US3948821A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Solid amino acid products for polypeptide synthesis and method of manufacture thereof
Assignee: Rohm and Haas Co
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Filing: 1973-06-04
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Granted: 1976-04-06
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Expires: 1993-06-04
Abstract
Abstract Macroreticular polystyrene resin having a surface area of at least 5 and preferably at least 50 square meters/gram and a majority of pores of at least 30 Angstroms diameter is utilized as a solid base support for polypeptide synthesis; linkage of the first amino acid of the peptide to said base being effected through chloromethylation of the base, blocking of the amine function of the acid and esterifying the amino acid with the chloride; the esterification being conducted in the presence of an inert high dielectric constant solvent most preferably acetonitrile. Preferably, the macroreticular solid base support is an aromatic hydrocarbon resin or polymer unsubstituted with nitro or bromo groups, such as the unsubstituted macroreticular polystyrene, above described.
Inventors
- 👤 Peter L. DEBenneville
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 21:39
CPC Classifications
C; C08; C08G; C08G69/00; C08G69/02; C08G69/08; C08G69/10; C08F; C08F8/00; C08F8/30; B; B01; B01J; B01J2219/00; B01J2219/00274; B01J2219/00277; B01J2219/00497; B01J2219/00718; B01J2219/0072; B01J2219/00725; C40; C40B; C40B40/00; C40B40/04; C40B40/10
Claims Analysis
Total Claims: 6
Claim 1
Independent Claim
150 words
A solid phase crosslinked aromatic hydrocarbon macroreticular resin or polymer unsubstituted with nitro or bromo groups and containing at least 50% by weight alkenyl aromatic monomer units, said resin containing --CH 2 -- groups added by chloromethylation and having amino acid units linked to at least 50% of said --CH 2 -- groups by means of an esterification reaction carried out in the presence of an inert solvent having a dielectric constant greater than 35 at 20°C., said resin having a majority of pores of at least 30 Angstroms diameter and a surface area in the dried state of at least 5 square meters per gram, said amino acid being linked to said resin through a methylene group to the carboxyl function of said amino acids in accordance with the formula ##EQU4## wherein Res is the macroreticular resin or polymer base and R is the remainder of the amino acid.
Claim 2
Dependent Claim
150 words
A solid phase crosslinked aromatic hydrocarbon macroreticular resin or polymer unsubstituted with nitro or bromo groups and containing at least 50% by weight alkenyl aromatic monomer units, said resin containing --CH 2 -- groups added by chloromethylation and having amino acid units linked to at least 50% of said --CH 2 -- groups by means of an esterification reaction carried out in the presence of an inert solvent having a dielectric constant greater than 35 at 20°C., said resin having a majority of pores of at least 30 Angstroms diameter and a surface area in the dried state of at least 5 square meters per gram, said amino acid being linked to said resin through a methylene group to the carboxyl function of said amino acids in accordance with the formula ##EQU4## wherein Res is the macroreticular resin or polymer base and R is the remainder of the amino acid.
Claim 3
Dependent Claim
28 words
A product according to claim 1 wherein the alkenyl aromatic monomer is selected from the group consisting of styrene, ethyl styrene, vinyl toluene, and divinylbenzene, and mixtures thereof.
Claim 4
Dependent Claim
23 words
A product according to claim 1 wherein said chloromethylation shall have provided from 1 to 6 milliequivalents of chlorine per gram of resin.
Claim 5
Dependent Claim
21 words
A product according to claim 1 wherein said macroreticular polymer has a mesh size of between about 18 and about 60.
Claim 6
Dependent Claim
36 words
A product according to claim 1 wherein said macroreticular polymer has a porosity of between about 30 and about 75 volume per cent and a surface area of at least about 50 square meters per gram.
References Cited (Backward Citations)
US3173892A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1979-04-06 | 1979-10-06 | 1980-04-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-04-06 | 1983-10-06 | 1984-04-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-04-06 | 1987-10-06 | 1988-04-06 | $7700.00 | Window Closed / Lapsed |