Patent US3868357A successfully refreshed from Google Patents.
US3868357A
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Alkanedioic acid derivatives of insulin
Assignee: National Research Development Corp UK
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Filing: 1972-01-26
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Granted: 1975-02-25
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Expires: 1992-01-26
Abstract
Abstract Insulin derivatives which are water soluble, readily isolated, immunologically acceptable and which retain hypoglycaemic activity are those in which at least one of the A1, B1 and B29 aminoacid amino groups is converted into a blocked amino group having a substituent capable of forming an anion, e.g., by substitution with dicarboxylic acid radicals.
Inventors
- 👤 Derek George Smyth
- 👤 Arthur Sai Chun Ko
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 05:14
CPC Classifications
C; C07; C07K; C07K14/00; C07K14/435; C07K14/575; C07K14/62; C07K14/625; A; A61; A61K; A61K38/00
Claims Analysis
Total Claims: 27
Claim 1
Independent Claim
60 words
A MONO-, DI- OR TRISIBSTITUTED INSULIN IN WHICH THE SUBSTITUENTS ARE LOCATED ON ONE OR MORE OF THE AMINO GROUPS OF THE A1 (GLYCINE), B1 (PHENYLALANINE) AND B29 (LYSINE) AMINO ACID UNITS, AT LEAST ONE OF SAID GROUPS BEING MONOACYLATED WITH THE MONOBASIC ACYL RESIDUE OF A DICARBOXYLIC ACID SELECTED FROM THE GROUP CONSISTING OF SUCCINEC ACID AND GLUTARIC ACID.
Claim 2
Dependent Claim
60 words
A MONO-, DI- OR TRISIBSTITUTED INSULIN IN WHICH THE SUBSTITUENTS ARE LOCATED ON ONE OR MORE OF THE AMINO GROUPS OF THE A1 (GLYCINE), B1 (PHENYLALANINE) AND B29 (LYSINE) AMINO ACID UNITS, AT LEAST ONE OF SAID GROUPS BEING MONOACYLATED WITH THE MONOBASIC ACYL RESIDUE OF A DICARBOXYLIC ACID SELECTED FROM THE GROUP CONSISTING OF SUCCINEC ACID AND GLUTARIC ACID.
Claim 3
Dependent Claim
13 words
An insulin according to claim 1, in which the acid is succinic acid.
Claim 4
Dependent Claim
18 words
An insulin according to claim 1 in which at least two of the recited amino groups are acylated.
Claim 5
Dependent Claim
10 words
An insulin according to claim 3 which is tri-N substituted.
Claim 6
Dependent Claim
25 words
An insulin according to claim 1 in which one or two of the recited amino groups which are not acylated are carbamylated or N-methyl carbamylated.
Claim 7
Dependent Claim
13 words
An insulin according to claim 1 in which the acid is glutaric acid.
Claim 8
Dependent Claim
2 words
A1(glycine)-N-succinyl insulin.
Claim 9
Dependent Claim
2 words
A1(glycine)-N-succinyl insulin.
Claim 10
Dependent Claim
2 words
B1(phenylalanine)-N-succinyl insulin.
Claim 11
Dependent Claim
2 words
B1(phenylalanine)-N-succinyl insulin.
Claim 12
Dependent Claim
2 words
B29(lysine)-N-succinyl insulin.
Claim 13
Dependent Claim
2 words
B29(lysine)-N-succinyl insulin.
Claim 14
Dependent Claim
3 words
A1(glycine),B1(phenylalanine)-N,N'' -disuccinyl insulin.
Claim 15
Dependent Claim
3 words
A1(glycine),B1(phenylalanine)-N,N'' -disuccinyl insulin.
Claim 16
Dependent Claim
4 words
A1(glycine), B1(phenylalanine), B29(lysine)-N,N'',N''''-trisuccinyl insulin.
Claim 17
Dependent Claim
4 words
A1(glycine), B1(phenylalanine), B29(lysine)-N,N'',N''''-trisuccinyl insulin.
Claim 18
Dependent Claim
3 words
A1(glycine),B1(phenylalanine), B29(lysine)-N,N'',N''''-triglutaryl insulin.
Claim 19
Dependent Claim
3 words
A1(glycine),B1(phenylalanine), B29(lysine)-N,N'',N''''-triglutaryl insulin.
Claim 20
Dependent Claim
2 words
A1(glycine),B1(phenylalanine)N,N''-disuccinyl-B29(lysine)-N''''-carbamyl insulin.
Claim 21
Dependent Claim
2 words
A1(glycine),B1(phenylalanine)N,N''-disuccinyl-B29(lysine)-N''''-carbamyl insulin.
Claim 22
Dependent Claim
2 words
A1(glycine),B29(lysine)-N,N''''-disuccinyl insulin.
Claim 23
Dependent Claim
2 words
A1(glycine),B29(lysine)-N,N''''-disuccinyl insulin.
Claim 24
Dependent Claim
61 words
A process for the preparation of an insulin according to claim 1 which comprises acylating one or more of the A1, B1 and B29 amino groups of insulin with a member selected from the group consisting of succinic anhydride and glutaric anhydride in an excess of from 2 to 10 moles for each of said amino groups per mole of insulin.
Claim 25
Dependent Claim
21 words
A process according to claim 15 in which the product is separated from the reaction mixture by precipitation at acid pH.
Claim 26
Dependent Claim
33 words
A process according to claim 15, in which an excess of the anhydride of from two to three moles for each amino group per mole of insulin is used thereby effecting predominantly disubstitution.
Claim 27
Dependent Claim
30 words
A process according to claim 15, in which an excess of the anhydride of ten moles for each amino group per mole of insulin is used thereby effecting predominantly trisubstitution.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1978-02-24 | 1978-08-26 | 1979-02-25 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1982-02-24 | 1982-08-26 | 1983-02-25 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1986-02-24 | 1986-08-26 | 1987-02-25 | $7700.00 | Window Closed / Lapsed |