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Biotransformation of tetramethyl-limonene
Authors:Wolf-Rainer Abraham  Burghard Stumpf  Klaus Kieslich  Stephan Reif  H. M. R. Hoffmann
Affiliation:(1) Gesellschaft für Biotechnologische Forschung mbH, Mascheroder Weg 1, D-3300 Braunschweig, Federal Republic of Germany;(2) Institut für Organische Chemie der Universität Hannover, Schneiderberg 1 B, D-3300 Hannover, Federal Republic of Germany
Abstract:Summary Microorganisms which efficiently oxidize limonene 1, do not attack 3,3,5,5-tetramethyllimonene 4. Gibberella cyanea which converts limonene 1 into 8-p-menthene-1,2-diol 2, transforms 4 into 8,9-epoxy-3,3,5,5-tetramethyl-1-menthenol-6 5 as major product. Although epoxidation is not completely stereoselective, the substituents at C-4 and C-6 are always trans to each other.
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