Hydrolase-catalyzed fast Henry reaction of nitroalkanes and aldehydes in organic media

Jun-Liang Wang; Xia Li; Hong-Yan Xie; Bo-Kai Liu; Xian-Fu Lin

doi:10.1016/j.jbiotec.2009.11.022

Hydrolase-catalyzed fast Henry reaction of nitroalkanes and aldehydes in organic media

J Biotechnol. 2010 Feb 1;145(3):240-3. doi: 10.1016/j.jbiotec.2009.11.022. Epub 2009 Dec 4.

Authors

Jun-Liang Wang¹, Xia Li, Hong-Yan Xie, Bo-Kai Liu, Xian-Fu Lin

Affiliation

¹ Department of Chemistry, Zhejiang University, Hangzhou 310027, Zhejiang, PR China.

PMID: 19963019
DOI: 10.1016/j.jbiotec.2009.11.022

Abstract

Nitroalkanes underwent fast additions to a variety of structurally diverse aldehydes under the catalysis of d-aminoacylase in DMSO. The influences of reaction conditions including solvents, temperature, enzyme concentration and molar ratio of substrates were systematically investigated. Seventeen products were obtained in short time with moderate to high yields. It is the first report on hydrolase-catalyzed fast Henry reaction in organic solvent.

MeSH terms

Aldehydes / metabolism*
Alkanes / metabolism*
Benzaldehydes / chemistry
Benzaldehydes / metabolism
Biocatalysis*
Ethane / analogs & derivatives
Ethane / chemistry
Ethane / metabolism
Hydrolases / metabolism*
Models, Chemical*
Nitro Compounds / metabolism*
Nitroparaffins / chemistry
Nitroparaffins / metabolism
Solvents / metabolism*
Substrate Specificity

Substances

Aldehydes
Alkanes
Benzaldehydes
Nitro Compounds
Nitroparaffins
Solvents
4-nitrobenzaldehyde
nitroethane
Hydrolases
Ethane