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Wallner SR, Nestl BM, Faber K: Highly enantioselective sec-alkyl sulfatase activity of Sulfolobus acidocaldarius DSM 639. Org Lett. 2004 Dec 23;6(26):5009-10. [reaction: see text] rac-sec-Alkyl sulfate esters 1a-4a were resolved in high enantioselectivities with E-values up to > 200 using whole cells of aerobically grown Sulfolobus acidocaldarius DSM 639. The stereochemical course of this biohydrolysis was shown to proceed with strict inversion of configuration; thus, the preferred (R)-enantiomers were converted into the corresponding (S)-sec-alcohols to furnish a homochiral product mixture. |
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