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Periodic Incorporation of Pendant Hydroxyl Groups in Repeating Sequence PLGA Copolymers

Ryan M Stayshich, Ryan M Weiss, Jian Li, Tara Y Meyer

Macromol Rapid Commun. 2011 Jan 17;32(2):220-5.

PMID: 21433144

Abstract:

A series of repeating sequence poly(lactic-co-glycolic acid) copolymers (RSC PLGAs) has been prepared with the precise incorporation of a pendant benzyl-ether substituted monomer derived from serine. Copolymers were synthesized from the assembly of sequence-specific, stereopure dimeric, and trimeric segmers of lactic, glycolic, and (S)-3-benzyloxy-2-hydroxypropionic acids with controlled and varied tacticities. Deprotection of the hydroxyl groups was accomplished by catalytic hydrogenolysis to yield highly functionialized, hydrophilic polyesters. The (1)H and (13)C NMR spectra for all of the copolymers were consistent with sequence and stereochemical retention and lacked the signal broadening that is inherent with more random copolymers.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP870718073 3-Benzyloxy-2,6-difluorophenylboronic acid 3-Benzyloxy-2,6-difluorophenylboronic acid 870718-07-3 Price
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