A new 6-hydroxy-4-sphingenine-containing ceramide in human skin

A new ceramide consisting of 6-hydroxysphingosine linked to a non-hydroxyacid was found in human epidermal lipid. This ceramide was sought because its fatty acid and sphingoid moieties are present in other combinations in human epidermal ceramides. To isolate the new ceramide, the mixture of ceramid...

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Bibliographic Details
Published in:Journal of lipid research 1999-08, Vol.40 (8), p.1434-1439
Main Authors: Stewart, M E, Downing, D T
Format: Article
Language:English
Subjects:
Acetylation
Ceramides - chemistry
Chromatography, Thin Layer
epidermal lipids
Epidermis - chemistry
Humans
NMR
Nuclear Magnetic Resonance, Biomolecular
Sphingosine - analogs & derivatives
Sphingosine - analysis
Sphingosine - chemistry
α-hydroxyacids
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Summary:A new ceramide consisting of 6-hydroxysphingosine linked to a non-hydroxyacid was found in human epidermal lipid. This ceramide was sought because its fatty acid and sphingoid moieties are present in other combinations in human epidermal ceramides. To isolate the new ceramide, the mixture of ceramides in human epidermal lipid was first separated into fractions by thin-layer chromatography (TLC), and then each fraction was further purified by TLC after acetylation of all hydroxyl groups. TLC after acetylation revealed that one of the fractions isolated in the first TLC step contained two components, namely, the ceramide consisting of sphingosine linked to an alpha-hydroxyacid and an unknown ceramide. The new ceramide constituted about 9% of the total ceramides, and was shown by NMR spectroscopy to be N-acyl-6-hydroxysphingosine.
ISSN:0022-2275
DOI:10.1016/S0022-2275(20)33385-X