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利用根霉属菌种对3-芳基-3-酮酯进行不对称还原。

Asymmetric reduction of 3-aryl-3-keto esters using Rhizopus species.

作者信息

Salvi Neeta A, Chattopadhyay Subrata

机构信息

Bio-Organic Division, Bhabha Atomic Research Centre, Mumbai 400 085, India.

出版信息

Bioorg Med Chem. 2006 Jul 15;14(14):4918-22. doi: 10.1016/j.bmc.2006.03.025. Epub 2006 Apr 17.

Abstract

Ethyl 3-aryl-3-oxopropanoates (aryl: phenyl, 2-fluorophenyl, 3-nitrophenyl, and 4-nitrophenyl) were reduced enantioselectively to the corresponding (S)-alcohols by the fungus Rhizopus arrhizus and other Rhizopus sp. The best results were generally obtained with Rhizopus arrhizus (wild type) and Rhizopus nivius NCIM 958 with 6h incubation. A longer incubation period led to ester hydrolysis followed by decarboxylation and microbial reduction for all the substrates especially the 3-nitrophenyl ester.

摘要

3-芳基-3-氧代丙酸乙酯(芳基:苯基、2-氟苯基、3-硝基苯基和4-硝基苯基)被无根根霉和其他根霉属真菌对映选择性地还原为相应的(S)-醇。一般来说,在6小时的培养条件下,无根根霉(野生型)和雪白根霉NCIM 958能取得最佳结果。对于所有底物,尤其是3-硝基苯基酯,较长的培养时间会导致酯水解,随后发生脱羧和微生物还原反应。

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