A Practical Solid‐Phase Synthesis of Glu 7 ‐Phalloidin and Entry into Fluorescent F‐Actin‐Binding Reagents | Zendy

Schuresko Laura A. | Zendy; Lokey R. Scott | Zendy

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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.

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