Stereochemistry of Linoleic Acid Esters of Hydroxy Linoleic Acids

被引:9
作者
Wang, Huijing [1 ]
Kolar, Matthew J. [2 ]
Chang, Tina [2 ]
Rizo, Jose [1 ]
Konduri, Srihari [1 ]
McNerlin, Clare [1 ]
Saghatelian, Alan [2 ]
Siegel, Dionicio [1 ]
机构
[1] Univ Calif San Diego, Skaggs Sch Pharm & Pharmaceut Sci, 9500 Gilman Dr, La Jolla, CA 92093 USA
[2] Salk Inst Biol Studies, Clayton Fdn Labs Peptide Biol, 10010 North Torrey Pines Rd, La Jolla, CA 92037 USA
关键词
FAHFAS;
D O I
10.1021/acs.orglett.9b03054
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The syntheses of linoleic acid esters of hydroxy linoleic acids (LAHLAs) present in oat oil and human serum have been achieved, providing access to material for testing and the determination of the stereochemistry of the natural compounds. While 9- and 13-LAHLAs were found to be a mixture of enantiomers 15-LAHLA is generated in a single optical form in oat oil. The stereochemistry of 15-LAHLA in oat oil was found to be opposite to that reported for digalactosyldiacylglycerol that possesses an embedded 15-LAHLA.
引用
收藏
页码:8080 / 8084
页数:5
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