Enantiocomplementary inverting sec-alkylsulfatase activity in cyano- and thio-bacteria Synechococcus and Paracoccus spp.: selectivity enhancement by medium engineering

Petra Gadler; Tamara C. Reiter; Kathrin Hoelsch; Dirk Weuster-Botz; Kurt Faber

doi:10.1016/j.tetasy.2009.01.007

Enantiocomplementary inverting sec-alkylsulfatase activity in cyano- and thio-bacteria Synechococcus and Paracoccus spp. selectivity enhancement by medium engineering

Petra Gadler, Tamara C. Reiter, Kathrin Hoelsch, Dirk Weuster-Botz, Kurt Faber

Chair of Biochemical Engineering

Research output: Contribution to journal › Article › peer-review

7 Scopus citations

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).

Original language	English
Pages (from-to)	115-118
Number of pages	4
Journal	Tetrahedron Asymmetry
Volume	20
Issue number	1
DOIs	https://doi.org/10.1016/j.tetasy.2009.01.007
State	Published - 30 Jan 2009

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title = "Enantiocomplementary inverting sec-alkylsulfatase activity in cyano- and thio-bacteria Synechococcus and Paracoccus spp.: selectivity enhancement by medium engineering",

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).",

author = "Petra Gadler and Reiter, {Tamara C.} and Kathrin Hoelsch and Dirk Weuster-Botz and Kurt Faber",

note = "Funding Information: Financial support by the Austrian Science Foundation (FWF, project no. P 18689) is gratefully acknowledged. ",

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T1 - Enantiocomplementary inverting sec-alkylsulfatase activity in cyano- and thio-bacteria Synechococcus and Paracoccus spp.

T2 - selectivity enhancement by medium engineering

AU - Gadler, Petra

AU - Reiter, Tamara C.

AU - Hoelsch, Kathrin

AU - Weuster-Botz, Dirk

AU - Faber, Kurt

N1 - Funding Information: Financial support by the Austrian Science Foundation (FWF, project no. P 18689) is gratefully acknowledged.

PY - 2009/1/30

Y1 - 2009/1/30

N2 - 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).

AB - 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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DO - 10.1016/j.tetasy.2009.01.007

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SN - 0957-4166

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Enantiocomplementary inverting sec-alkylsulfatase activity in cyano- and thio-bacteria Synechococcus and Paracoccus spp. selectivity enhancement by medium engineering

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