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A Comparison of Triazole‐forming Bioconjugation Techniques for Constructing Comb‐Shaped Peptide–Polymer Bioconjugates
Author(s) -
Canalle Luiz A.,
van der Knaap Matthijs,
Overhand Mark,
van Hest Jan C. M.
Publication year - 2011
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.201000507
Subject(s) - bioconjugation , moiety , cycloaddition , click chemistry , azide , surface modification , chemistry , polymer , peptide , alkyne , combinatorial chemistry , steric effects , triazole , polymer chemistry , materials science , stereochemistry , organic chemistry , catalysis , biochemistry
The grafting‐to of a peptide to a side chain functional polymer was investigated using “click” chemistry. Two click reactions were compared: the copper‐free strain‐promoted azide‐alkyne 1,3‐cycloaddition (SPAAC) and the traditional copper‐catalyzed azide‐alkyne 1,3‐cycloaddition (CuAAC). For the resulting comb‐shaped products, it was found that the steric bulk of the conjugation moiety used in SPAAC limits the degree of grafting for these highly dense systems, whereas CuAAC gives (near) quantitative functionalization.