Stereochemical course of the α,β-desaturation ofL- tryptophan in the biosynthesis of cryptoechinuline A in Aspergillus amstelodami

Abstract
Incorporation of stereospecifically labelled L-tryptophan into cryptoechinuline A (3), which has been assigned the (z)-configuration from examination of its natural and 13C-enriched 13C n.m.r. spectra, proceeds with removal of a pro-S hydrogen atom from the β-methylene position; a new metabolite, cryptoechinuline C (5) has also been isolated.

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