Lipase-catalyzed diacylation of 1,3-butanediol

Eguchi, Tamotsu; Mochida, Kenichi

doi:10.1007/bf00131763

Cited by 12 publications

(1 citation statement)

References 18 publications

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“…So, considerable efforts have been devoted to synthetic routes of (R)-1,3-BDO. For example, Eguchi et al attempted the kinetic resolution of 1,3-BDO by lipase-catalyzed diacylations in organic solvent, resulting to (R)-1,3-diacetoxybutane in 23.4% yield and 98.6% ee (Eguchi and Mochida 1993). Daicel Chemical Industries Ltd. reported the synthesis of (R)-1,3-BDO by enantioselective oxidation using whole cells of recombinant Escherichia coli expressing secondary dehydrogenase from Candida parapsilosis IFO1396, leading to (R)-1,3-BDO in 48.4% yield and 95% ee (Yamamoto et al 2002b).…”

Section: Introductionmentioning

confidence: 98%

Asymmetric synthesis of (R)-1,3-butanediol from 4-hydroxy-2-butanone by a newly isolated strain Candida krusei ZJB-09162

Zheng

Qiu

et al. 2012

Appl Microbiol Biotechnol

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Biocatalytic asymmetric preparation of (R)-1,3-butanediol has been attracting much attention in pharmaceuticals industry. A new ideal strain, ZJB-09162, which exhibited high reduction activity and excellent (R)-stereospecificity towards 4-hydroxy-2-butanone, has been successfully isolated from soil samples. Based on morphology, physiological tests (API 20 C AUX), and 5.8S-ITS sequence, the isolate was identified as Candida krusei. Kinetic characterization demonstrated that carbonyl reductase from C. krusei ZJB-09162 preferred NADH to NADPH as cofactor, indicating it might be a new carbonyl reductase. (R)-1,3-Butanediol was produced in 19.8 g/L, 96.6% conversion, and 99.0% ee at optimal pH 8.5, 35 °C with a 2:1 molar ratio of glucose to 4H2B. In order to achieve higher product titer, the substrate loading was optimized in fixed catalysts and fixed substrate/catalysts ratio mode. The bioreduction of 4-hydroxy-2-butanone at a concentration of 45.0 g/L gave (R)-1,3-butanediol in 38.7 g/L and 83.9% conversion. Therefore, C. krusei ZJB-09162 was, for the first time, proven to be a promising biocatalyst for enzymatic preparation of (R)-1,3-butanediol.

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Section: Introductionmentioning

confidence: 98%

Asymmetric synthesis of (R)-1,3-butanediol from 4-hydroxy-2-butanone by a newly isolated strain Candida krusei ZJB-09162

Zheng

Qiu

et al. 2012

Appl Microbiol Biotechnol

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Microbial Cell Factories for Diol Production

Sabra

Groeger

Zeng

2015

Bioreactor Engineering Research and Industrial Applications I

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Diols are compounds with two hydroxyl groups and have a wide range of appealing applications as chemicals and fuels. In particular, five low molecular diol compounds, namely 1,3-propanediol (1,3-PDO), 1,2-propanediol (1,2-PDO), 2,3-butanediol (2,3-BDO), 1,3-butanediol (1,3-BDO), and 1,4-butanediol (1,4-BDO), can be biotechnologically produced by direct microbial bioconversion of renewable materials. In this review, we summarize recent developments in the microbial production of diols, especially regarding the engineering of typical microbial strains as cell factory and the development of corresponding bioconversion processes.

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