White R H, Hager L P
Biochemistry. 1977 Nov 1;16(22):4944-8. doi: 10.1021/bi00641a032.
Fatty acid chlorohydrins are characterized as lipid components of an edible jellyfish. The four isomers 9-chloro-10-hydroxypalmitic acid, 10-chloro-9-hydroxypalmitic acid, 9-chloro-10-hydroxystearic acid, and 10-chloro-9-hydroxystearic acid were identified by gas chromatography-mass spectrometry comparison of the methyl esters and their trimethylsilyl derivatives with known synthetic samples. Two additional isomers, 11-chloro-12-hydroxystearic acid and 12-chloro-11-hydroxystearic acid, were also found in the lipid by the identification of the expected mass spectral fragments of the trimethylsilyl (Me3Si) derivative of their methyl esters. These six isomeric compounds represented approximately 1.4% of the total extractable jellyfish lipid and were released from the lipid as methyl esters by boron trifluoride-methanol treatment. These isomers account for only about 30% of the organic chlorine in the lipid. Evidence is given that the remaining organic chlorine is also present as fatty acid chlorohydrins containing more than one hydroxyl group.
脂肪酸氯醇被表征为可食用海蜇的脂质成分。通过气相色谱-质谱联用技术，将甲酯及其三甲基硅烷基衍生物与已知合成样品进行比较，鉴定出了9-氯-10-羟基棕榈酸、10-氯-9-羟基棕榈酸、9-氯-10-羟基硬脂酸和10-氯-9-羟基硬脂酸这四种异构体。通过鉴定甲酯的三甲基硅烷基（Me3Si）衍生物的预期质谱碎片，在脂质中还发现了另外两种异构体，即11-氯-12-羟基硬脂酸和12-氯-11-羟基硬脂酸。这六种异构化合物约占可提取海蜇脂质总量的1.4%，并通过三氟化硼-甲醇处理从脂质中以甲酯形式释放出来。这些异构体仅占脂质中有机氯的约30%。有证据表明，其余的有机氯也以含有多个羟基的脂肪酸氯醇形式存在。
