IngentaConnect Synthesis and characterization of functional elastomeric poly(est...

Authors: Jokhadze, G.¹; Machaidze, M.¹; Panosyan, H.²; Chu, C.C.³; Katsarava, R.¹

Source: Journal of Biomaterials Science, Polymer Edition, Volume 18, Number 4, 2007 , pp. 411-438(28)

Abstract:

A new family of random co-poly(ester amides)s (co-PEAs) having reactive pendant functional carboxylic acid groups were synthesized by co-polycondensation of di-p-toluenesulfonic acid salts of bis-(L-α-amino acid (L-leucine and/or L-phenylalanine)) α,ω-alkylene diesters with active diesters of dicarboxylic acids using di-p-toluenesulfonic acid salt of L-lysine benzyl ester as a co-monomer. The lateral benzyl ester groups in the L-lysine segment of co-PEAs were subsequently transformed into free COOH groups by catalytic hydrogenolysis using Pd black as a catalyst. The co-PEA-based polyacids obtained, as well as the original co-PEA having lateral benzyl ester groups were characterized by standard methods. In vitro biodegradation studies in the presence of hydrolases like α-chymotrypsin and lipase showed significant enzymatic-catalyzed biodegradation of these co-PEAs. These co-PEA-based polyacids were used for covalent attachment of iminoxyl radicals (4-amino-TEMPO) and in vitro biodegradation of 4-aminoTEMPO attached polymer was studied along with releasing kinetic of iminoxyl radical.

Keywords: BIODEGRADABLE; BIOMATERIALS; POLYCONDENSATION; ENZYMES; ELASTOMERS; POLY(ESTER AMIDE)S; NITRIC OXIDE

Document Type: Research article

DOI: 10.1163/156856207780425031

Affiliations: 1: Research Centre for Medical Polymers and Biomaterials, Georgian Technical University, P.O. Box 24, Tbilisi 0179, Georgia, USA 2: Molecule Structure Research Center, National Academy of Sciences of Armenia, Azatutyan Avenue 26, Yerevan-14, Armenia, USA 3: Fiber and Polymer Science Program, Department of Textiles & Apparel Design, Cornell University, Ithaca, NY 14853-4401, USA; Biomedical Engineering Program, Cornell University, Ithaca, NY 14853-4401, USA

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Synthesis and characterization of functional elastomeric poly(ester amide) co-polymers