Identification of omega hydroxy fatty acids in biological samples as their pentafluoropropyl derivatives by gas chromatography/mass spectrometry with positive and negative ion detection.
A simple one-step procedure for derivatization of the omega hydroxy fatty acids 20-hydroxyeicotetraeonic acid and 12-hydroxylauric acid is presented. The procedure involves acylation of the terminal hydroxy group and esterification of the carboxylic acid with a mixture of pentafluoropropionic anhydride and pentafluoropropanol. Positive and negative ion spectra for the derivatives are presented. The procedure was used to demonstrate conversion of arachidonic acid to 20-hydroxyeicosatetraeonic acid and lauric acid to 12-hydroxylauric acid in kidney microsomal incubations. The reaction appears to be specific, since derivatives of subterminal fatty acids (secondary alcohols) could not be detected.
Zemaitis
Michael
M
University of Pittsburgh School of Pharmacy, Department of Pharmaceutical Sciences, 904 Salk Hall, Pittsburgh, PA 15261, USA. maz@pitt.edu
Poloyac
Samuel
S
Frye
Reginald
R
D000818:Animals; D004952:Esters / Q000737:chemistry*; D005233:Fatty Alcohols / Q000737:chemistry; D008401:Gas Chromatography-Mass Spectrometry; D006845:Hydrocarbons, Fluorinated / Q000737:chemistry*; D006893:Hydroxyeicosatetraenoic Acids / Q000032:analysis / Q000378:metabolism; D066298:In Vitro Techniques; D007202:Indicators and Reagents; D007668:Kidney / Q000737:chemistry / Q000378:metabolism; D007850:Lauric Acids / Q000032:analysis; D008297:Male; D008861:Microsomes / Q000737:chemistry / Q000378:metabolism; D051381:Rats; D017207:Rats, Sprague-Dawley; D012996:Solutions
D004952:Esters; D005233:Fatty Alcohols; D006845:Hydrocarbons, Fluorinated; D006893:Hydroxyeicosatetraenoic Acids; D007202:Indicators and Reagents; D007850:Lauric Acids; D012996:Solutions; C055987:20-hydroxy-5,8,11,14-eicosatetraenoic acid