract 1
- 239000005639 Lauric acid Substances 0.000 abstract 1
- 108010079364 N-glycylalanine Proteins 0.000 abstract 1
- 235000021314 Palmitic acid Nutrition 0.000 abstract 1
- KAHUBGWSIQNZQQ-KKUMJFAQSA-N Phe-Asn-Lys Chemical compound NCCCC[C@@H](C(O)=O)NC(=O)[C@H](CC(N)=O)NC(=O)[C@@H](N)CC1=CC=CC=C1 KAHUBGWSIQNZQQ-KKUMJFAQSA-N 0.000 abstract 1
- ONIBWKKTOPOVIA-UHFFFAOYSA-N Proline Chemical compound OC(=O)C1CCCN1 ONIBWKKTOPOVIA-UHFFFAOYSA-N 0.000 abstract 1
- PXQUBKWZENPDGE-CIQUZCHMSA-N Thr-Ala-Ile Chemical compound CC[C@H](C)[C@@H](C(=O)O)NC(=O)[C@H](C)NC(=O)[C@H]([C@@H](C)O)N PXQUBKWZENPDGE-CIQUZCHMSA-N 0.000 abstract 1
- KZSNJWFQEVHDMF-UHFFFAOYSA-N Valine Chemical compound CC(C)C(N)C(O)=O KZSNJWFQEVHDMF-UHFFFAOYSA-N 0.000 abstract 1
- 150000001408 amides Chemical class 0.000 abstract 1
- 125000000539 amino acid group Chemical group 0.000 abstract 1
- 235000009582 asparagine Nutrition 0.000 abstract 1
- 229960001230 asparagine Drugs 0.000 abstract 1
- 125000000613 asparagine group Chemical group N[C@@H](CC(N)=O)C(=O)* 0.000 abstract 1
- 235000003704 aspartic acid Nutrition 0.000 abstract 1
- OQFSQFPPLPISGP-UHFFFAOYSA-N beta-carboxyaspartic acid Natural products OC(=O)C(N)C(C(O)=O)C(O)=O OQFSQFPPLPISGP-UHFFFAOYSA-N 0.000 abstract 1
- LHHCSNFAOIFYRV-DOVBMPENSA-N boceprevir Chemical class O=C([C@@H]1[C@@H]2[C@@H](C2(C)C)CN1C(=O)[C@@H](NC(=O)NC(C)(C)C)C(C)(C)C)NC(C(=O)C(N)=O)CC1CCC1 LHHCSNFAOIFYRV-DOVBMPENSA-N 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 125000000291 glutamic acid group Chemical group N[C@@H](CCC(O)=O)C(=O)* 0.000 abstract 1
- 125000000404 glutamine group Chemical group N[C@@H](CCC(N)=O)C(=O)* 0.000 abstract 1
- VPZXBVLAVMBEQI-UHFFFAOYSA-N glycyl-DL-alpha-alanine Natural products OC(=O)C(C)NC(=O)CN VPZXBVLAVMBEQI-UHFFFAOYSA-N 0.000 abstract 1
- 108010089804 glycyl-threonine Proteins 0.000 abstract 1
- 108010050848 glycylleucine Proteins 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 108010038320 lysylphenylalanine Proteins 0.000 abstract 1
- FFEARJCKVFRZRR-UHFFFAOYSA-N methionine Chemical compound CSCCC(N)C(O)=O FFEARJCKVFRZRR-UHFFFAOYSA-N 0.000 abstract 1
- BPISBTXISIPAEQ-XPUUQOCRSA-N methyl 2-[[(2s,3s)-2-amino-3-methylpentanoyl]amino]acetate Chemical compound CC[C@H](C)[C@H](N)C(=O)NCC(=O)OC BPISBTXISIPAEQ-XPUUQOCRSA-N 0.000 abstract 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 abstract 1
- ZHCAAFJSYLFLPX-UHFFFAOYSA-N nitrocyclohexatriene Chemical group [O-][N+](=O)C1=CC=C=C[CH]1 ZHCAAFJSYLFLPX-UHFFFAOYSA-N 0.000 abstract 1
- 230000001590 oxidative effect Effects 0.000 abstract 1
- 125000001312 palmitoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 238000007911 parenteral administration Methods 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 125000006239 protecting group Chemical group 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- GEMSXPOJLIUVKT-IUCAKERBSA-N tert-butyl (2s)-1-[(2s)-2-aminopropanoyl]pyrrolidine-2-carboxylate Chemical compound C[C@H](N)C(=O)N1CCC[C@H]1C(=O)OC(C)(C)C GEMSXPOJLIUVKT-IUCAKERBSA-N 0.000 abstract 1
- 125000003396 thiol group Chemical group [H]S* 0.000 abstract 1
- 125000002221 trityl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C([*])(C1=C(C(=C(C(=C1[H])[H])[H])[H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 abstract 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
-
- 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
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biophysics (AREA)
- Gastroenterology & Hepatology (AREA)
- Zoology (AREA)
- Biochemistry (AREA)
- Toxicology (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Medicinal Chemistry (AREA)
- Molecular Biology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Endocrinology (AREA)
- Peptides Or Proteins (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1269168 | 1968-08-23 | ||
| CH1281168 | 1968-08-27 | ||
| CH1306768A CH559720A5 (enrdf_load_stackoverflow) | 1968-08-30 | 1968-08-30 | |
| CH1514768 | 1968-10-10 | ||
| CH1723568 | 1968-11-19 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1287601A true GB1287601A (en) | 1972-09-06 |
Family
ID=27509452
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB42272/69A Expired GB1287601A (en) | 1968-08-23 | 1969-08-25 | Peptides and process for their manufacture |
Country Status (9)
| Country | Link |
|---|---|
| JP (2) | JPS4843751B1 (enrdf_load_stackoverflow) |
| BE (1) | BE737890A (enrdf_load_stackoverflow) |
| DE (1) | DE1941511C2 (enrdf_load_stackoverflow) |
| DK (1) | DK129228B (enrdf_load_stackoverflow) |
| FR (1) | FR2016253A1 (enrdf_load_stackoverflow) |
| GB (1) | GB1287601A (enrdf_load_stackoverflow) |
| NL (1) | NL163772C (enrdf_load_stackoverflow) |
| SE (2) | SE365204B (enrdf_load_stackoverflow) |
| YU (2) | YU35344B (enrdf_load_stackoverflow) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4161522A (en) | 1975-04-04 | 1979-07-17 | The Regents Of The University Of California | Method for blocking allergic responses |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH594608A5 (enrdf_load_stackoverflow) * | 1973-12-14 | 1978-01-13 | Ciba Geigy Ag |
-
1969
- 1969-08-14 DE DE1941511A patent/DE1941511C2/de not_active Expired
- 1969-08-19 FR FR6928386A patent/FR2016253A1/fr active Pending
- 1969-08-20 SE SE11555/69A patent/SE365204B/xx unknown
- 1969-08-20 SE SE7213842A patent/SE374357B/xx unknown
- 1969-08-22 DK DK451969AA patent/DK129228B/da not_active IP Right Cessation
- 1969-08-22 YU YU2167/69A patent/YU35344B/xx unknown
- 1969-08-22 BE BE737890D patent/BE737890A/xx not_active IP Right Cessation
- 1969-08-22 NL NL6912864.A patent/NL163772C/xx not_active IP Right Cessation
- 1969-08-23 JP JP44066428A patent/JPS4843751B1/ja active Pending
- 1969-08-25 GB GB42272/69A patent/GB1287601A/en not_active Expired
-
1971
- 1971-04-22 JP JP46026665A patent/JPS4839955B1/ja active Pending
-
1977
- 1977-08-23 YU YU02017/77A patent/YU36487B/xx unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4161522A (en) | 1975-04-04 | 1979-07-17 | The Regents Of The University Of California | Method for blocking allergic responses |
Also Published As
| Publication number | Publication date |
|---|---|
| SE365204B (enrdf_load_stackoverflow) | 1974-03-18 |
| NL6912864A (enrdf_load_stackoverflow) | 1970-02-25 |
| DE1941511C2 (de) | 1982-11-18 |
| YU36487B (en) | 1984-02-29 |
| BE737890A (enrdf_load_stackoverflow) | 1970-02-23 |
| YU35344B (en) | 1980-12-31 |
| DK129228C (enrdf_load_stackoverflow) | 1975-02-17 |
| SE374357B (enrdf_load_stackoverflow) | 1975-03-03 |
| YU216769A (en) | 1980-09-25 |
| DK129228B (da) | 1974-09-16 |
| JPS4843751B1 (enrdf_load_stackoverflow) | 1973-12-20 |
| DE1941511A1 (de) | 1971-03-04 |
| YU201777A (en) | 1982-02-25 |
| FR2016253A1 (enrdf_load_stackoverflow) | 1970-05-08 |
| JPS4839955B1 (enrdf_load_stackoverflow) | 1973-11-28 |
| NL163772B (nl) | 1980-05-16 |
| NL163772C (nl) | 1980-10-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PE20 | Patent expired after termination of 20 years |