Biosynthesis of aromatic isoprenoids. Part 5. The preparation of 1-(3,3-dimethylallyl)-L-tryptophan and cyclo-L-aianyl-1-(3,3-dimethylallyl)-L-tryptophan and their non-incorporation into echinulin

Abstract

1-([1-³H]-3,3 Dimethylallyl)-L-tryptophan and cyclo-L-alanyl-1-([1-³H]-3,3-dimethylallyl)-L-tryptophan have been synthesised. Neither compound served as a precursor of echinulin in surface cultures of Aspergillus amstelodami. In parallel feeding experiments, DL-[2-¹⁴C]-mevalonic acid lactone and [methylene-¹⁴C]-L-tryptophan were efficiently incorporated into echinulin.