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Journal of Lipid Research, Vol 32, 341-347, Copyright © 1991 by Lipid Research, Inc.
AN Baer, PB Costello and FA Green
The principal in vivo oxygenase products of arachidonic acid and linoleic
acid in psoriatic skin scales are 12-hydroxyeicosatetraenoic acid (R/S
ratio = 5.7), 13-hydroxyoctadecadienoic acid (S/R = 1.9), and
9-hydroxyoctadecadienoic acid (R/S = 2.4). Definition of the enzymatic
origin of these fatty acid derivatives is an important step in assessing
their possible role in the pathogenesis of psoriasis. Psoriatic skin scales
were incubated with radiolabeled arachidonic acid and linoleic acid and the
monohydroxylated derivatives produced in vitro were characterized. The
products of incubation with [3H]arachidonic acid were an enantiopure 15(S)-
[3H]hydroxyeicosatetraenoic acid and a nonracemic mixture of the 12-
[3H]hydroxyeicosatetraenoic acid steroisomers (R/S ratio = 4.5). An
enantiopure 13(S)-[14C]hydroxyoctadecadienoic acid was produced from
[14C]linoleic acid. No radiolabeled products were derived from incubations
with heat-denatured scales. These results provide evidence for two distinct
oxygenase activities that are preserved in psoriatic skin scales. One is
that of an omega-6 oxygenase with strict (S) stereospecificity, consistent
with the activity of a lipoxygenase. This enzyme activity appears to be
similar to that of the 15-lipoxygenase which has been described in cultured
human keratinocytes. The second activity is that of an arachidonic acid
12(R)-oxygenase that has not been observed in normal human epidermis but
which appears to be expressed in psoriatic epidermis.
ARTICLES
Stereospecificity of the products of the fatty acid oxygenases derived from psoriatic scales
Department of Medicine, State University of New York, Buffalo.
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