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

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

Juliana Bodoprost and Helmut Rosemeyer* email
Organic Materials Chemistry - Bioorganic Chemistry, Institute of Chemistry, University of Osnabrück, Barbarastr. 7, D-49069 Osnabrück, Germany
* Author to whom correspondence should be addressed.
Received: 28 August 2007; in revised form: 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.
Keywords: fatty acid analysis; sebum lipids; RP-18 HPLC; logP

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MDPI and ACS Style

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.

AMA Style

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. International Journal of Molecular Sciences. 2007; 8(11):1111-1124.

Chicago/Turabian Style

Bodoprost, Juliana; Rosemeyer, Helmut. 2007. "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. 8, no. 11: 1111-1124.

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