Oxidative method for attachment of glycoproteins or glycopeptides to surfaces of medical devices
First Claim
1. A method of forming a coating on a surface of a medical device, the coating imparting improved biocompatibility characteristics to the surface, the surface being suitable for contacting tissue, blood and other bodily fluids in or temporarily removed from a living mammalian subject, the method comprising the ordered steps of:
- (a) combining a periodate with a biomolecule, the biomolecule comprising a 1,2 dihydroxy moiety and an amino acid residue for oxidizing the 1,2 dihydroxy moiety to form an aldehyde-functional material;
(b) providing the medical device, the device having a suitable biomaterial forming the surface, an amine moiety being disposed on the surface;
(c) combining the aldehyde-functional material with the amine moiety to bond the aldehyde-functional material to the amine moiety and thereby form an imine moiety; and
(d) reacting the imine moiety with a reducing agent to form an amine linkage, the amine linkage immobilizing the biomolecule on the surface, the immobilized biomolecule forming the coating.
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Accused Products
Abstract
A method for making a medical device having at least one glycoprotein and/or glycopeptide immobilized on a substrate surface is provided. The method may include oxidizing 1,2 dihydroxy moieties with a periodate to form an aldehyde-functional material; combining the aldehyde-functional material with an amino-functional material to bond the two materials together through an imine moiety; and reacting the imine moiety with a reducing agent to form a secondary amine. Another method of the present invention may be employed to crosslink glycoproteins and/or glycopeptides immobilized on medical device surfaces. Additionally, one method of the present invention may be employed to crosslink glycoproteins and/or glycopeptides, thereby forming a crosslinked biomaterial or a crosslinked medical device coating.
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Citations
63 Claims
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1. A method of forming a coating on a surface of a medical device, the coating imparting improved biocompatibility characteristics to the surface, the surface being suitable for contacting tissue, blood and other bodily fluids in or temporarily removed from a living mammalian subject, the method comprising the ordered steps of:
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(a) combining a periodate with a biomolecule, the biomolecule comprising a 1,2 dihydroxy moiety and an amino acid residue for oxidizing the 1,2 dihydroxy moiety to form an aldehyde-functional material; (b) providing the medical device, the device having a suitable biomaterial forming the surface, an amine moiety being disposed on the surface; (c) combining the aldehyde-functional material with the amine moiety to bond the aldehyde-functional material to the amine moiety and thereby form an imine moiety; and (d) reacting the imine moiety with a reducing agent to form an amine linkage, the amine linkage immobilizing the biomolecule on the surface, the immobilized biomolecule forming the coating. - View Dependent Claims (2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20)
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21. A method of crosslinking a coating on a surface of a medical device, the coating imparting improved biocompatibility characteristics to the surface, the surface being suitable for contacting tissue, blood and other bodily fluids in or temporarily removed from a living mammalian subject, the method comprising the ordered steps of:
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(a) immobilizing a biomolecule on the surface, the biomolecule forming the coating and comprising a 1,2 dihydroxy moiety, an amino acid residue and an amine moiety; (b) applying a periodate to the coating to oxidize the 1,2 dihydroxy moiety to form an aldehyde moiety; (c) allowing the aldehyde moiety to combine with the amine moiety to form an imine moiety; and (d) reacting the imine moiety with a reducing agent to form a secondary amine and thereby cause at least portions of the coating to crosslink. - View Dependent Claims (22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38)
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39. A method of forming an insoluble crosslinked biomaterial for use in a medical device, the biomaterial being suitable for contacting tissue, blood and other bodily fluids in or temporarily removed from a living mammalian subject, the method comprising the ordered steps of:
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(a) combining a periodate with at least two different cross-linking biomolecules, each biomolecule comprising a 1,2 dihydroxy moiety, an amino acid residue, and an amine moiety, the periodate oxidizing the 1,2 dihydroxy moiety to form an aldehyde moiety; (b) allowing the aldehyde moiety of one biomolecule to combine with the amine moiety of another biomolecule to form an imine moiety; and (c) reacting the imine moiety with a reducing agent to form a secondary amine and thereby forming an insoluble crosslinked biomaterial. - View Dependent Claims (40, 41, 42, 43, 44, 45, 46, 47, 48, 49, 50, 51, 52, 53, 54, 55, 56, 57, 58, 59, 60, 61, 62, 63)
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Specification