title: Well-defined Poly(lactic acid)s Containing Poly(ethylene glycol) Side-chains.
abstract: Poly(ethylene glycol) (PEG) side-chain functionalized lactide analogues have been synthesized in four steps from commercially available L-lactide. The key step in the synthesis is the 1,3-dipolar cycloaddition between PEG-azides and a highly strained spirolactide-heptene monomer, which proceeds in high conversions. The PEG-grafted lactides analogues were polymerized via ring-opening polymerization using triazacyclodecene as organocatalyst to give well-defined tri- and hepta-(ethylene glycol)-poly(lactide)s (PLA) with molecular weights above 10 kDa and polydispersity indices between 1.6 and 2.1. PEG-poly(lactide) (PLA) with PEG chain M(n) 2000 was also prepared but GPC analysis showed a bimodal profile indicating the presence of starting macromonomer. Cell adhesion assays were performed using MC3T3 E-1 osteoblast-like cells demonstrating that PEG-containing PLA reduces cell adhesion significantly when compared to unfunctionalized PLA.
authors.affiliation: Molecular Design Institute and Department of Chemistry, New York University, New York, NY 10003 (USA).
authors.forename: José A
authors.initials: JA
authors.lastname: Castillo
authors.forename: Dorothee E
authors.initials: DE
authors.lastname: Borchmann
authors.forename: Amy Y
authors.initials: AY
authors.lastname: Cheng
authors.forename: Yufeng
authors.initials: Y
authors.lastname: Wang
authors.forename: Chunhua
authors.initials: C
authors.lastname: Hu
authors.forename: Andrés J
authors.initials: AJ
authors.lastname: García
authors.forename: Marcus
authors.initials: M
authors.lastname: Weck