Aliphatic poly(ester‐carbonate)s bearing amino groups and its RGD peptide grafting

Abstract

AbstractThis article deals with (1) synthesis of novel cyclic carbonate monomer (2‐oxo [1,3]dioxan‐5‐yl)carbamic acid benzyl ester (CAB) containing protected amino groups; (2) ring‐opening copolymerization of the cyclic monomer with L‐lactide (LA) to provide novel degradable poly(ester‐carbonate)s with functional groups; (3) removal of the protective benzyloxycarbonyl (Cbz) groups by catalytic hydrogenation to afford the corresponding poly(ester‐co‐carbonate)s with free amino groups; (4) grafting of oligopeptide Gly‐Arg‐Gly‐Asp‐Ser‐Tyr (GRGDSY, abbreviated as RGD) onto the copolymer pendant amino groups in the presence of 1,1′‐carbonyldiimidazole (CDI). The structures of P(LA‐co‐CA/RGD) and its precursor were confirmed by 1H NMR analysis. Cell experiments showed that P(LA‐co‐CA/RGD) had improved adhesion and proliferation behavior. Therefore, the novel RGD‐grafted block copolymer is promising for cell or tissue engineering applications. © Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 46: 7022–7032, 2008