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Photomodulation of the Conformation of Cyclic Peptides with Azobenzene Moieties in the Peptide Backbone
Author(s) -
Behrendt Raymond,
Renner Christian,
Schenk Michaela,
Wang Fengqi,
Wachtveitl Josef,
Oesterhelt Dieter,
Moroder Luis
Publication year - 1999
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/(sici)1521-3773(19990917)38:18<2771::aid-anie2771>3.0.co;2-w
Subject(s) - azobenzene , photoisomerization , peptide , chemistry , cyclic peptide , benzoic acid , stereochemistry , isomerization , molecule , organic chemistry , catalysis , biochemistry
The cis ⇌ trans photoisomerization of the azobenzene building block 4‐(4‐aminophenylazo)benzoic acid incorporated in a cyclic peptide (see scheme) facilitated a two‐state transition of the peptide chain from a rigid constrained conformation in the trans isomer into the largely free conformational space of the cis isomer.