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Reinvestigation of positional distribution of fatty acids in docosahexaenoic acid‐rich fish oil triacyl‐ sn ‐glycerols
Author(s) -
Ando Yasuhiro,
Satake Motoi,
Takahashi Yoichi
Publication year - 2000
Publication title -
lipids
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.601
H-Index - 120
eISSN - 1558-9307
pISSN - 0024-4201
DOI - 10.1007/s11745-000-559-1
Subject(s) - docosahexaenoic acid , chemistry , chromatography , derivatization , silicic acid , fatty acid , enantiomer , fish oil , bonito , thin layer chromatography , glycerol , elution , polyunsaturated fatty acid , stereochemistry , organic chemistry , high performance liquid chromatography , fish <actinopterygii> , fishery , biology
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 thinlayer 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 LTC 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.