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Conversion of linoleic acid to 10‐hydroxy‐12(Z)‐octadecenoic acid by Flavobacterium sp. (NRRL B‐14859)
Author(s) -
Hou Ching T.
Publication year - 1994
Publication title -
journal of the american oil chemists' society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.512
H-Index - 117
eISSN - 1558-9331
pISSN - 0003-021X
DOI - 10.1007/bf02542264
Subject(s) - linoleic acid , chemistry , palmitoleic acid , oleic acid , methanol , linolenic acid , fatty acid , yield (engineering) , nuclear chemistry , organic chemistry , biochemistry , materials science , metallurgy
Abstract A new microbial isolate, Flavobacterium sp. strain DS5, converts linoleic acid into 10‐hydroxy‐12(Z)‐octadecenoic acid (10‐HOA) with 55% yield. The product was characterized by gas chromatography (GC), GC/mass spectrometry, nuclear magnetic resonance and Fourier transform infrared spectroscopy. The specific optical rotation of 10‐HOA is [α] D 24 =−5.58 (methanol). The optimum time, pH and temperature for the production of 10‐HOA were 36h, 7.5 and 20–35°C, respectively. The enzyme(s) that converts linoleic acid to 10‐HOA is soluble and located intracellulary in strain DS5. Two minor products, 10‐methoxy‐12‐octade‐cenoic acid and 10‐keto‐12‐octadecenoic acid, were also identified. 10‐HOA was further metabolized by strain DS5. Among the unsaturated fatty acids studied, the order of reactivity for the DS5 enzyme(s) is oleic>palmitoleic> linoleic>linolenic>γ‐linolenic>myristoleic acid.