Abstract

In Cladosporium suaveolens the bioconversion of (13RS)-13-hydroxy-[9,10,11,12-2H4]octadeca-9Z,11E-dienoic acid into axially, 2,3,4-trideuteriated (S)-δ-decanolide indicates that protonation of the dienic system occurring at some stage of the degradative sequence takes place on the same face of the molecule. The protonation at position 9 of (10RS)-10-hydroxy-[9,10-2H2]octadeca-8E enoic acid occurring in Yarrowia lipolytica during the biogeneration of (S)-γ-dodecanolide shows the same steric course.

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