Direct separation of regioisomers and enantiomers of monoacylglycerols by tandem column high-performance liquid chromatography.

Direct separation of regioisomers and enantiomers of monoacylglycerols by tandem column high-performance liquid chromatography. Research Abstract Details 

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Direct separation of regioisomers and enantiomers of monoacylglycerols by tandem column high-performance liquid chromatography. Abstract Text:

Li Deng,Hideo Nakano,Yugo Iwasaki,

An HPLC-based method for direct separation of the regioisomers and enantiomers of monoacylglycerols (MAGs), i.e. sn-1-MAG, sn-2-MAG and sn-3-MAG, has been established. The method employs a tandem column system, in which two different columns (a conventional silica gel column and an enantioselective column) are connected in series. Three isomers of monooleoylglycerols (MOGs) and monolinoleoylglycerols (MLGs) were resolved on the system with resolution factor (R(s)) of more than 1.1 between adjacent peaks. In addition, all types of oleoylglycerols, i.e. trioleoylglycerol (TOG), sn-1,2-dioleoylglycerol (DOG), sn-2,3-DOG, sn-1,3-DOG, sn-1-MOG, sn-3-MOG and sn-2-MOG, were successfully separated on the tandem column system, although baseline separation of the enantiomers was not achieved. By means of the established analytical method, the reaction course of Candida antarctica lipase B (CALB)-mediated esterification of glycerol with oleic acid was monitored. It was found that sn-1-MOG and sn-2,3-DOG were preferably generated over sn-3-MOG and sn-1,2-DOG, respectively, in the early stage of the reaction, and the maximal enantiomer excess (%ee) of sn-1-MOG and sn-2,3-DOG were 32 and 53%, respectively, at 2 h. The enantiomeric purities of these chiral acylglycerols decreased after prolonged reaction. The mechanisms for the formation of these chiral acylglycerols are discussed.

Direct separation of regioisomers and enantiomers of monoacylglycerols by tandem column high-performance liquid chromatography. Publishing Authors By Initials

L Deng,H Nakano,Y Iwasaki,

For similar natural sciences: chemistry: chemistry, organic: isomerism: stereoisomerism research abstracts see: natural sciences: chemistry: chemistry, organic: isomerism: stereoisomerism research

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Direct separation of regioisomers and enantiomers of monoacylglycerols by tandem column high-performance liquid chromatography. Journal Published:

PUBLICATION TYPE: Research Support, Non-U.S. Gov

Journal: Journal of chromatography. A

VOLUME: 1165

Page Numbers: 93-9

Journal Abbreviation:

ISSN: 0021-9673

DAY: 2

MONTH: 08

YEAR: 2007

Direct separation of regioisomers and enantiomers of monoacylglycerols by tandem column high-performance liquid chromatography. Information

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LANGUAGE: eng

NlmUniqueID: 9318488

Direct separation of regioisomers and enantiomers of monoacylglycerols by tandem column high-performance liquid chromatography. Keywords Mesh Terms:

KEYWORDS: Stereoisomerism

MESH TERMS: isolation & purification

Chemical & Substance for Abstract: Direct separation of regioisomers and enantiomers of monoacylglycerols by tandem column high-performance liquid chromatography. Information

Substance Name: Monoglycerides

Registry Number: 0

Grant and Affiliation Information for Direct separation of regioisomers and enantiomers of monoacylglycerols by tandem column high-performance liquid chromatography.

AFFILIATION: Laboratory of Molecular Biotechnology, Graduate School of Bioagricultural Sciences, Nagoya University, Furo-cho, Chikusa-ku, Nagoya 464-8610, Japan.

Country: Netherlands

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MEDLINETA: J Chromatogr A

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