HPLC separation and NMR structural elucidation of sn-1,2-, 2,3-, and 1,3-diacylglycerols from olive oil as naphthylethylurethane derivatives
| Autor: | Riccieri R, Luca Rastrelli, Damiani P, Rosati O, Cossignani L, Domenico Montesano, Simonetti Ms, Stefania Albrizio, Curini M |
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| Přispěvatelé: | Rosati, O, Albrizio, Stefania, Montesano, Domenico, Riccieri, R, Cossignani, L, Curini, M, Simonetti, M, Rastrelli, L, Damiani, P. |
| Jazyk: | angličtina |
| Rok vydání: | 2007 |
| Předmět: |
Chromatography
Magnetic Resonance Spectroscopy Chemistry Chemical shift General Chemistry Nuclear magnetic resonance spectroscopy olive oil High-performance liquid chromatography Urethane NMR Diacylglycerol enantiomer Diglycerides Vegetable oil Heteronuclear molecule Diacylglycerol enantiomers NP-HPLC Proton NMR Moiety Organic chemistry Plant Oils Enantiomer General Agricultural and Biological Sciences Chromatography High Pressure Liquid |
| Popis: | In this study, sn-1,2-, sn-2,3-, and sn-1,3-diacylglycerols were isolated from olive oil, and their urethane derivatives (urethanes) were prepared. Normal-phase high-performance liquid chromatography (NP-HPLC) separation of the urethane isomers was performed and the separate classes were studied by nuclear magnetic resonance (NMR). The use of 1H NMR and homo- and heteronuclear 2D techniques provided a great amount of information in a very short time, particularly when a high-field NMR instrument (700 MHz) was used. Particularly diagnostic for this kind of compound was the glyceridic moiety that presents typical chemical shifts both for carbon and hydrogen. These studies show the usefulness of NMR spectroscopy to recognize clearly the sn-1,3- and, moreover, sn-1,2- with respect to sn-2,3-diacylglycerols, although very minor differences occur between them. Keywords: Diacylglycerol enantiomers; olive oil; NP-HPLC; NMR |
| Databáze: | OpenAIRE |
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