Patent US4762881A successfully refreshed from Google Patents.
US4762881A
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Photoreactive benzoylphenylalanines and related peptides
Assignee: EIDP Inc
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Filing: 1987-01-09
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Granted: 1988-08-09
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Expires: 2007-01-09
Abstract
Abstract Provided is a benzoylphenylalanine of the formula: ##STR1## wherein ##STR2## is in the m or p position; and Pr is a protecting group which is easily cleavable in the presence of a peptide bond by a mild acid or base. This benzoylphenylalanine group is incorporated into a peptide chain which can be attached to a solid substrate having a reactive hydrogen by exposure to low energy ultraviolet light.
Inventors
- 👤 James C. Kauer
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 11:08
CPC Classifications
C; C07; C07K; C07K17/00; C07K17/02; C07C; C07C2603/00; C07C2603/02; C07C2603/04; C07C2603/06; C07C2603/10; C07C2603/12; C07C2603/18; Y; Y02; Y02P; Y02P20/00; Y02P20/50; Y02P20/55
Claims Analysis
Total Claims: 19
Claim 1
Independent Claim
38 words
A benzoylphenylalanine having the formula: ##STR18## wherein ##STR19## is in the m or p position; and Pr is a protecting group which is easily cleavable in the presence of a peptide bond by a mild acid or base.
Claim 2
Dependent Claim
38 words
A benzoylphenylalanine having the formula: ##STR18## wherein ##STR19## is in the m or p position; and Pr is a protecting group which is easily cleavable in the presence of a peptide bond by a mild acid or base.
Claim 3
Dependent Claim
19 words
A benzoylphenylalanine of claim 1 wherein Pr is a bulky protecting group removable by acidic or by basic treatment.
Claim 4
Dependent Claim
30 words
A benzoylphenylalanine of claim 2 wherein Pr is OR where R is a branched chain alkyl of 3 to 10 carbon atoms or aralkyl or 7 to 15 carbon atoms.
Claim 5
Dependent Claim
26 words
A benzoylphenylalanine of claim 3 wherein ##STR20## is in the p position and R is a branched chain alkyl group of 4 to 10 carbon atoms.
Claim 6
Dependent Claim
9 words
A benzoylphenylalanine of claim 4 wherein R is t-butyl.
Claim 7
Dependent Claim
9 words
A benzoylphenylalanine of claim 3 wherein R is benzyl.
Claim 8
Dependent Claim
9 words
A benzoylphenylalanine of claim 3 wherein R is fluorenylmethyl.
Claim 9
Dependent Claim
31 words
A photoreactive polypeptide consisting essentially of a peptide chain containing at least one benzoylphenylalanine group in the chain having the formula: ##STR21## wherein ##STR22## is in the m or p position.
Claim 10
Dependent Claim
31 words
A photoreactive polypeptide consisting essentially of a peptide chain containing at least one benzoylphenylalanine group in the chain having the formula: ##STR21## wherein ##STR22## is in the m or p position.
Claim 11
Dependent Claim
11 words
A polypeptide of claim 8 wherein ##STR23## is in the p-position.
Claim 12
Dependent Claim
50 words
A process for preparing a photoreactive polypeptide of claim 8 comprising: (a) contacting a peptide chain of preselected length with a benzoylphenylalanine having the formula: ##STR24## where Pr is defined in claim 1; (b) optionally removing the protecting group; and (c) continuing the peptide chain to a preselected polypeptide sequence.
Claim 13
Dependent Claim
28 words
A process of claim 10 wherein Pr is OR where R is an alkyl of 1 to 10 carbon atoms or aralkyl of 7 to 15 carbon atoms.
Claim 14
Dependent Claim
26 words
A process of claim 11 wherein ##STR25## is in the p position and R is a branched chain alkyl group of 4 to 10 carbon atoms.
Claim 15
Dependent Claim
9 words
A process of claim 12 wherein R is t-butyl.
Claim 16
Dependent Claim
9 words
A process of claim 11 wherein R is benzyl.
Claim 17
Dependent Claim
9 words
A process of claim 11 wherein R is fluorenylmethyl.
Claim 18
Dependent Claim
36 words
A process for attaching a photoreactive polypeptide to a solid substrate comprising exposing a polypeptide of claim 8 to ultraviolet light of about 300-350 nanometers in the presence of a solid substrate having a reactive hydrogen.
Claim 19
Dependent Claim
22 words
A process of claim 16 wherein the solid substrate is a polystyrene, a polyolefin, an acrylic polymer, a polyamide or a protein.
References Cited (Backward Citations)
No citation records indexed.
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1991-08-09 | 1992-02-08 | 1992-08-09 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1995-08-09 | 1996-02-08 | 1996-08-09 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1999-08-09 | 2000-02-08 | 2000-08-09 | $7700.00 | Window Closed / Lapsed |