US4626581A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Dihydroxyacryl
Assignee: The University of Texas System
•
Filing: 1985-11-14
•
Granted: 1986-12-02
•
Expires: 2005-11-14
Abstract
Abstract A compound of the formula: ##STR1## where p is a whole integer from 1 to 12, and where R 1 is CH 2 OH or CH 2 SH or CHO, m is a whole integer from 1 to 3, and R 2 is H or CH 2 OH. When incorporated into acrylyl-type terpolymers, the above compounds become pendant vicinal dihydroxyalkyl substituents oxidizable by metaperiodate to a pendant aldehyde form. Molecules, including proteins, bearing at least one primary amino group are coupled to the pendant aldehyde groups through Schiff base linkages followed by alkali metal cyanoborohydride reduction of the Schiff base linkages to secondary amine linkages. The study of cell adhesion to and interactions with specific molecule-bearing synthetic cell culture surfaces as well as production of specific molecule-bearing chromatographic media and enzymic reactors are enhanced or made available through the use of the invention's vicinal dihydroxyalkyl bearing acrylyl-type terpolymers.
Inventors
- 👤 Paul H. Weigel
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 23:28
CPC Classifications
C; C08; C08F; C08F20/00; C08F20/02; C08F20/52; C08F20/54; C08F20/60; C12; C12N; C12N11/00; C12N11/02; C12N11/06; C12N11/08; C12N11/082; C12N11/087; C12N5/00; C12N5/0068; C12N2533/00; C12N2533/50
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
170 words
A terpolymer prepared by the copolymerization of: in major amount, an acrylyl unit of the formula ##STR20## Where R 3 is H, R 5 is H or Ch 3 , and R 4 is benzyl, n-butyl, p-chlorophenyl, cyclohexyl, dodecyl, ethyl, methyl, n-hexadecyl, napthyl, p-nitrophenyl, n-octadecyl or 2-phenethyl, or where R 3 and R 4 are identical and are H, n-butyl, ethyl or methyl, alone or in combination; and in minor amount, a crosslinking agent selected from the group consisting of N,N' methylenebisacrylamide, bisacryloyl cystamine, N,N' hexamethylenebisacrylamide, N,N' (bisethylsulfone) bisacrylamide, N,N' ethylenebisacrylamide, N,N' dodecanomethylene-bisacrylamide, N,N' tetramethylenebisacrylamide, and N,N' trimethylenebisacrylamide, alone or in combination; and in lesser amount to supply a level of pendant vicinal dihydroxyalkyl substituents, a compound of the formula: ##STR21## where p is a whole integer from 1 to 12, R 1 is CH 2 OH, CHO or CH 2 SH, m is a whole integer from 1 to 3 and R 2 is CH 2 OH or H, to produce a polyacrylyl-type terpolymer bearing pendant vicinal dihydroxyalkyl substituents.
Claim 2
Dependent Claim
170 words
A terpolymer prepared by the copolymerization of: in major amount, an acrylyl unit of the formula ##STR20## Where R 3 is H, R 5 is H or Ch 3 , and R 4 is benzyl, n-butyl, p-chlorophenyl, cyclohexyl, dodecyl, ethyl, methyl, n-hexadecyl, napthyl, p-nitrophenyl, n-octadecyl or 2-phenethyl, or where R 3 and R 4 are identical and are H, n-butyl, ethyl or methyl, alone or in combination; and in minor amount, a crosslinking agent selected from the group consisting of N,N' methylenebisacrylamide, bisacryloyl cystamine, N,N' hexamethylenebisacrylamide, N,N' (bisethylsulfone) bisacrylamide, N,N' ethylenebisacrylamide, N,N' dodecanomethylene-bisacrylamide, N,N' tetramethylenebisacrylamide, and N,N' trimethylenebisacrylamide, alone or in combination; and in lesser amount to supply a level of pendant vicinal dihydroxyalkyl substituents, a compound of the formula: ##STR21## where p is a whole integer from 1 to 12, R 1 is CH 2 OH, CHO or CH 2 SH, m is a whole integer from 1 to 3 and R 2 is CH 2 OH or H, to produce a polyacrylyl-type terpolymer bearing pendant vicinal dihydroxyalkyl substituents.
Claim 3
Dependent Claim
23 words
The terpolymer of claim 1 wherein the acrylyl unit is defined further wherein R 3 , R 4 and R 5 are H.
Claim 4
Dependent Claim
16 words
The terpolymer of claim 1 wherein the crosslinking agent is defined further as being N,N' methylenebisacrylamide.
Claim 5
Dependent Claim
30 words
The terpolymer of claim 1 wherein the compound is defined further wherein: p is 1, m is 1 and R 1 is CH 2 OH and R 2 is H.
Claim 6
Dependent Claim
29 words
The terpolymer of claim 1 wherein the compound is defined further wherein p is 1, R 1 is CHO, m is 3 and R 2 is CH 2 OH.
Claim 7
Dependent Claim
29 words
The terpolymer of claim 1 wherein the compound is defined further wherein p is 1, R 1 is Ch 2 SH, m is 2 and R 2 is H.
Claim 8
Dependent Claim
14 words
The terpolymer of claim 1 defined further as being in the form of beads.
Claim 9
Dependent Claim
30 words
The terpolymer of claim 1 defined further as being in a form having at least one substantially flat surface suitable for cell culture and the observation of cell binding thereto.
Claim 10
Dependent Claim
14 words
The terpolymer of claim 1 defined further as being prepared in an aqueous solution.
Claim 11
Dependent Claim
25 words
The terpolymer of claim 1 wherein the major amount of acrylyl unit is defined further as being between about 5% (w/v) and about 30% (w/v).
Claim 12
Dependent Claim
13 words
The major amount of claim 1 defined further as being about 20% (w/v).
Claim 13
Dependent Claim
25 words
The terpolymer of claim 1 wherein a minor amount of crosslinking agent is defined further as being between about 0.1% (w/w) and about 5% (w/w).
Claim 14
Dependent Claim
16 words
The terpolymer of claim 1 wherein the minor is defined further as being about 1% (w/w).
Claim 15
Dependent Claim
24 words
The terpolymer of claim 1 wherein the lesser amount of compound is defined further as being between about 10 mM and about 500 mM.
Claim 16
Dependent Claim
17 words
The terpolymer of claim 1 wherein the lesser amount is defined further as being about 240 mM.
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) | 1989-12-01 | 1990-06-02 | 1990-12-02 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1993-12-01 | 1994-06-02 | 1994-12-02 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1997-12-01 | 1998-06-02 | 1998-12-02 | $7700.00 | Window Closed / Lapsed |