Highly Enantioselective sec-Alkyl Sulfatase Activity of Sulfolobus acidocaldarius DSM 639
- 1 December 2004
- journal article
- research article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 6 (26) , 5009-5010
- https://doi.org/10.1021/ol0477778
Abstract
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.Keywords
This publication has 7 references indexed in Scilit:
- Purification and Characterization of an Inverting Stereo- and Enantioselective sec -Alkylsulfatase from the Gram-Positive Bacterium Rhodococcus ruber DSM 44541Applied and Environmental Microbiology, 2003
- Enantioselective Stereoinversion in the Kinetic Resolution of rac-sec-Alkyl Sulfate Esters by Hydrolysis with an Alkylsulfatase from Rhodococcus ruber DSM 44541 Furnishes Homochiral ProductsAngewandte Chemie International Edition in English, 2002
- Enantioselective stereoinversion of sec-alkyl sulfates by an alkylsulfatase from Rhodococcus ruber DSM 44541Tetrahedron: Asymmetry, 2002
- Selectivity-enhancement in enantioselective hydrolysis of sec-alkyl sulfates by an alkylsulfatase from Rhodococcus ruber DSM 44541Tetrahedron: Asymmetry, 2002
- Non-Sequential Processes for the Transformation of a Racemate into a Single Stereoisomeric Product: Proposal for Stereochemical ClassificationChemistry – A European Journal, 2001
- 1.3 Å Structure of Arylsulfatase from Pseudomonas aeruginosa Establishes the Catalytic Mechanism of Sulfate Ester Cleavage in the Sulfatase FamilyStructure, 2001
- Towards the ecology of hyperthermophiles: biotopes, new isolation strategies and novel metabolic propertiesFEMS Microbiology Reviews, 2000