Synthesis of 7-thiaarachidonic acid as a mechanistic probe of prostaglandin H synthase-2.
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ABSTRACT:
SUBMITTER: McGinley CM
PROVIDER: S-EPMC2040112 | biostudies-literature | 2007 Jul
REPOSITORIES: biostudies-literature
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Synthesis of 7-thiaarachidonic acid as a mechanistic probe of prostaglandin H synthase-2.
McGinley Chris M CM Jacquot Cyril C van der Donk Wilfred A WA
Bioorganic & medicinal chemistry letters 20070427 14
The mechanism by which prostaglandin synthase converts arachidonic acid to prostaglandin G(2), creating five new chiral centers in the process, is still incompletely understood. The first radical intermediate has been characterized by EPR spectroscopy but subsequent proposed intermediates have not succumbed to detection. We report the synthesis of 7-thiaarachidonic acid designed to stabilize one of the proposed radical intermediates, which may allow its detection. ...[more]
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