Department of Agricultural, Food and Nutritional Science, University of Alberta, 410 Agriculture/Forestry Centre, 3-60D South Academic Building, Edmonton, Alberta T6G 2P5, Canada.
J Agric Food Chem. 2013 Jun 5;61(22):5338-46. doi: 10.1021/jf400932g. Epub 2013 May 24.
Lactobacillus hammesii converts linoleic acid into an antifungal hydroxy fatty acid. High speed counter-current chromatography (HSCCC) using a hexane/ethyl acetate/methanol/water solvent system [3.5:1.5:3:2 (v/v/v/v)] allowed isolation of the antifungal hydroxy fatty acid. A method was developed for characterization of antifungal hydroxy fatty acids using normal phase liquid chromatography combined with atmospheric pressure photoionization-tandem mass spectrometry (LC/APPI-MS/MS). The position of unsaturations and hydroxyl groups was determined directly from crude lipid extracts and their hydroxylated derivatives. The antifungal compounds were identified as a racemic mixture of 10-hydroxy-cis-12-octadecenoic and 10-hydroxy-trans-12-octadecenoic acid. Additionally, HSCCC and LC/APPI-MS/MS methods were used to elucidate the pathway of conversion of linoleic acid by Lactobacillus sanfranciscensis , Lactobacillus plantarum , and L. hammesii to hydroxy fatty acids and conjugated linoleic acid. This study links previously reported 10-hydroxy-12-octadecenoic acid producing Lactobacillus strains to antifungal activities.
汉氏乳杆菌将亚油酸转化为一种抗真菌的羟基脂肪酸。使用正己烷/乙酸乙酯/甲醇/水溶剂系统(3.5:1.5:3:2,体积比)的高速逆流色谱(HSCCC)允许分离出抗真菌的羟基脂肪酸。开发了一种使用正相液相色谱结合大气压光电离串联质谱(LC/APPI-MS/MS)表征抗真菌羟基脂肪酸的方法。不饱和位置和羟基的位置可以直接从粗脂质提取物及其羟基化衍生物中确定。抗真菌化合物被鉴定为 10-羟基顺式-12-十八烯酸和 10-羟基反式-12-十八烯酸的外消旋混合物。此外,还使用 HSCCC 和 LC/APPI-MS/MS 方法阐明了汉氏乳杆菌、植物乳杆菌和 L. hammesii 将亚油酸转化为羟基脂肪酸和共轭亚油酸的途径。本研究将先前报道的产生 10-羟基-12-十八烯酸的乳杆菌菌株与抗真菌活性联系起来。