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Whole-cell Biocatalytic of Bacillus Cereus WZZ006 Strain to Synthesis of Indoxacarb Intermediate: (S)-5-Chloro-1-oxo-2,3-dihydro-2-hydroxy-1H-indene-2-carboxylic Acid Methyl Ester

Whole-cell Biocatalytic of Bacillus Cereus WZZ006 Strain to Synthesis of Indoxacarb Intermediate: (S)-5-Chloro-1-oxo-2,3-dihydro-2-hydroxy-1H-indene-2-carboxylic Acid Methyl Ester

Yinjun Zhang, Hongyun Zhang, Feifei Cheng, Ying Xia, Jianyong Zheng, Zhao Wang

Chirality. 2019 Nov;31(11):958-967.

PMID: 31468608

Abstract:

In this study, a newly isolated strain screened from the indoxacarb-rich agricultural soils, Bacillus cereus WZZ006, has a high stereoselectivity to racemic substrate 5-chloro-1-oxo-2,3-dihydro-2-hydroxy-1H-indene-2-carboxylic acid methyl ester. (S)-5-chloro-1-oxo-2,3-dihydro-2-hydroxy-1H-indene-2-carboxylic acid methyl ester was obtained by bio-enzymatic resolution. After the 36-hour hydrolysis in 50-mM racemic substrate under the optimized reaction conditions, the e.e.s was up to 93.0% and the conversion was nearly 53.0% with the E being 35.0. Therefore, B cereus WZZ006 performed high-level ability to produce (S)-5-chloro-1-oxo-2,3-dihydro-2-hydroxy-1H-indene-2-carboxylic acid methyl ester. This study demonstrates a new biocatalytic process route for preparing the indoxacarb chiral intermediates and provides a theoretical basis for the application of new insecticides in agricultural production.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP470463446	2-Chloro-4-trimethylsilanylethynyl-nicotinic acid methyl ester		470463-44-6	Price

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