Enantiomeric separation of asymmetric triacylglycerol by recycle high-performance liquid chromatography with chiral column

被引：52

作者：

Nagai, Toshiharu ^{[1
]}

Mizobe, Hoyo

Otake, Ikuko

Ichioka, Kenji

Kojima, Koichi

Matsumoto, Yumiko ^{[2
]}

Gotoh, Naohiro ^{[2
]}

Kuroda, Ikuma ^{[3
]}

Wada, Shun ^{[2
]}

机构：

[1] Tsukishima Foods Ind Co Ltd, R&D Div, Edogawa Ku, Tokyo 1348520, Japan

[2] Tokyo Univ Marine Sci & Technol, Dept Food Sci & Technol, Tokyo 1088477, Japan

[3] GL Sci Inc, Tokyo 1631130, Japan

来源：

JOURNAL OF CHROMATOGRAPHY A | 2011年 / 1218卷 / 20期

关键词：

Chiral column; Enantiomer; Recycle HPLC; Resolution; Triacylglycerol; TRIACYL-SN-GLYCEROLS; POLYUNSATURATED FATTY-ACIDS; POLYMERIC ODS COLUMN; STEREOSPECIFIC ANALYSIS; POSITIONAL DISTRIBUTION; STATIONARY-PHASE; TRIGLYCERIDE STRUCTURE; EICOSANOID PRODUCTION; LIPID-METABOLISM; VEGETABLE-OILS;

D O I：

10.1016/j.chroma.2011.02.067

中图分类号：

Q5 [生物化学];

学科分类号：

071010 ; 081704 ;

摘要：

In our previous studies, we employed recycle HPLC for the separation of triacylglycerol (TAG)-positional isomers (Pis). In this study, a recycle HPLC system equipped with a polysaccharide-based chiral column was applied to the enantiomeric separation of some asymmetric TAGs having straight-chain C16-C18 acyl residues. As a result, 1,2-dipalmitoyl-3-oleoyl-rac-glycerol (rac-PPO), 1,2-dioleoyl-3-palmitoyl-rac-glycerol (rac-OOP), and 1,2-dipalmitoyl-3-linoleoyl-rac-glycerol (rac-PPL) were resolved into their respective enantiomers. However, neither 1,2-dioleoyl-3-linoleoyl-rac-glycerol (rac-OOL), consisting of only unsaturated fatty acids, nor 1,2-dipalmitoyl-3-stearoyl-rac-glycerol (rac-PPS), consisting of only saturated fatty acids, was resolved. These results suggest that the asymmetric TAGs, used in this study, having both a palmitic acid moiety and an oleic acid (or a linoleic acid) moiety at the sn-1 or sn-3 positions are resolved by the chiral column. This new chiral separation method can be used in combination with atmospheric pressure chemical ionization mass spectrometry to determine the sn-OOP/sn-POO ratio in palm oil. This method is applicable for the chiral separation of asymmetric TAGs in palm oil. (C) 2011 Elsevier B.V. All rights reserved.

引用

页码：2880 / 2886

页数：7

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