US4130514A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Synthesis of peptides
Assignee: Armour Pharmaceutical Co
•
Filing: 1978-02-10
•
Granted: 1978-12-19
•
Expires: 1998-02-10
Abstract
Abstract Peptides having adrenocorticotropic hormone activity and resin peptides useful in preparation of such peptides, particularly such peptides having asparagine at the carboxyl end thereof and more particularly such peptides having from 19 to 25 amino acids in their amino acid chains. The invention further involves new processes for the preparation of such peptides.
Inventors
- 👤 Takashi Enkoji
- 👤 Martin O. Skibbe
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 16:17
CPC Classifications
C; C07; C07K; C07K14/00; C07K14/435; C07K14/665; C07K14/695; C07K14/6955; A; A61; A61K; A61K38/00
Claims Analysis
Total Claims: 29
Claim 1
Independent Claim
24 words
A peptide having the structure ##STR12## in which X is D-ala or β-ala, and Q is asn, pro-asn, pro-val-asn, pro-val-lys-asn, pro-val-lys-val-asn, pro-val-lys-val-tyr-asn, or pro-val-lys-val-tyr-pro-asn.
Claim 2
Dependent Claim
24 words
A peptide having the structure ##STR12## in which X is D-ala or β-ala, and Q is asn, pro-asn, pro-val-asn, pro-val-lys-asn, pro-val-lys-val-asn, pro-val-lys-val-tyr-asn, or pro-val-lys-val-tyr-pro-asn.
Claim 3
Dependent Claim
13 words
A peptide as set forth in claim 1 in which Q is asn.
Claim 4
Dependent Claim
13 words
A peptide as set forth in claim 1 in which Q is pro-asn.
Claim 5
Dependent Claim
13 words
A peptide as set forth in claim 1 in which Q is pro-val-asn.
Claim 6
Dependent Claim
13 words
A peptide as set forth in claim 4 in which Q is pro-val-lys-asn.
Claim 7
Dependent Claim
13 words
A peptide as set forth in claim 1 in which Q is pro-val-lys-val-asn.
Claim 8
Dependent Claim
13 words
A peptide as set forth in claim 1 in which Q is pro-val-lys-val-tyr-asn.
Claim 9
Dependent Claim
13 words
A peptide as set forth in claim 1 in which Q is pro-val-lys-val-tyr-pro-asn.
Claim 10
Dependent Claim
13 words
A peptide as set forth in claim 1 in which X is D-ala.
Claim 11
Dependent Claim
13 words
A peptide as set forth in claim 1 in which X is β-ala.
Claim 12
Dependent Claim
41 words
A resin peptide having the structure ##STR13## where R is divinylbenzene crosslinked polystyrene, BZ is benzyl, p-methoxybenzyl, p-chlorobenzyl, p-nitrobenzyl or benzylhydryl, Y is H,benzyl,benzyloxycarbonyl, benzyloxycarbonyl, 2-chlorobenzyloxycarbonyl or 2-bromobenzyloxycarbonyl, V is 2-chlorocarboxybenzyloxy, benzyloxycarbonyl, 2-bromocarboxybenzyloxy or 2,4-dichlorocarbobenzyloxy, and X is D-ala or β-ala.
Claim 13
Dependent Claim
41 words
A resin peptide having the structure ##STR13## where R is divinylbenzene crosslinked polystyrene, BZ is benzyl, p-methoxybenzyl, p-chlorobenzyl, p-nitrobenzyl or benzylhydryl, Y is H,benzyl,benzyloxycarbonyl, benzyloxycarbonyl, 2-chlorobenzyloxycarbonyl or 2-bromobenzyloxycarbonyl, V is 2-chlorocarboxybenzyloxy, benzyloxycarbonyl, 2-bromocarboxybenzyloxy or 2,4-dichlorocarbobenzyloxy, and X is D-ala or β-ala.
Claim 14
Dependent Claim
6 words
A peptide having the structure D-ala-tyr-ser-met-glu-his-phe-arg-trp-gly-lys-pro-val-bly-lys-lys-arg-arg-asn.
Claim 15
Dependent Claim
6 words
A peptide having the structure D-ala-tyr-ser-met-glu-his-phe-arg-trp-gly-lys-pro-val-bly-lys-lys-arg-arg-asn.
Claim 16
Dependent Claim
6 words
A peptide having the structure β-ala-tyr-ser-met-glu-his-phe-arg-trp-gly-lys-pro-val-gly-lys-arg-arg-asn.
Claim 17
Dependent Claim
6 words
A peptide having the structure β-ala-tyr-ser-met-glu-his-phe-arg-trp-gly-lys-pro-val-gly-lys-arg-arg-asn.
Claim 18
Dependent Claim
42 words
A resin peptide having the structure ##STR14## where R is divinylbenzene crosslinked polystyrene, BZ is benzyl, p-methoxybenzyl, p-chlorobenzyl, p-nitrobenzyl or benzylhydryl, y is H, benzy, benzyloxycarbonyl, 2-chlorobenzyloxycarbonyl or 2-bromobenzyloxycarbonyl, v is 2-chlorocarboxybenzyloxy, benzyloxycarbonyl, 2-bromocarboxybenzyloxy or 2,4-dichlorocarbobenzyloxy, and X is D-ala or β-ala.
Claim 19
Dependent Claim
42 words
A resin peptide having the structure ##STR14## where R is divinylbenzene crosslinked polystyrene, BZ is benzyl, p-methoxybenzyl, p-chlorobenzyl, p-nitrobenzyl or benzylhydryl, y is H, benzy, benzyloxycarbonyl, 2-chlorobenzyloxycarbonyl or 2-bromobenzyloxycarbonyl, v is 2-chlorocarboxybenzyloxy, benzyloxycarbonyl, 2-bromocarboxybenzyloxy or 2,4-dichlorocarbobenzyloxy, and X is D-ala or β-ala.
Claim 20
Dependent Claim
42 words
A resin peptide having the structure ##STR15## where R is divinylbenzene crosslinked polystyrene, Bz is benzyl, p-methoxybenzyl, p-chlorobenzyl, p-nitrobenzyl or benzylhydryl, Y is H, benzyl, benzyloxycarbonyl, 2-chlorobenzyloxycarbonyl or 2-bromobenzyloxycarbonyl, V is 2-chlorocarboxybenzyloxy, benzyloxycarbonyl, 2-bromocarboxybenzyloxy or 2,4-dichlorocarbobenzyloxy, and X is D-ala or β-ala.
Claim 21
Dependent Claim
42 words
A resin peptide having the structure ##STR15## where R is divinylbenzene crosslinked polystyrene, Bz is benzyl, p-methoxybenzyl, p-chlorobenzyl, p-nitrobenzyl or benzylhydryl, Y is H, benzyl, benzyloxycarbonyl, 2-chlorobenzyloxycarbonyl or 2-bromobenzyloxycarbonyl, V is 2-chlorocarboxybenzyloxy, benzyloxycarbonyl, 2-bromocarboxybenzyloxy or 2,4-dichlorocarbobenzyloxy, and X is D-ala or β-ala.
Claim 22
Dependent Claim
41 words
A resin peptide having the structure ##STR16## where R is divinylbenzene crosslinked polystyrene, Bz is benzyl, p-methoxybenzyl, p-chlorobenzyl, p-nitrobenzyl or benzylhydryl, Y is H-benzyl, benzyloxycarbonyl, 2-chlorobenzyloxycarbonyl or 2-bromobenzyloxycarbonyl, V is 2-chlorocarboxybenzyloxy, benzyloxycarbonyl, 2-bromocarboxybenzyloxy or 2,4-dichlorocarbobenzyloxy, and X is D-ala or β-ala.
Claim 23
Dependent Claim
41 words
A resin peptide having the structure ##STR16## where R is divinylbenzene crosslinked polystyrene, Bz is benzyl, p-methoxybenzyl, p-chlorobenzyl, p-nitrobenzyl or benzylhydryl, Y is H-benzyl, benzyloxycarbonyl, 2-chlorobenzyloxycarbonyl or 2-bromobenzyloxycarbonyl, V is 2-chlorocarboxybenzyloxy, benzyloxycarbonyl, 2-bromocarboxybenzyloxy or 2,4-dichlorocarbobenzyloxy, and X is D-ala or β-ala.
Claim 24
Dependent Claim
42 words
A resin peptide having the structure ##STR17## where R is dinvylbenzene crosslinked polystyrene, Bz is benzyl, p-methoxybenzyl, p-chlorobenzyl, p-nitrobenzyl or benzylhydryl, Y is H, benzyl, benzyloxycarbonyl, 2-chlorobenzyloxycarbonyl or 2-bromobenzyloxycarbonyl, V is 2-chlorocarboxybenzyloxy, benzyloxycarbonyl, 2-bromocarboxybenzyloxy or 2,4-dichlorocarbobenzyloxy, and X is D-ala or β-ala.
Claim 25
Dependent Claim
42 words
A resin peptide having the structure ##STR17## where R is dinvylbenzene crosslinked polystyrene, Bz is benzyl, p-methoxybenzyl, p-chlorobenzyl, p-nitrobenzyl or benzylhydryl, Y is H, benzyl, benzyloxycarbonyl, 2-chlorobenzyloxycarbonyl or 2-bromobenzyloxycarbonyl, V is 2-chlorocarboxybenzyloxy, benzyloxycarbonyl, 2-bromocarboxybenzyloxy or 2,4-dichlorocarbobenzyloxy, and X is D-ala or β-ala.
Claim 26
Dependent Claim
40 words
A resin peptide having the structure ##STR18## where R is dinvylbenzene crosslinked polystyrene, Bz is benzyl, p-methoxybenzyl, p-chlorobenzyl, p-nitrobenzyl or benzylhydryl, Y is H,benzyl,benzyloxycarbonyl, 2-chlorobenzyloxycarbonyl or 2-bromobenzyloxycarbonyl, V is 2-chlorocarboxybenzyloxy, benzyloxycarbonyl, 2-bromocarboxybenzyloxy or 2,4-dichlorocarbobenzyloxy, and X is D-ala or α-ala.
Claim 27
Dependent Claim
40 words
A resin peptide having the structure ##STR18## where R is dinvylbenzene crosslinked polystyrene, Bz is benzyl, p-methoxybenzyl, p-chlorobenzyl, p-nitrobenzyl or benzylhydryl, Y is H,benzyl,benzyloxycarbonyl, 2-chlorobenzyloxycarbonyl or 2-bromobenzyloxycarbonyl, V is 2-chlorocarboxybenzyloxy, benzyloxycarbonyl, 2-bromocarboxybenzyloxy or 2,4-dichlorocarbobenzyloxy, and X is D-ala or α-ala.
Claim 28
Dependent Claim
41 words
A resin peptide having the structure ##STR19## where R is dinvylbenzene crosslinked polystyrene, Bz is benzyl, p-methoxybenzyl, p-chlorobenzyl, p-nitrobenzyl or benzylhydryl, Y is H,benzyl,benzyloxycarbonyl, 2-chlorobenzyloxycarbonyl or 2-bromobenzyloxycarbonyl, and V is 2-chlorocarboxybenzyloxy, benzyloxycarbonyl, 2-bromocarboxybenzyloxy or 2,4-dichlorocarbobenzyloxy, and X is D-ala or β-ala.
Claim 29
Dependent Claim
41 words
A resin peptide having the structure ##STR19## where R is dinvylbenzene crosslinked polystyrene, Bz is benzyl, p-methoxybenzyl, p-chlorobenzyl, p-nitrobenzyl or benzylhydryl, Y is H,benzyl,benzyloxycarbonyl, 2-chlorobenzyloxycarbonyl or 2-bromobenzyloxycarbonyl, and V is 2-chlorocarboxybenzyloxy, benzyloxycarbonyl, 2-bromocarboxybenzyloxy or 2,4-dichlorocarbobenzyloxy, and X is D-ala or β-ala.
References Cited (Backward Citations)
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CH484064A
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JPS4813117B1
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US3853845A
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US3915949A
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-12-18 | 1982-06-19 | 1982-12-19 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-12-18 | 1986-06-19 | 1986-12-19 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-12-18 | 1990-06-19 | 1990-12-19 | $7700.00 | Window Closed / Lapsed |