J. Lipid Res.
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The Journal of Lipid Research, Vol. 40, 1434-1439, August 1999
Copyright © 1999 by Lipid Research, Inc.


Original Article

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

Mary Ellen Stewarta and Donald Talbot Downinga
a The Marshall Research Laboratories, Department of Dermatology, University of Iowa College of Medicine, Iowa City, IA 52242

Correspondence to: Mary Ellen Stewart

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.—Stewart, M. E., and D. T. Downing. A new 6-hydroxy-4-sphingenine-containing ceramide in human skin. J. Lipid Res. 1999. 40: 1434;–1439.

Supplementary key words: NMR, {alpha}-hydroxyacids, epidermal lipids


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