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Communication | Special issue | Vol 10, No. 1, 1978, pp.229-235
Published online, 1st January, 1970
DOI: 10.3987/S-1978-01-0229
Structure Dependent Reactivity in the Oxygenation of Thiane Analogs by a Cytochrome P-450 Recon-stituted Enzyme System

Tadashi Takahashi, Y. H. Kim, Daikichi Fukushima, Ken Fujimori, Shigeru Oae,* and Takashi Iyanagi

*Department of Chemistry, University of Tsukuba, 1-1-1 Ten-nodai, Tsukuba-shi, Ibaraki, 305-8571, Japan


Thiane analogs were oxidized to the corresponding sulfoxides by the reconstituted system of purified rabbit liver microsomal cytochrome P-450 — NADPH-cytochrome P-450 reductase. The stereochemical results and kinetic behaviors were discussed in comparison with those of the nonenzymatic oxidations of the thiane analogs by NaIO4. The enzymatic oxygenation of thianes was found to be nonstereospecific, however, the rates of the enzymatic oxygenation was found to be effected by the hydrophobicity of the substrate.