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A Practical Solid‐Phase Synthesis of Glu 7 ‐Phalloidin and Entry into Fluorescent F‐Actin‐Binding Reagents
Author(s) -
Schuresko Laura A.,
Lokey R. Scott
Publication year - 2007
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.200700017
Subject(s) - phalloidin , amanita phalloides , actin , chemistry , fluorescence , reagent , combinatorial chemistry , actin binding protein , biophysics , actin cytoskeleton , cytoskeleton , biochemistry , biology , organic chemistry , cell , physics , botany , quantum mechanics
Simple synthesis of a potent probe : An efficient solid‐phase synthesis of Glu 7 ‐phalloidin (the resin‐bound cyclic peptide shown) features the one‐pot I 2 ‐mediated deprotection of S ‐tritylcysteine and formation of the Cys–Trp thioether bridge. A fluorescent conjugate of the resulting phalloidin analogue shows specific staining of F‐actin (filamentous actin) in fixed mammalian epithelial cells (see fluorescence micrograph). Fmoc=9‐fluorenylmethoxycarbonyl.