US20060099326A1
Expired / Lapsed
US
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Method for attachment of biomolecules to medical device surfaces
Assignee: Medtronic Inc
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Filing: 2005-12-07
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Granted: —
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Expires: 2025-12-07
Abstract
Abstract A method for making a medical device having at least one biomolecule immobilized on a substrate surface is provided. One method of the present invention includes immobilizing a biomolecule comprising an unsubstituted amide moiety on a biomaterial surface. Another method of the present invention includes immobilizing a biomolecule on a biomaterial surface comprising an unsubstituted amide moiety. Still another method of the present invention may be employed to crosslink biomolecules comprising unsubstituted amide moieties immobilized on medical device surfaces. Additionally, one method of the present invention may be employed to crosslink biomolecules comprising unsubstituted amide moieties in solution, thereby forming a crosslinked biomaterial or a crosslinked medical device coating.
Inventors
- 👤 James Keogh
- 👤 Paul Trescony
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-22 22:06
CPC Classifications
A; A61; A61L; A61L27/00; A61L27/28; A61K; A61K38/00; A61K38/16; A61K38/43; A61L27/14; A61L27/22; A61L27/24; A61L27/34; A61L27/36; A61L27/3604; A61L27/3625; A61L27/3641; A61L27/3645; A61L27/50; A61L27/54; A61L29/00; A61L29/08; A61L29/085; A61L31/00; A61L31/08; A61L31/10; A61L31/14; A61L31/16; A61L33/00; A61L33/0005; A61L33/0011; A61L33/0029; A61L33/0047; A61L33/0076; A61L33/0082; A61L33/06; A61L33/12; A61L33/128; A61L33/18; C; C08; C08L; C08L89/00; C12; C12N; C12N11/00; C12N11/02; C12N11/14; G; G01; G01N; G01N33/00; G01N33/48; G01N33/50; G01N33/53; G01N33/543; A61L2300/00; A61L2300/60; A61L2300/606; Y; Y10; Y10S; Y10S530/00; Y10S530/81; Y10S530/811; Y10S530/812; Y10S530/815; Y10S530/816
Claims Analysis
Total Claims: 72
Claim 1
Independent Claim
5 words
1 - 34 . (canceled)
Claim 2
Dependent Claim
5 words
1 - 34 . (canceled)
Claim 3
Dependent Claim
85 words
35 . A method of forming a coated tissue heart valve, the coating imparting improved cell binding characteristics to the surface of the heart valve, the method comprising the steps of: (a) providing the heart valve; (b) providing a biomolecule, the biomolecule comprising an arginine, glycine and aspartic acid amino acid sequence; and (c) combining the biomolecule with the surface of the tissue heart valve to form a chemical bond, the chemical bond immobilizing the biomolecule on the surface, the immobilized biomolecule forming the coating.
Claim 4
Dependent Claim
85 words
35 . A method of forming a coated tissue heart valve, the coating imparting improved cell binding characteristics to the surface of the heart valve, the method comprising the steps of: (a) providing the heart valve; (b) providing a biomolecule, the biomolecule comprising an arginine, glycine and aspartic acid amino acid sequence; and (c) combining the biomolecule with the surface of the tissue heart valve to form a chemical bond, the chemical bond immobilizing the biomolecule on the surface, the immobilized biomolecule forming the coating.
Claim 5
Dependent Claim
15 words
36 . The method of claim 35 wherein the biomolecule is a naturally occurring biomolecule.
Claim 6
Dependent Claim
15 words
37 . The method of claim 35 wherein the biomolecule is a chemically synthesized biomolecule.
Claim 7
Dependent Claim
13 words
38 . The method of claim 35 wherein the biomolecule is a peptide.
Claim 8
Dependent Claim
15 words
39 . The method of claim 38 wherein the peptide is a cell attachment peptide.
Claim 9
Dependent Claim
13 words
40 . The method of claim 35 wherein the biomolecule is a protein.
Claim 10
Dependent Claim
15 words
41 . The method of claim 40 wherein the protein is a cell attachment protein.
Claim 11
Dependent Claim
12 words
42 . The method of claim 40 wherein the protein is fibrinogen.
Claim 12
Dependent Claim
12 words
43 . The method of claim 40 wherein the protein is fibronectin.
Claim 13
Dependent Claim
12 words
44 . The method of claim 40 wherein the protein is vitronectin.
Claim 14
Dependent Claim
12 words
45 . The method of claim 40 wherein the protein is collagen.
Claim 15
Dependent Claim
16 words
46 . The method of claim 35 wherein the heart valve is implantable in a heart.
Claim 16
Dependent Claim
31 words
47 . The method of claim 35 further comprising the step of combining at least one reducing agent selected from the group consisting of sodium borohydride, sodium cyanoborohydride and amine borane.
Claim 17
Dependent Claim
31 words
48 . The method of claim 35 further comprising the step of combining a chemical moiety of the biomolecule with a chemical moiety of the surface to form the chemical bond.
Claim 18
Dependent Claim
18 words
49 . The method of claim 48 wherein the chemical moiety of the biomolecule is an aldehyde moiety.
Claim 19
Dependent Claim
21 words
50 . The method of claim 49 wherein the aldehyde moiety is formed by combining a periodate with a 2-aminoalcohol moiety.
Claim 20
Dependent Claim
29 words
51 . The method of claim 50 wherein the periodate comprises at least one of a periodic acid, a sodium periodate, an alkali metal periodate, and a potassium periodate.
Claim 21
Dependent Claim
21 words
52 . The method of claim 49 wherein the aldehyde moiety is formed by combining a periodate with a 1,2-dihydroxy moiety.
Claim 22
Dependent Claim
29 words
53 . The method of claim 52 wherein the periodate comprises at least one of a periodic acid, a sodium periodate, an alkali metal periodate, and a potassium periodate.
Claim 23
Dependent Claim
18 words
54 . The method of claim 48 wherein the chemical moiety of the biomolecule is an epoxide moiety.
Claim 24
Dependent Claim
18 words
55 . The method of claim 48 wherein the chemical moiety of the biomolecule is an isocyanate moiety.
Claim 25
Dependent Claim
18 words
56 . The method of claim 48 wherein the chemical moiety of the biomolecule is a 1,2-dicarbonyl moiety.
Claim 26
Dependent Claim
18 words
57 . The method of claim 48 wherein the chemical moiety of the biomolecule is a phosphate moiety.
Claim 27
Dependent Claim
18 words
58 . The method of claim 48 wherein the chemical moiety of the biomolecule is a sulphate moiety.
Claim 28
Dependent Claim
18 words
59 . The method of claim 48 wherein the chemical moiety of the biomolecule is a carboxylate moiety.
Claim 29
Dependent Claim
18 words
60 . The method of claim 48 wherein the chemical moiety of the surface is a guanidino moiety.
Claim 30
Dependent Claim
23 words
61 . The method of claim 60 wherein the guanidino moiety is formed by combining an amine moiety with a guanidino forming agent.
Claim 31
Dependent Claim
40 words
62 . The method of claim 61 wherein the guanidino forming agent is selected from the group consisting of S-ethylthiouronium bromide, S-ethylthiouronium chloride, O-methylisourea, O-methylisouronium sulfate, O-methylisourea hydrogen sulfate, S-methylisothiourea, 2-methyl-1-nitroisourea, aminoiminomethanesulfonic acid, cyanamide, cyanoguanide, dicyandiamide, 3,5-dimethyl-1-guanylpyrazole nitrate and 3,5-dimethylpyrazole.
Claim 32
Dependent Claim
16 words
63 . The method of claim 61 further comprising the step of combining a stabilizing agent.
Claim 33
Dependent Claim
15 words
64 . The method of claim 63 wherein the stabilizing agent is a borate ion.
Claim 34
Dependent Claim
24 words
65 . The method of claim 61 wherein the amine moiety is formed by combining an unsubstituted amide moiety with an amine forming agent.
Claim 35
Dependent Claim
35 words
66 . The method of claim 65 wherein the amine forming agent is selected from the group consisting of bromine, bromide, bromite, hypobromite, chlorine, chloride, chlorite, hypochlorite, lead tetraacetate, benzyltrimethylammonium tribromide, [bis(trifluoroacetoxy)iodo]benzene, hydroxy(tosyloxy)iodobenzene and iodosylbenzene.
Claim 36
Dependent Claim
19 words
67 . The method of claim 48 wherein the chemical moiety of the surface is a primary amine moiety.
Claim 37
Dependent Claim
25 words
68 . The method of claim 67 wherein the primary amine moiety is formed by combining an unsubstituted amide moiety with an amine forming agent.
Claim 38
Dependent Claim
35 words
69 . The method of claim 68 wherein the amine forming agent is selected from the group consisting of bromine, bromide, bromite, hypobromite, chlorine, chloride, chlorite, hypochlorite, lead tetraacetate, benzyltrimethylammonium tribromide, [bis(trifluoroacetoxy)iodo]benzene, hydroxy(tosyloxy)iodobenzene and iodosylbenzene.
Claim 39
Dependent Claim
18 words
70 . The method of claim 48 wherein the chemical moiety of the surface is an aldehyde moiety.
Claim 40
Dependent Claim
21 words
71 . The method of claim 70 wherein the aldehyde moiety is formed by combining a periodate with a 2-aminoalcohol moiety.
Claim 41
Dependent Claim
29 words
72 . The method of claim 71 wherein the periodate comprises at least one of a periodic acid, a sodium periodate, an alkali metal periodate, and a potassium periodate.
Claim 42
Dependent Claim
21 words
73 . The method of claim 70 wherein the aldehyde moiety is formed by combining a periodate with a 1,2-dihydroxy moiety.
Claim 43
Dependent Claim
29 words
74 . The method of claim 73 wherein the periodate comprises at least one of a periodic acid, a sodium periodate, an alkali metal periodate, and a potassium periodate.
Claim 44
Dependent Claim
18 words
75 . The method of claim 48 wherein the chemical moiety of the surface is an epoxide moiety.
Claim 45
Dependent Claim
18 words
76 . The method of claim 48 wherein the chemical moiety of the surface is an isocyanate moiety.
Claim 46
Dependent Claim
18 words
77 . The method of claim 48 wherein the chemical moiety of the surface is a 1,2-dicarbonyl moiety.
Claim 47
Dependent Claim
18 words
78 . The method of claim 48 wherein the chemical moiety of the surface is a phosphate moiety.
Claim 48
Dependent Claim
18 words
79 . The method of claim 48 wherein the chemical moiety of the surface is a sulphate moiety.
Claim 49
Dependent Claim
18 words
80 . The method of claim 48 wherein the chemical moiety of the surface is a carboxylate moiety.
Claim 50
Dependent Claim
18 words
81 . The method of claim 48 wherein the chemical moiety of the biomolecule is a guanidino moiety.
Claim 51
Dependent Claim
23 words
82 . The method of claim 81 wherein the guanidino moiety is formed by combining an amine moiety with a guanidino forming agent.
Claim 52
Dependent Claim
40 words
83 . The method of claim 82 wherein the guanidino forming agent is selected from the group consisting of S-ethylthiouronium bromide, S-ethylthiouronium chloride, O-methylisourea, O-methylisouronium sulfate, O-methylisourea hydrogen sulfate, S-methylisothiourea, 2-methyl-1-nitroisourea, aminoiminomethanesulfonic acid, cyanamide, cyanoguanide, dicyandiamide, 3,5-dimethyl-1-guanylpyrazole nitrate and 3,5-dimethylpyrazole.
Claim 53
Dependent Claim
16 words
84 . The method of claim 82 further comprising the step of combining a stabilizing agent.
Claim 54
Dependent Claim
15 words
85 . The method of claim 84 wherein the stabilizing agent is a borate ion.
Claim 55
Dependent Claim
24 words
86 . The method of claim 82 wherein the amine moiety is formed by combining an unsubstituted amide moiety with an amine forming agent.
Claim 56
Dependent Claim
35 words
87 . The method of claim 86 wherein the amine forming agent is selected from the group consisting of bromine, bromide, bromite, hypobromite, chlorine, chloride, chlorite, hypochlorite, lead tetraacetate, benzyltrimethylammonium tribromide, [bis(trifluoroacetoxy)iodo]benzene, hydroxy(tosyloxy)iodobenzene and iodosylbenzene.
Claim 57
Dependent Claim
19 words
88 . The method of claim 48 wherein the chemical moiety of the biomolecule is a primary amine moiety.
Claim 58
Dependent Claim
25 words
89 . The method of claim 88 wherein the primary amine moiety is formed by combining an unsubstituted amide moiety with an amine forming agent.
Claim 59
Dependent Claim
35 words
90 . The method of claim 89 wherein the amine forming agent is selected from the group consisting of bromine, bromide, bromite, hypobromite, chlorine, chloride, chlorite, hypochlorite, lead tetraacetate, benzyltrimethylammonium tribromide, [bis(trifluoroacetoxy)iodo]benzene, hydroxy(tosyloxy)iodobenzene and iodosylbenzene.
Claim 60
Dependent Claim
69 words
91 . A method of making a tissue heart valve comprising: (a) providing the heart valve; (b) providing a biomolecule, the biomolecule comprising an arginine, glycine and aspartic acid amino acid sequence; and (c) reacting a chemical moiety of the biomolecule with a chemical moiety of the tissue heart valve to form a chemical bond, the chemical bond immobilizing the biomolecule on the surface of the tissue heart valve.
Claim 61
Dependent Claim
69 words
91 . A method of making a tissue heart valve comprising: (a) providing the heart valve; (b) providing a biomolecule, the biomolecule comprising an arginine, glycine and aspartic acid amino acid sequence; and (c) reacting a chemical moiety of the biomolecule with a chemical moiety of the tissue heart valve to form a chemical bond, the chemical bond immobilizing the biomolecule on the surface of the tissue heart valve.
Claim 62
Dependent Claim
15 words
92 . The method of claim 91 wherein the biomolecule is a naturally occurring biomolecule.
Claim 63
Dependent Claim
15 words
93 . The method of claim 91 wherein the biomolecule is a chemically synthesized biomolecule.
Claim 64
Dependent Claim
13 words
94 . The method of claim 91 wherein the biomolecule is a peptide.
Claim 65
Dependent Claim
15 words
95 . The method of claim 94 wherein the peptide is a cell attachment peptide.
Claim 66
Dependent Claim
13 words
96 . The method of claim 91 wherein the biomolecule is a protein.
Claim 67
Dependent Claim
15 words
97 . The method of claim 96 wherein the protein is a cell attachment protein.
Claim 68
Dependent Claim
12 words
98 . The method of claim 96 wherein the protein is fibrinogen.
Claim 69
Dependent Claim
12 words
98 . The method of claim 96 wherein the protein is fibronectin.
Claim 70
Dependent Claim
12 words
99 . The method of claim 96 wherein the protein is vitronectin.
Claim 71
Dependent Claim
12 words
100 . The method of claim 96 wherein the protein is collagen.
Claim 72
Dependent Claim
16 words
101 . The method of claim 91 wherein the heart valve is implantable in a heart.
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