Highly enantioselective sec-alkyl sulfatase activity of Sulfolobus acidocaldarius DSM 639.
[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.
Wallner
Sabine R
SR
Department of Chemistry, Organic and Bioorganic Chemistry, University of Graz, Heinrichstrasse 28, A-8010 Graz, Austria.
Nestl
Bettina M
BM
Faber
Kurt
K
D004789:Enzyme Activation; D006868:Hydrolysis; D008968:Molecular Conformation; D013237:Stereoisomerism; D013429:Sulfatases / Q000737:chemistry*; D016945:Sulfolobus acidocaldarius / Q000201:enzymology*; D013463:Sulfuric Acid Esters / Q000737:chemistry*
D013463:Sulfuric Acid Esters; D013429:Sulfatases