多形苔类固定化植物细胞高产(2s,3s)-3-羟基-2-甲基丁酸酯

High production of (2s,3s)-3-hydroxy-2-methylbutanoate by immobilized plant cells of Marchantia polymorpha.

作者信息

Shimoda K, Kubota N, Nakajima N, Hamada H, Hamada H

机构信息

Department of Pharmacology and Therapeutics, Faculty of Medicine, Oita University, 1-1 Hasama-machi, Oita 879-5593, Japan.

出版信息

Acta Biol Hung. 2007 Jun;58(2):219-23. doi: 10.1556/ABiol.58.2007.2.8.

DOI:10.1556/ABiol.58.2007.2.8

PMID:17585511

Abstract

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.

摘要

对多歧藻的培养植物细胞还原β-酮酯（2-甲基-3-氧代丁酸酯）的能力进行了研究。这些细胞将2-甲基-3-氧代丁酸乙酯还原，主要生成反式产物(2S,3S)-3-羟基-2-甲基丁酸乙酯，非对映体过量为92%，对映体过量超过99%。将多歧藻固定化细胞用于海藻酸钙凝胶中，提高了产物的非对映体过量（97% de）。此外，用固定化的多歧藻对75 g 2-甲基-3-氧代丁酸乙酯进行大规模还原，产物的非对映体过量为97% de，对映体过量>99%，产率为92%。