High production of (2s,3s)-3-hydroxy-2-methylbutanoate by immobilized plant cells of Marchantia polymorpha.
Cultured plant cells of Marchantia polymorpha were examined for their ability to reduce beta-keto ester, 2-methyl-3-oxobutanoate. The cells reduced ethyl 2-methyl-3-oxobutanoate to predominantly yield the anti-product, ethyl (2S,3S)-3-hydroxy-2-methylbutanoate, with 92% diastereomeric excess and over 99% enantiomeric excess. The use of immobilized cells of M. polymorpha in calcium alginate gel improved the diastereomeric excess of the product (97% de). In addition, the large-scale reduction of 75 g of ethyl 2-methyl-3-oxobutanoate with immobilized M. polymorpha gave the product with 97% de and >99% ee in 92% yield.
Shimoda
K
K
Department of Pharmacology and Therapeutics, Faculty of Medicine, Oita University, 1-1 Hasama-machi, Oita 879-5593, Japan.
Kubota
N
N
Nakajima
N
N
Hamada
H
H
Hamada
H
H
D018914:Cells, Immobilized; D006885:Hydroxybutyrates / Q000378:metabolism*; D007536:Isomerism; D047008:Marchantia / Q000166:cytology / Q000378:metabolism*; D010084:Oxidation-Reduction
D006885:Hydroxybutyrates; C521066:ethyl (2S,3S)-3-hydroxy-2-methylbutanoate