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Chemical Defense of the Crust Fungus Aleurodiscus amorphus by a Tailor‐Made Cyanogenic Cyanohydrin Ether
Author(s) -
Kindler Bernhard L. J.,
Spiteller Peter
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.200702481
Subject(s) - glycosidic bond , moiety , hydrolysis , chemistry , ether , fungus , acid hydrolysis , cyanohydrin , organic chemistry , biochemistry , stereochemistry , botany , biology , enzyme , catalysis
A mighty midget! When injured, the crust fungus A. amorphus (left in the picture) releases hydrocyanic acid by an oxidative mechanism so far unknown in nature. In contrast to cyanogenic glycosides in which the smooth hydrolysis of the glycosidic bond is essential for the liberation of hydrocyanic acid, in aleurodisconitrile the oxidation‐prone aromatic moiety enables the release of hydrocyanic acid.