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Azobenzene Photoswitches for Staudinger–Bertozzi Ligation
Author(s) -
Szymański Wiktor,
Wu Bian,
Poloni Claudia,
Janssen Dick B.,
Feringa Ben L.
Publication year - 2013
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201208596
Subject(s) - azobenzene , photostationary state , azide , chemistry , aqueous solution , materials science , polymer chemistry , organic chemistry , photoisomerization , molecule , catalysis , isomerization
Click to switch : A novel family of azobenzenes containing residues needed for aqueous Staudinger–Bertozzi ligation to azides was designed (see scheme). The resulting photochromes show stable and reversible switching behavior in water, with a photostationary state (PSS) of up to 95:5 cis/trans. Applications in model systems include the modification of azide‐bearing surfaces and proteins.