Well-defined polymers with activated ester and protected aldehyde side chains for bio-functionalization

HWANG, J and LI, R and MAYNARD, H. (2007) Well-defined polymers with activated ester and protected aldehyde side chains for bio-functionalization. Journal of Controlled Release, 122 (3). pp. 279-286. ISSN 01683659

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Abstract

Polymers with reactive side chains and narrow molecular weight distributions were synthesized by reversible addition-fragmentation chain transfer (RAFT) polymerization, and the potential to utilize these polymers to prepare drug carriers was demonstrated. p-Nitrophenyl methacrylate (NPMA) and diethoxypropyl methacrylate (DEPMA) were polymerized utilizing cumyl dithiobenzoate (CDB) as the chain transfer agent and azobisisobutyronitrile (AIBN) as the initiator to high conversions (≥ 86%). The resulting pNPMA and pDEPMA had narrow molecular weight distributions (polydispersity indices < 1.3). The ability to functionalize these polymers was confirmed. For pNPMA, up to 86% of the side chains were substituted with the amino acid, glycine methyl ester. The side chains of pDEPMA were hydrolyzed to aldehydes and reaction with O-benzylhydroxylamine and O-methylhydroxylamine to form stable oxime bond conjugates was demonstrated. The percent substitution depended on the feed ratios. Conjugation of an aminooxy-functionalized RGD peptide was also demonstrated.

Item Type: Article
InterNano Taxonomy: Nanoscale Objects and Nanostructured Materials > Nanostructured Materials > Block copolymers
Nanomanufacturing Processes > Biological Techniques
Collections: Nanomanufacturing Research Collection
Depositing User: Moureen Kemei
Date Deposited: 31 Mar 2010 21:54
Last Modified: 31 Mar 2010 21:54
URI: http://eprints.internano.org/id/eprint/397

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