Amido-modified polylactide for potential tissue engineering applications

Poly(ester amide) copolymers based on L-lactide (2) and a new depsipeptide (1) were prepared by ring opening polymerization in the presence of Sn(Oct)(2) as the catalyst. Variable monomer feed ratios up to 2.3 mol% 1 afforded copolymers containing ester and amido functional groups in the backbone. Lower glass transition temperatures and reduced crystallization kinetics and crystallinity compared to homo-polylactide (PLA) was achieved with low levels of amido incorporation. A reactivity comparison between enchainment of 2 and 1 was determined using in situ infrared spectroscopy. An increase in shear viscosity was observed with the increase of 1 content as determined by theology studies. Cellular compatibility of the co-polymers was investigated by seeding D1 mouse stem cells onto films and characterizing cell morphology by optical microscopy. Preliminary results indicate that these novel materials exhibit reduced cell attachment compared to PLA and, pending further exploration, may have potential use in biomedical applications.