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Enantioselective hydrolysis of 1‐butyryloxyalkylphosphonates by lipolytic microorganisms: Pseudomonas fluorescens and Penicillium citrinum
Author(s) -
Skwarczyński Mariusz,
Lejczak Barbara,
Kafarski Paweł
Publication year - 1999
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/(sici)1520-636x(1999)11:2<109::aid-chir5>3.0.co;2-t
Subject(s) - penicillium citrinum , pseudomonas fluorescens , chemistry , hydrolysis , pseudomonas , microorganism , lipase , chirality (physics) , substrate (aquarium) , enantioselective synthesis , organic chemistry , bacteria , food science , enzyme , catalysis , chiral symmetry breaking , physics , oceanography , quantum mechanics , geology , nambu–jona lasinio model , biology , quark , genetics
A simple and efficient method was developed for the preparation of optically active 1‐hydroxyalkylphosphonates. Diethyl 1‐butyryloxyalkylphosphonates were hydrolysed by whole cell cultures of Pseudomonas fluorescens or Penicillium citrinum to the afford corresponding hydroxyphosphonates with moderate to good yields and satisfactory optical purity. The substrate specificity of these two microorganisms is discussed in detail. Chirality 11:109–114, 1999. © 1999 Wiley‐Liss, Inc.