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US6156531A
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Cross-linking tissue with a compound having a C8 to C40 aliphatic chain
Assignee: Carbomedics Inc
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Filing: 1998-07-20
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Granted: 2000-12-05
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Expires: 2018-07-20
Abstract
Abstract Collagen-containing tissue is cross-linked to provide tissue suitable for use in production of bioprosthetic devices. A cross-linking agent is used having an aliphatic component containing about 8 to 40 carbon atoms and two collagen-reactive groups such as isocyanate, epoxy or n-hydroxysuccinimide. The cross-linking agent may be produced by dimerizing fatty acids, and modifying carboxylic acid group of the fatty acids before or after dimerization to contain collagen-reactive groups. The cross-linked tissue has desirable mechanical and biocompatibility features and a reduced susceptibility to calcification.
Inventors
- 👤 C. P. Pathak
- 👤 Mark A. Moore
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-24 13:34
CPC Classifications
A; A61; A61L; A61L27/00; A61L27/36; A61L27/3683; A61L27/3687; A61K; A61K35/00; A61K35/12; A61L27/3604; A61L27/38; A61L27/50; Y; Y10; Y10S; Y10S530/00; Y10S530/81; Y10S530/812; Y10S530/815; Y10S530/816
Claims Analysis
Total Claims: 27
Claim 1
Independent Claim
48 words
A method for cross-linking collagen-containing biological tissue comprising treating the tissue under effective cross-linking conditions with a compound having the formula R 1 -X-R 2 where R 1 and R 2 are functional groups reactive with collagen and X is a C 8 to C 40 aliphatic chain.
Claim 2
Independent Claim
48 words
A method for cross-linking collagen-containing biological tissue comprising treating the tissue under effective cross-linking conditions with a compound having the formula R 1 -X-R 2 where R 1 and R 2 are functional groups reactive with collagen and X is a C 8 to C 40 aliphatic chain.
Claim 3
Dependent Claim
22 words
The method of claim 1, wherein R 1 and R 2 are selected from the group consisting of isocyanate, epoxy and n-hydroxysuccinimide.
Claim 4
Dependent Claim
15 words
The method of claim 1, wherein X is a C 24 -C 40 aliphatic chain.
Claim 5
Dependent Claim
14 words
The method of claim 1, wherein X is derived from a dimerized fatty acid.
Claim 6
Dependent Claim
39 words
The method of claim 4, wherein the fatty acid is selected from the group consisting of elaidic acid, oleic acid, linoleic acid, linolenic acid, arachidonic acid, eicosapentaenoic acid, lauric acid, myristic acid, pentadecylic acid, palmitic acid and stearic acid.
Claim 7
Dependent Claim
18 words
The method of claim 1, wherein the tissue is derived from human, bovine, porcine, horse, sheep, or rabbit.
Claim 8
Dependent Claim
29 words
The method of claim 1, wherein the tissue comprises a tissue of a tendon, ligament, heart valve, dura mater, pericardium, skin patch, pericardial patch, aortic patch or tympanic membrane.
Claim 9
Dependent Claim
39 words
The method of claim 1, wherein the tissue is treated in a solvent selected from the group consisting of C 1 -C 4 alcohols, C 3 -C 6 ketones, and polyhydroxy compounds having molecular weights less than about 1000.
Claim 10
Dependent Claim
31 words
The method of claim 1, wherein the tissue is treated in a solvent selected from the group consisting of isopropanol, methyl ethyl ketone, cyclohexanone, glycerol, ethylene glycol, n-methyl pyrrolidinone, and dimethylsulfoxide.
Claim 11
Dependent Claim
20 words
The method of claim 1, wherein the tissue is treated at a pH of from about 6 to about 9.
Claim 12
Dependent Claim
20 words
The method of claim 1, wherein the tissue is treated at a pH of from about 7 to about 8.
Claim 13
Dependent Claim
22 words
The method of claim 1, wherein the tissue is treated for a period of from about 1 minute to about 6 hours.
Claim 14
Dependent Claim
11 words
Cross-linked biological tissue produced according to the method of claim 1.
Claim 15
Independent Claim
33 words
A method for cross-linking collagen-containing biological tissue comprising treating the tissue under effective cross-linking conditions with a compound having the formula OCN--X--NCO where X is a C 8 to C 40 aliphatic chain.
Claim 16
Independent Claim
33 words
A method for cross-linking collagen-containing biological tissue comprising treating the tissue under effective cross-linking conditions with a compound having the formula OCN--X--NCO where X is a C 8 to C 40 aliphatic chain.
Claim 17
Dependent Claim
13 words
The method of claim 14, wherein X is derived from dimerized fatty acids.
Claim 18
Dependent Claim
39 words
The method of claim 15, wherein the fatty acid is selected from the group consisting of elaidic acid, oleic acid, linoleic acid, linolenic acid, arachidonic acid, eicosapentaenoic acid, lauric acid, myristic acid, pentadecylic acid, palmitic acid and stearic acid.
Claim 19
Dependent Claim
12 words
The method of claim 14, wherein X is a C 36 aliphatic.
Claim 20
Dependent Claim
18 words
The method of claim 14, wherein the tissue is derived from human, bovine, porcine, horse, sheep, or rabbit.
Claim 21
Dependent Claim
29 words
The method of claim 14, wherein the tissue comprises a tissue of a tendon, ligament, heart valve, dura mater, pericardium, skin patch, pericardial patch, aortic patch or tympanic membrane.
Claim 22
Dependent Claim
39 words
The method of claim 14, wherein the tissue is treated in a solvent selected from the group consisting of C 1 -C 4 alcohols, C 3 -C 6 ketones, and polyhydroxy compounds having molecular weights less than about 1000.
Claim 23
Dependent Claim
31 words
The method of claim 14, wherein the tissue is treated in a solvent selected from the group consisting of isopropanol, methyl ethyl ketone, cyclohexanone, glycerol, ethylene glycol, n-methyl pyrrolidinone, and dimethylsulfoxide.
Claim 24
Dependent Claim
20 words
The method of claim 14, wherein the tissue is treated at a pH of from about 6 to about 9.
Claim 25
Dependent Claim
20 words
The method of claim 14, wherein the tissue is treated at a pH of from about 7 to about 8.
Claim 26
Dependent Claim
21 words
The method of claim 14, wherein the tissue is treated for a period of about 1 minute to about 6 hours.
Claim 27
Dependent Claim
11 words
Cross-linked biological tissue produced according to the method of claim 14.
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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) | 2003-12-05 | 2004-06-05 | 2004-12-05 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2007-12-05 | 2008-06-05 | 2008-12-05 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2011-12-05 | 2012-06-05 | 2012-12-05 | $7700.00 | Window Closed / Lapsed |