Combining ATRP and "click" chemistry:: a promising platform toward functional biocompatible polymers and polymer bioconjugates
Combining ATRP and "click" chemistry:: a promising platform toward functional biocompatible polymers and polymer bioconjugates
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DOI：
10.1021/ma061557n
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发表时间：
2006-09-19
期刊：
影响因子：
5.5
通讯作者：
Weichenhan, Katja
中科院分区：
文献类型：
--
作者：
Lutz, Jean-Francois;Boerner, Hans G.;Weichenhan, Katja
The bromine chain-ends of well-defined poly(oligo(ethylene glycol) acrylate) (POEGA) (M-n = 6850 g(.)mol(-1), M-w/M-n = 1.21) prepared using ATRP were successfully transformed into various functional end groups (omega-hydroxy, omega-amino, and omega-Fmoc-amino acid) via a two step pathway: (1) substitution of the bromine terminal atom by an azide function, (2) 1,3-dipolar cycloaddition of the terminal azide and functional alkynes (propargyl alcohol, propargylamine, and N-R-(9-fluorenylmethyloxycarbonyl)-L-propargylglycine). The efficient "click" cycloaddition was confirmed in all cases by H-1 NMR or SEC-UV analysis. Moreover, this two-step synthetic strategy was also studied for preparing polymer-b-oligopeptide bioconjugates. Well-defined POEGA-b-GGRGDG was obtained in high yields via the "click" ligation of the azido functional POEGA and the alkyne functional oligopeptide GGRGDG.
