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Intramolecular Click Cycloaddition: An Efficient Room‐Temperature Route towards Bioconjugable Polymeric Nanoparticles
Author(s) -
de Luzuriaga Alaitz Ruiz,
Ormategui Nerea,
Grande Hans J.,
Odriozola Ibon,
Pomposo José A.,
Loinaz Iraida
Publication year - 2008
Publication title -
macromolecular rapid communications
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.348
H-Index - 154
eISSN - 1521-3927
pISSN - 1022-1336
DOI - 10.1002/marc.200700877
Subject(s) - cycloaddition , click chemistry , intramolecular force , methacrylate , propargyl , materials science , azide , nanoparticle , methyl methacrylate , polymer chemistry , chemical engineering , polymerization , polymer , nanotechnology , chemistry , organic chemistry , catalysis , composite material , engineering
A highly efficient room‐temperature synthetic route to bioconjugable polymeric nanoparticles in the 5–20 nm size range based on single‐chain intramolecular click cycloaddition is described. It is illustrated by preparing single‐chain cross‐linked polymeric NPs from poly[MMA‐ co ‐(3‐azidopropyl methacrylate)‐ co ‐(3‐trimethylsilyl‐propyn‐1‐yl methacrylate)] terpolymers using a one‐pot procedure and a continuous addition technique. For polymeric NPs with an excess of azide groups, aminoacid/PMMA NPs were easily obtained by performing a second click reaction with propargyl glycine. This versatile and general method opens the way to the synthesis of other kinds of polymeric and bioconjugated NPs beyond those reported in this communication.