Absolute configurations of 13-hydroxydocosanoic and 17-hydroxyoctadecanoic acids

Abstract

Methyl 13-D-and 13-L-hydroxydocosanoates have been synthesized from 9-0-and 9-L-hydroxyoctadecanoic acids. Comparison of these esters with the methyl ester of 13-hydroxydocosanoic acid, produced by Candida bogoriensis, shows that the natural product has the L-configuration. The known 2-D-octadecanol has been prepared from 17-hydroxyoctadecanoic acid, produced by Tor~rlopsis apicola, showing that this acid also has the L-configuration. Most naturally occurring long-chain hydroxy acids, however, have the D-configuration.

Design of selective production of sophorolipids by Rhodotorula bogoriensis through nutritional requirements

“…The studies about R. bogoriensis consisted mainly in identification, characterization, and purification (Tulloch, ; Tulloch and Spencer, ; Esders and Light, ; Nuñez et al ., ) of compounds (SLs) and of enzymes involved in SL biosynthesis (Esders and Light, ; Bucholtz and Lights, ; Breithaupt and Light, ). Esders and Light () and Breithaupt and Light () studied extensively the biosynthesis of the SL: 13‐[2′‐ O ‐β‐ d ‐glucopyranosyl‐β‐ d ‐glucopyranosyloxy]‐docosanoic acid 6′,6″‐diacetate, which was a valuable contribution to the comprehension of SL's biosynthetic pathway.…”