Chemical Defense of the Crust Fungus Aleurodiscus amorphus by a Tailor-Made Cyanogenic Cyanohydrin Ether

Chemical Defense of the Crust Fungus Aleurodiscus amorphus by a Tailor-Made Cyanogenic Cyanohydrin Ether

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 ac...

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Veröffentlicht in:Angewandte Chemie (International ed.) 2007-01, Vol.46 (42), p.8076-8078
Hauptverfasser: Kindler, Bernhard L.J, Spiteller, Peter
Format: Artikel
Sprache:eng
Schlagworte:
Aminoglycosides - chemistry
chemical defense
Esters - chemical synthesis
Esters - chemistry
fungi
hydrocyanic acid
Molecular Structure
natural products
Nitriles - chemistry
Oxidation-Reduction
Stereoisomerism
structure elucidation
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Beschreibung
Zusammenfassung: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.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200702481