棒状杆菌属ALA2对亚油酸的生物转化：杂环和杂双环脂肪酸
Biotransformation of linoleic acid by Clavibacter sp. ALA2: heterocyclic and heterobicyclic fatty acids.
作者信息
Gardner H W, Hou C T, Weisleder D, Brown W
机构信息
Bioactive Agents Research, National Center for Agricultural Utilization Research, ARS, USDA, Peoria, Illinois 61604, USA.
出版信息
Lipids. 2000 Oct;35(10):1055-60. doi: 10.1007/s11745-000-0618-7.
Clavibacter sp. ALA2 transformed linoleic acid into a variety of oxylipins. In previous work, three novel fatty acids were identified, (9Z)-12, 13, 17-trihydroxy-9-octadecenoic acid and two tetrahydrofuran-(di)hydroxy fatty acids. In this report, we confirm the structures of the tetrahydrofuran-(di)hydroxy fatty acids by nuclear magnetic resonance as (9Z)-12-hydroxy-13,16-epoxy-9-octadecenoic acid and (9Z)-7,12-dihydroxy-13,16-epoxy-9-octadecenoic acid. Three other products of the biotransformation were identified as novel heterobicyclic fatty acids, (9Z)-12,17;13, 17-diepoxy-9-octadecenoic acid, (9Z)-7-hydroxy-12,17;13,17-diepoxy-9-octadecenoic acid, and (9Z)-12,17;13,17-diepoxy-16-hydroxy-9-octadecenoic acid. Thus, Clavibacter ALA2 effectively oxidized linoleic acid at C-7, -12, -13, -16, and/or -17.
棒状杆菌属ALA2将亚油酸转化为多种氧化脂质。在之前的研究中，鉴定出了三种新型脂肪酸，即(9Z)-12,13,17-三羟基-9-十八碳烯酸和两种四氢呋喃-(二)羟基脂肪酸。在本报告中，我们通过核磁共振确定了四氢呋喃-(二)羟基脂肪酸的结构为(9Z)-12-羟基-13,16-环氧-9-十八碳烯酸和(9Z)-7,12-二羟基-13,16-环氧-9-十八碳烯酸。生物转化的其他三种产物被鉴定为新型杂双环脂肪酸，即(9Z)-12,17;13,17-二环氧-9-十八碳烯酸、(9Z)-7-羟基-12,17;13,17-二环氧-9-十八碳烯酸和(9Z)-12,17;13,17-二环氧-16-羟基-9-十八碳烯酸。因此，棒状杆菌ALA2能有效地在C-7、-12、-13、-16和/或-17位氧化亚油酸。
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