Isolation and characterisation of 8-hydroxy-3Z,5Z-tetradecadienoic acid, a putative intermediate in Pichia guilliermondii γ-decalactone biosynthesis from ricinoleic acid

Abstract

During a screening procedure for the discovery of a strong γ-decalactone producer from ricinoleic acid, we observed that the yeast Pichia guilliermondii accumulated transiently 8-hydroxy-3Z,5Z-tetradecadienoic acid 1 during γ-decalactone biosynthesis in the stationary phase of growth. The structural elucidation of 1 was based on nuclear magnetic resonance, infrared, ultraviolet and gas chromatography-mass spectrometry experiments. The occurrence of 1 is discussed in relation with previously proposed γ-decalactone biosynthetic pathways. © 2002 Federation of European Microbiological Societies. Published by Elsevier Science B.V. All rights reserved.