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Journal of Lipid Research, Vol 35, 2060-2068, Copyright © 1994 by Lipid Research, Inc.
KJ Robson, ME Stewart, S Michelsen, ND Lazo and DT Downing
The solvent-extractable lipids of human epidermal stratum corneum consist
predominantly of ceramides. In addition two non-extractable ceramides are
chemically bound to the stratum corneum protein. One of the bound
ceramides, constituting 50% of the bound lipids, was previously shown to
consist of very long chan omega-hydroxyacids in amide linkage with
sphingosine. The second bound caramide, which forms 25% of the bound
lipids, was shown to contain the same hydroxyacids, but the sphingoid base
was neither sphingosine nor phytosphingosine. In the present study, the
undefined bound ceramide was shown by NMR and chemical procedures to be the
omega-hydroxyacid derivative of a new base, 6-hydroxy-4-sphingenine. In
addition, a ceramide previously known to constitute 25% of the extractable
human stratum corneum ceramides has been found to contain the same novel
sphingoid base, amide-linked to long-chain alpha-hydroxyacids. Finally, a
new acylceramide has been isolated and identified that consists of very
long chain omega- hydroxyacids in amide linkage with the novel
sphingolipid, with fatty acids esterified wit the terminal hydroxyl group
of the hydroxyacid.
ARTICLES
6-Hydroxy-4-sphingenine in human epidermal ceramides
Marshall Dermatology Research Laboratories, Department of Dermatology, University of Iowa College of Medicine, Iowa City 52242.
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