Reinvestigation of positional distribution of fatty acids in docosahexaenoic acid-rich fish oil triacyl-sn-glycerols.
Positional distribution of fatty acids in triacyl-sn-glycerols of docosahexaenoic acid (DHA)-rich tuna orbital and bonito head oils has been reanalyzed by a method based on chromatographic separation of isomeric and enantiomeric monoacyl-sn-glycerol (MAG) derivatives. When boric acid thin-layer chromatography (TLC) was used for separation of 1(3)- and 2-MAG analytical intermediates, the stereospecific analysis showed the preferential association of DHA to the sn-2 position followed by the sn-3 position. This distribution pattern differed from that obtained by silicic acid TLC of their bis-3,5-dinitrophenylurethane (DNPU) derivatives. Reversed-phase high-performance liquid chromatography elution profiles of 1(3)- and 2-MAG intermediates revealed that 1(3)- and 2-MAG made up of both short- and long-chain lengths cannot be clearly resolved by TLC after preparation of the DNPU derivatives. The 1(3)- and 2-MAG must be resolved by boric acid TLC prior to derivatization.
Ando
Y
Y
Department of Marine Bioresources Chemistry, Faculty of Fisheries, Hokkaido University, Hakodate, Japan. ando@pop.fish.hokudai.ac.jp
Satake
M
M
Takahashi
Y
Y
D000818:Animals; D001888:Boric Acids / Q000494:pharmacology; D002851:Chromatography, High Pressure Liquid; D002855:Chromatography, Thin Layer / Q000379:methods; D004281:Docosahexaenoic Acids / Q000737:chemistry*; D005227:Fatty Acids / Q000737:chemistry*; D005395:Fish Oils / Q000737:chemistry*; D005989:Glycerides / Q000737:chemistry* / Q000302:isolation & purification; D012824:Silicic Acid / Q000494:pharmacology; D013237:Stereoisomerism; D013997:Time Factors; D014280:Triglycerides / Q000737:chemistry* / Q000302:isolation & purification; D014413:Tuna
D001888:Boric Acids; D005227:Fatty Acids; D005395:Fish Oils; D005989:Glycerides; D014280:Triglycerides; D012824:Silicic Acid; D004281:Docosahexaenoic Acids; C032688:boric acid