Investigation of the stereochemistry of the tri- and tetra-ketide hydroxyacyl intermediates in the biosynthesis of the polyketide aspyrone in Aspergillus malleus using deuterium labelling and deuterium NMR spectroscopy

Abstract

Following administration of both enantiomers of the hydroxyacyl tri- and tetra-ketide intermediates in the biosynthesis of aspyrone labelled with deuterium to Aspergillus melleus, it is shown by ²H NMR that in each case only the (S)-isomer is incorporated intact into the natural product.