Chemical and physical characterization of a novel poly(carbonate urea) urethane surface with protein crosslinker sites.
A major complication which occurs with implantable polyurethane biomaterials is bioincompatibility between blood and the biomaterial surface. Development of a novel biodurable polyurethane surface to which biological agents, such as growth factors or anticoagulants could be covalently bound, would be beneficial. The purpose of this study was to synthesize a novel poly(carbonate urea) urethane polymer with carboxylic acid groups which would serve as "anchor" sites for protein attachment. Physical characteristics such as tensile strength, initial modulus, ultimate elongation, tear strength, water/alcohol uptake and water vapor permeation were then evaluated and compared to other biomedical-grade polyurethanes. Covalent linkage of the blood protein albumin to this novel surface was then examined. A biodurable polycarbonate-based polyurethane containing carboxylic acid groups (cPU) was synthesized using a two step procedure incorporating the chain extender 2,2-bis(hydroxymethyl)-propionic acid (DHMPA). Tensile strength of this cPU film was 2.7 and 2.6 fold greater than both a polycarbonate-based polyurethane synthesized with a 1,4-butanediol chain extender (bdPU) and Mitrathane (Mit) controls, respectively. The cPU polymer also possessed 7.8 and 31 fold greater structural rigidity upon evaluation of initial modulus as compared to the bdPU and Mit, respectively. Ultimate elongation for the bdPU films was slightly higher than the cPU and Mit films, which had comparable elongation properties. The force required to tear the bdPU film was 1.9 and 32 fold greater than the cPU and Mit films, respectively. Alcohol solution uptake by all of the polyurethane segments increased with increasing alcohol concentrations, with the cPU having the greatest uptake. Water uptake was minimal for all the polyurethanes examined and was not affected by altering pH. Water vapor permeation was lowest for the cPU films as compared to both bdPU and Mit. Swelling the cPU in 50% ethanol prior to evaluation slightly increased water vapor permeation through the films. Covalent linkage of the radiolabelled blood protein albumin (125I-BSA) to the cPU segments incubated with the heterobifunctional crosslinker 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (EDC) was greatest in the higher percent of ethanol as compared to controls. These results serve as foundation for developing a novel poly(carbonate urea) urethane with physical characteristics comparable to other medical-grade polyurethanes while having protein binding capabilities.
Phaneuf
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MD
Beth Israel Deaconess Medical Center/Harvard Medical School, Department of Surgery, Boston, MA 02115, USA.
Quist
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WC
LoGerfo
F W
FW
Szycher
M
M
Dempsey
D J
DJ
Bide
M J
MJ
D000327:Adsorption; D001672:Biocompatible Materials / Q000737:chemistry*; D001769:Blood; D002072:Butylene Glycols / Q000737:chemistry; D002264:Carboxylic Acids / Q000737:chemistry; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D003432:Cross-Linking Reagents / Q000737:chemistry*; D004548:Elasticity; D000431:Ethanol / Q000737:chemistry; D005022:Ethyldimethylaminopropyl Carbodiimide / Q000031:analogs & derivatives / Q000737:chemistry; D006863:Hydrogen-Ion Concentration; D006880:Hydroxy Acids; D008422:Materials Testing; D008567:Membranes, Artificial; D010539:Permeability; D018583:Pliability; D011076:Polycarboxylate Cement / Q000737:chemistry*; D011108:Polymers / Q000737:chemistry*; D011140:Polyurethanes / Q000737:chemistry*; D011422:Propionates / Q000737:chemistry; D019736:Prostheses and Implants; D011485:Protein Binding; D011506:Proteins / Q000737:chemistry*; D012710:Serum Albumin, Bovine / Q000737:chemistry; D013314:Stress, Mechanical; D013499:Surface Properties; D013718:Tensile Strength; D014867:Water / Q000737:chemistry
D001672:Biocompatible Materials; D002072:Butylene Glycols; D002264:Carboxylic Acids; D003432:Cross-Linking Reagents; D006880:Hydroxy Acids; D008567:Membranes, Artificial; D011076:Polycarboxylate Cement; D011108:Polymers; D011140:Polyurethanes; D011422:Propionates; D011506:Proteins; C110029:poly(carbonate urea) urethane; D014867:Water; C005506:polycarbonate; D012710:Serum Albumin, Bovine; C045786:polyurea; D000431:Ethanol; C110034:2,2-bis(hydroxymethyl)-propionic acid; C041829:1-ethyl-3-(3-(dimethylamino)propyl)carbodiimide methiodide; C039681:1,4-butanediol; D005022:Ethyldimethylaminopropyl Carbodiimide