Journal of Lipid Research, Vol. 5, 94-97, January 1964
Copyright © 1964 by Lipid Research, Inc.
Structures of the 2-hydroxy unsaturated fatty acids of pig brain sphingolipids
Yasuo Kishimoto and Norman S. Radin
Mental Health Research Institute, University of Michigan, Ann Arbor, Michigan
The structural characterization of the 2-hydroxy monounsaturated fatty acids of pig brain sphingolipids is described. The acids were isolated via the copper chelate and converted to the 2-methoxy methyl esters. The ether esters were separated using column, thin-layer, and gas-liquid chromatography, and the positions of the double bonds were determined by oxidative ozonolysis. Seventeen chemically defined hydroxy acids were found, 15 of which have not been previously reported. These include the odd- and even-numbered hydroxy acids 22 to 26 carbon atoms long. Each acid consisted of three to four positional isomers which appear to have been derived from the corresponding non-hydroxy unsaturated acids. The proportion of isomers in the hydroxy acids structurally related to palmitoleate (
7) was higher than in the non-hydroxy monoenoic acids. Components tentatively identified as 2-hydroxy dienoic acids, 22 to 26 carbons long, and 27h:1 were found by gas-liquid chromatography, and small amounts of 2-hydroxy trienoic acids were also tentatively identified by thin-layer chromatography of the mercuric acetate adducts.
Submitted on July 19, 1963
Accepted on September 30, 1963
CiteULike 
Complore 
Connotea 
Del.icio.us 
Digg 
Reddit 
Technorati What's this?
