Premium
Proof of the Existence of an Unstable Amino Acid: Pleurocybellaziridine in Pleurocybella porrigens
Author(s) -
Wakimoto Toshiyuki,
Asakawa Tomohiro,
Akahoshi Saeko,
Suzuki Tomohiro,
Nagai Kaoru,
Kawagishi Hirokazu,
Kan Toshiyuki
Publication year - 2011
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.201004646
Subject(s) - mushroom , amino acid , chemistry , stereochemistry , biology , biochemistry , food science
Angel's wing mushroom, Pleurocybella porrigens , caused fatal acute encephalopathy in Japan in 2004. The structures of cytotoxic amino acids previously isolated from the mushroom motivated a study to prove the existence of an aziridine amino acid, pleurocybellaziridine ( 1 ), found in the mushroom. The ester forms of synthetic 1 were used to confirm that the fruiting bodies contained high amounts of 1 . Furthermore, 1 showed significant toxicity towards rat oligodendrocytes.