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Fatty Acid Desaturation and Elongation Reactions of Trichoderma sp. 1‐OH‐2‐3
Author(s) -
Ando Akinori,
Ogawa Jun,
Kishino Shigenobu,
Ito Taiyo,
Shirasaka Norifumi,
Sakuradani Eiji,
Yokozeki Kenzo,
Shimizu Sakayu
Publication year - 2009
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/s11746-008-1339-2
Subject(s) - linoleic acid , palmitoleic acid , stearic acid , oleic acid , palmitic acid , elongation , linolenic acid , benzoic acid , fatty acid , chemistry , strain (injury) , cis–trans isomerism , unsaturated fatty acid , stereochemistry , organic chemistry , biochemistry , biology , materials science , anatomy , metallurgy , ultimate tensile strength
The fatty acid desaturation and elongation reactions catalyzed by Trichoderma sp. 1‐OH‐2‐3 were investigated. This strain converted palmitic acid (16:0) mainly to stearic acid (18:0), and further to oleic acid ( c 9‐18:1), linoleic acid ( c 9, c 12‐18:2), and α‐linolenic acid ( c 9, c 12, c 15‐18:3) through elongation, and Δ9, Δ12, and Δ15 desaturation reactions, respectively. Palmitoleic acid ( c 9‐16:1) and cis‐ 9, cis‐ 12‐hexadecadienoic acid were also produced from 16:0 by the strain. This strain converted n ‐tridecanoic acid (13:0) to cis‐ 9‐heptadecenoic acid and further to cis‐ 9, cis‐ 12‐heptadecadienoic acid through elongation, and Δ9 and Δ12 desaturation reactions, respectively. trans ‐Vaccenic acid ( t 11‐18:1) and trans ‐12‐octadecenoic acid ( t 12‐18:1) were desaturated by the strain through Δ9 desaturation. The products derived from t 11‐18:1 were identified as the conjugated linoleic acids (CLAs) of cis ‐9, trans ‐11‐octadecadienoic acid and trans‐ 9, trans‐ 11‐octadecadienoic acid. The product derived from t 12‐18:1 was identified as cis‐ 9, trans‐ 12‐octadecadienoic acid. cis‐ 6, cis‐ 9‐Octadecadienoic acid was desaturated to cis ‐6, cis ‐9, cis ‐12‐octadecatrienoic acid by this strain through Δ12 desaturation. The broad substrate specificity of the elongation, and Δ9 and Δ12 desaturation reactions of the strain is useful for fatty acid biotransformation.