134298-54-7Relevant academic research and scientific papers
A Biocatalytic Approach to the Enantioselective Synthesis of (R)- and (S)-Malic Acid
Santaniello, Enzo,Ferraboschi, Patrizia,Grisenti, Paride,Aragozzini, Fabrizio,Maconi, Elisabetta
, p. 601 - 605 (2007/10/02)
(S)-Diethyl malate 1a was prepared (70-80percent yield; >98percent optical purity) by an enantioselective reduction of sodium diethyl oxalacetate 2 by fermenting baker's yeast (Saccharomyces cerevisiae).Other microorganisms were tested for their capability of reducing 2.Most of them afforded (S)-1a with ee from 8 to 94percent and only Candida utilis, Aspergillus niger and Lactobacillus fermentum ILC G18D preferentially reduced compound 2 to (R)-1a. (R)-Dimethyl malate 1b was obtained from (R,S)-malate 1b by hydrolysis with pig liver esterase (PLE), the highest ee (93percent) being realized at 0 deg C in 20percent aqueous methanol.Enzymatic hydrolyses of protected malates 1d and 1e did not lead to improvement of the ee.
