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Int. J. Mol. Sci. 2007, 8(11), 1111-1124; doi:10.3390/i8111111

Analysis of Phenacylester Derivatives of Fatty Acids from Human Skin Surface Sebum by Reversed-Phase HPLC: Chromatographic Mobility as a Function of Physico-Chemical Properties

Organic Materials Chemistry - Bioorganic Chemistry, Institute of Chemistry, University of Osnabrück, Barbarastr. 7, D-49069 Osnabrück, Germany
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Received: 28 August 2007 / Revised: 8 November 2007 / Accepted: 12 November 2007 / Published: 21 November 2007
(This article belongs to the Section Physical Chemistry, Theoretical and Computational Chemistry)
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Abstract

A set of 13 fatty acids was transformed into their phenacyl esters by reaction withphenacyl bromide in acetonitrile using 18-crown-6 as phase-transfer catalyst. Conditions forthe RP-18 HPL chromatographic separation of most of the esters has been worked out.Using this standard the fatty acid spectra from skin surface sebum lipids of 17 test personswas taken after microwave-assisted hydrolysis, neutralization and extraction with n-hexane.Quantitative evaluation of the chromatograms exhibits that oleic acid predominates in thesebum of all test persons. In the second part of the work the chromatographic mobility (REvalues) of fatty acid phenacyl esters is correlated with calculated physico-chemicalparameters of the corresponding acids. The best linear correlation was found between the REand the logP values. This is helpful for the structural elucidation of un-identified fatty acidsin a chromatogram. View Full-Text
Keywords: fatty acid analysis; sebum lipids; RP-18 HPLC; logP fatty acid analysis; sebum lipids; RP-18 HPLC; logP
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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Bodoprost, J.; Rosemeyer, H. Analysis of Phenacylester Derivatives of Fatty Acids from Human Skin Surface Sebum by Reversed-Phase HPLC: Chromatographic Mobility as a Function of Physico-Chemical Properties. Int. J. Mol. Sci. 2007, 8, 1111-1124.

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