Chiral discrimination of branched-chain fatty acids by reversed-phase HPLC after labeling with a chiral fluorescent conversion reagent.
Anteiso fatty acids having 16 to 29 carbon atoms were labeled with the chiral fluorescent conversion reagents, (1R,2R)- and (1S,2S)-2-(2,3-anthracenedicarboximido)cyclohexanol. The diastereomeric esters of anteiso acids having up to 20 carbon atoms were separated into two peaks in an ODS column under low column-temperature conditions, while those having more than 21 carbon atoms were not separated. A C30 column made it possible to separate diastereomeric esters up to C29 anteiso acid. It was possible to predict the absolute configuration of each acid by the elution order of the derivatives.
Akasaka
Kazuaki
K
Graduate School of Life Sciences, Tohoku University, Sendai, Japan.
Ohrui
Hiroshi
H
D002851:Chromatography, High Pressure Liquid / Q000295:instrumentation / Q000379:methods*; D003511:Cyclohexanols / Q000737:chemistry*; D005227:Fatty Acids / Q000032:analysis* / Q000737:chemistry*; D005456:Fluorescent Dyes / Q000737:chemistry*; D007094:Imides / Q000737:chemistry*; D012680:Sensitivity and Specificity; D013237:Stereoisomerism
C492599:2-(2,3-anthracenedicarboximido)cyclohexanol; D003511:Cyclohexanols; D005227:Fatty Acids; D005456:Fluorescent Dyes; D007094:Imides