Stepwise and combinatorial optimization of enantioselectivity for the asymmetric hydrolysis of 1-(3’,4’-methylenedioxyphenyl)ethyl acetate under use of a cold-adapted Bacillus amyloliquefaciens ... View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

2014-06

AUTHORS

Jia-Yan Liu, Gao-Wei Zheng, Tadayuki Imanaka, Jian-He Xu

ABSTRACT

Optically pure 1-(3’,4’-methylenedioxyphenyl) ethanol is a key chiral intermediate for the synthesis of Steganacin and Salmeterol. A para-nitrobenzyl esterase cloned from Bacillus amyloliquefaciens (BAE) was employed to hydrolyze 1-(3’,4’-methylenedioxyphenyl) ethyl ester for the production of (R)-1-(3’,4’-methylenedioxyphenyl)ethanol. Initially, a moderate enantioselectivity (E = 35) only was obtained at 30°C. Some reaction conditions such as reaction temperature and additive approach were investigated in order to improve the enantioselectivity of the BAEcatalyzed reaction.. As a result, the enantioselectivity was improved significantly to 140 under addition of Tween-80 and a decreasing reaction temperature to 0°C. The result was confirmed in a decagram-scale preparative bioresolution also. The optimized enzymatic hydrolysis conditions provide a more effective process for the (R)-1-(3’,4’-methylenedioxyphenyl) ethanol bioproduction. More... »

PAGES

442-448

References to SciGraph publications

Identifiers

URI

http://scigraph.springernature.com/pub.10.1007/s12257-013-0559-y

DOI

http://dx.doi.org/10.1007/s12257-013-0559-y

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1018530475


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