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Syn stereochemistry of cyclic ether formation in 1,8-cineole biosynthesis catalyzed by recombinant synthase from Salvia officinalis
Authors:Wise Mitchell L  Urbansky Marek  Helms Gregory L  Coates Robert M  Croteau Rodney
Institution:Institute of Biological Chemistry, Washington State University, Pullman, Washington 99164, USA.
Abstract:Regiospecifically labeled geranyl diphosphates ((2E,6E)-1,1,8,8,8-(2)H(5)]- and (2E,6Z)-1,1,9,9,9-(2)H(5)]-GDP) and D(2)O incorporation, in concert with NMR spectrometry, were employed to demonstrate a unique intramolecular syn-facial protonation-cyclization mechanism of action of 1,8-cineole synthase.
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