Studies on the chemoenzymatic synthesis of (R)- and (S)-methyl 3-aryl-3-hydroxypropionates: the influence of toluene-pretreatment of lipase preparations on enantioselective transesterifications
Paweł Borowiecki , Maria Bretner
AbstractTwo series (para- and meta-substituted) of racemic methyl esters of 3-aryl-3-hydroxypropionic acid were prepared after which the enantiomers were separated by an enzyme-catalyzed transesterification. Several lipases were investigated as the catalyst. The influence of the enzyme pretreatment, as well as substrate concentration, reaction temperature, stirring manner, and substrate conversion on the stereochemical outcome of the biotransformation process were investigated in detail. The best results were achieved by using solvent-pretreated lipase from Pseudomonas fluorescens or Burkholderia cepacia suspended in toluene, and vinyl acetate as the acetyl group donor.
|Journal series||Tetrahedron-Asymmetry, ISSN 0957-4166|
|Publication size in sheets||0.55|
|ASJC Classification||; ; ;|
|Score|| = 25.0, 02-02-2020, ArticleFromJournal|
= 25.0, 02-02-2020, ArticleFromJournal
|Publication indicators||= 14; = 13; : 2013 = 0.716; : 2013 = 2.165 (2) - 2013=2.097 (5)|
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