Ziwen Jiang1,2, Huan He1,3, Hongxu Liu1, S Thayumanavan1,4,5,6. 1. Department of Chemistry, University of Massachusetts Amherst, Amherst, Massachusetts. 2. Department of Pharmaceutical Chemistry, University of California, San Francisco, California. 3. DuPont Electronics & Imaging, Marlborough, Massachusetts. 4. Molecular and Cellular Biology Program, University of Massachusetts Amherst, Amherst, Massachusetts. 5. Center for Bioactive Delivery at the Institute for Applied Life Sciences, University of Massachusetts Amherst, Amherst, Massachusetts. 6. Department of Biomedical Engineering, University of Massachusetts Amherst, Amherst, Massachusetts.
Abstract
Reversible addition-fragmentation chain-transfer (RAFT) polymerization is a commonly used polymerization methodology to generate synthetic polymers. The products of RAFT polymerization, i.e., RAFT polymers, have been widely employed in several biologically relevant areas, including drug delivery, biomedical imaging, and tissue engineering. In this article, we summarize a synthetic methodology to display an azide group at the chain end of a RAFT polymer, thus presenting a reactive site on the polymer terminus. This platform enables a click reaction between azide-terminated polymers and alkyne-containing molecules, providing a broadly applicable scaffold for chemical and bioconjugation reactions on RAFT polymers. We also highlight applications of these azide-terminated RAFT polymers in fluorophore labeling and for promoting organelle targeting capability.
Reversible addition-fragmentation chain-transfer (RAFT) polymerization is a commonly used polymerization methodology to generate synthetic polymers. The products of RAFT polymerization, i.e., RAFT polymers, have been widely employed in several biologically relevant areas, including drug delivery, biomedical imaging, and tissue engineering. In this article, we summarize a synthetic methodology to display an azide group at the chain end of a RAFT polymer, thus presenting a reactive site on the polymer terminus. This platform enables a click reaction between azide-terminated polymers and alkyne-containing molecules, providing a broadly applicable scaffold for chemical and bioconjugation reactions on RAFT polymers. We also highlight applications of these azide-terminated RAFT polymers in fluorophore labeling and for promoting organelle targeting capability.
Authors: Damien Quémener; Thomas P Davis; Christopher Barner-Kowollik; Martina H Stenzel Journal: Chem Commun (Camb) Date: 2006-10-12 Impact factor: 6.222