~-[2,4,5,6,7-2H~lTryptophan has been incorporated into roquefortine and aszonalenin, by Penicillium roqueforti and by Aspergillus zonatus respectively, with retention of five deuterium atoms; the 5a-hydrogen of each of these metabolites is derived from the 2-hydrogen of tryptophan, contrary to an earlier report.A considerable degree of interest has been shown during the last two decades in the biosynthesis of tryptophan-derived metabolites that contain a 1 ,l-dimethylallyl substituent.1.2 In this connection Barrow et al. have reported that isotopic label from [2,4,5,6,7-2H5]tryptophan was incorporated by a trypto-
Biosynthesis of the Mould Metabolites Roquefortine (I) and Aszonalenin (II) from L-(2,4,5,6,7-2H5)Tryptophan -(incorporation of labelled L-tryptophan into (I) by Penicillium roqueforti and (II) by Aspergillus zonatus with retention of five deuterium atoms; the 5a-hydrogen of (I) and (II) is derived from the 2-hydrogen of tryptophan). -(BHAT, B.; HARRISON, D. M.; LAMONT, H. M.; Tetrahedron 49 (1993) 46, 10663-10668; Dep. Chem., Univ. Warwick, Coventry CV4 7AL, UK; EN)
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