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Enantiocomplementary invertingsec-alkylsulfatase activity in cyano- and thio-bacteriaSynechococcusandParacoccusspp.: selectivity enhancement by medium engineering

Authors
Journal
Tetrahedron Asymmetry
0957-4166
Publisher
Elsevier
Publication Date
Volume
20
Issue
1
Identifiers
DOI: 10.1016/j.tetasy.2009.01.007

Abstract

Abstract Whole resting cells of cyano- and thio-bacteria Synechococcus and Paracoccus spp. were shown to possess inverting alkylsulfatase activity for a broad spectrum of sec-alkylsulfate esters, which furnished either ( R)- or ( S)- sec-alcohols from the corresponding rac-sulfate esters in an enantiocomplementary fashion. Low enantioselectivities ( E-values 1–4) could be dramatically improved by the addition of lower alcohols (e.g., t-BuOH) or by using a biphasic medium containing t-BuOMe ( E >200).

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