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Updated: Jun 15, 2026

Light-driven Enzymatic Decarboxylation
Published on: May 22, 2016
Stereochemistry of 10-sulfoxidation catalyzed by a soluble Delta9 desaturase
Amy E Tremblay1, Nigel Tan, Ed Whittle
1Department of Chemistry, Carleton University, 1125 Colonel By Drive, Ottawa, Ontario, Canada K1S 5B6.
Abstract:
The stereochemistry of castor stearoyl-ACP Delta(9) desaturase-mediated 10-sulfoxidation has been determined. This was accomplished by (19)F NMR analysis of a fluorine-tagged product, 18-fluoro-10-thiastearoyl ACP S-oxide, in combination with a chiral solvating agent, (R)-AMA. Sulfoxidation proceeds with the same stereoselectivity as hydrogen removal from the parent stearoyl substrate. These data validate the use of thia probes to determine the stereochemistry and cryptoregiochemistry of desaturase-mediated oxidations.
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