Isolation and characterisation of 8-hydroxy-3Z,5Z-tetradecadienoic acid, a putative intermediate in Pichia guilliermondii gamma-decalactone biosynthesis from ricinoleic acid.
During a screening procedure for the discovery of a strong gamma-decalactone producer from ricinoleic acid, we observed that the yeast Pichia guilliermondii accumulated transiently 8-hydroxy-3Z,5Z-tetradecadienoic acid 1 during gamma-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 gamma-decalactone biosynthetic pathways.
Iacazio
G
G
Laboratoire de Microbiologie, UMR-CNRS 6116, Faculté des Sciences de Saint Jérôme, case 452, Av. Escadrille Normandie-Niemen, 13397 Marseille Cedex 20, France. gilles.iacazio@microbio.u-3mrs.fr
Martini
D
D
Faure
B
B
N'Guyen
M H
MH
D002851:Chromatography, High Pressure Liquid; D005231:Fatty Acids, Unsaturated / Q000302:isolation & purification* / Q000378:metabolism; D008401:Gas Chromatography-Mass Spectrometry; D006880:Hydroxy Acids / Q000302:isolation & purification* / Q000378:metabolism; D007783:Lactones / Q000378:metabolism*; D019906:Nuclear Magnetic Resonance, Biomolecular; D010843:Pichia / Q000378:metabolism*; D012277:Ricinoleic Acids / Q000378:metabolism*; D013055:Spectrophotometry, Infrared; D013056:Spectrophotometry, Ultraviolet
C460359:8-hydroxytetradecadienoic acid; D005231:Fatty Acids, Unsaturated; D006880:Hydroxy Acids; D007783:Lactones; D012277:Ricinoleic Acids; C109757:decan-4-olide; C030521:ricinoleic acid