STEREOCHEMICAL ANALYSIS OF HYDROXYLATED DOCOSAHEXAENOATES PRODUCED BY HUMAN PLATELETS AND RAT-BRAIN HOMOGENATE

被引:29
作者
KIM, HY
KARANIAN, JW
SHINGU, T
SALEM, N
机构
[1] Section of Analytical Chemical, LCS, 9000 Rockville Pike Bethesda, MD 20892, DICBR, NIAAA Bldg. 10
关键词
D O I
10.1016/0090-6980(90)90110-H
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The stereochemical configuration of hydroxylated products of docosahexaenoic acid (22:6w3) formed by human platelets and rat brain homogenate were characterized for the first time. Chiral phase HPLC was employed along with autooxidized 22:6w3 as reference material. The 14- and 11-hydroxy 22:6w3 (HDHE) products produced by human platelets were in the S configuration. Rat brain homogenate produced all of the ten possible positional isomers when incubated with 22:6w3. Their retention behavior on the reversed and chiral phase HPLC columns and GC/MS/EI analysis indicated that they were 20-, 17-, 16-, 14-, 13-, 11-, 10-, 8-, 7- and 4-HDHE. However, stereochemical analysis revealed that each positional isomer was a racemic mixture, suggesting that these were not formed by lipoxygenation but mainly by peroxidation process. © 1990.
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页码:473 / 490
页数:18
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