Synthesis of the methyl ester of tritium-labeled AK-toxin I, a host-specific toxin produced by Alternaria alternata Japanese pear pathotype

M Okada, H Miyagawa, T Ueno

Index: Okada, Masakazu; Miyagawa, Hisashi; Ueno, Tamio Bioscience, Biotechnology and Biochemistry, 1999 , vol. 63, # 7 p. 1253 - 1260

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Citation Number: 7

Abstract

AK-toxin I, a host-specific toxin to Japanese pear (Pyrus serotina), was synthesized as its methyl ester from three precursor fragments: conjugated diene-carboxylic acid, chiral epoxyalcohol and β-methylphenylalanine. The epoxyalcohol fragment was derived from d- fructose, in which effective homologation of the hemiacetal carbon to alkyne by using dimethyl 1-diazo-2-oxopropylphosphonate was the key reaction. The diene-carboxylic ...