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Synthesis, characterization and biodegradation of functionalized amino acid-based poly(ester amide)s
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Synthesis, characterization and biodegradation of functionalized amino acid-based poly(ester amide)sA series of biodegradable functional amino acid-based poly(ester amide)s (PEA-AG) were designed and
synthesized by the solution co-polycondensation of amino acid (L-phenylalanine andDL-2-allylglycine)
based monomers and dicarboxylic acid based monomers. Pendant carboncarbon double bonds located
in the DL-2-allylglycine were incorporated into these PEA-AGs, and the double bond contents could be
adjusted by tuning the feed ratio ofL-phenylalanine toDL-2-allylglycine monomers. Chemical structures
of this new functional PEA-AG family were confirmed by FTIR and NMR spectra. The thermal properties
of these polymers were investigated; increasing the methylene chain in both the amino acid and
dicarboxlic acid segments resulted in a reduction in the polymer glass-transition temperature. The short-termin vitro biodegradation properties of PEA-AGs were investigated as a function of PEA-AG chemical
structures and enzymes. Based on the weight loss data, PEA-AGs biodegraded much faster in an enzyme
solution than in a PBS buffer solution. The utility of the pendant functional carboncarbon double bonds
in PEA-AG was demonstrated by synthesizing additional functional PEA derivatives. The incorporation of
the functional pendant carboncarbon double bonds along the PEA-AG chains could significantly expand
the biomedical applications of these functional PEA-AGs via either their capability to conjugate bioactive
agents or prepare additional useful functiona
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