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Asymmetric hydrolysis of dimethyl phenylmalonate by immobilized penicillin G acylase from E. coli

Paper ID Volume ID Publish Year Pages File Format Full-Text
18134 42713 2007 4 PDF Available
Title
Asymmetric hydrolysis of dimethyl phenylmalonate by immobilized penicillin G acylase from E. coli
Abstract

This paper reports that penicillin G acylase (PGA) is able to hydrolyze prochiral diethyl and dimethyl phenylmalonate, although activity is higher with the dimethyl ester. The process has two very interesting features: (i) the enzyme is fully specific and did not recognize the monoester as substrate, very likely due to the presence of a charged carboxylic acid in alpha-position, permitting to fully transform the diester in the chiral monoester and (ii) the reaction is almost fully asymmetric, producing (+)-methyl phenylmalonate. Although the activity of PGA against this substrate is lower than against other substrates of PGA (e.g., 20-fold lower than when using (+)-methyl mandelate), the use of a highly loaded biocatalyst (80 mg of PGA per gram of support) permitted to obtain around 80 U/g of biocatalyst, permitting to produce 100 mM (+)-methyl phenylmalonate using 1 g of biocatalyst per 100 ml of reaction volume in only 5 h.

Keywords
Partial hydrolysis; Asymmetric reactions; Prochiral compounds; Enzyme selectivity; Enzyme asymmetry; Desymmetrisation
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Asymmetric hydrolysis of dimethyl phenylmalonate by immobilized penicillin G acylase from E. coli
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Publisher
Database: Elsevier - ScienceDirect
Journal: Enzyme and Microbial Technology - Volume 40, Issue 5, 3 April 2007, Pages 997–1000
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Bioengineering
Get Full-Text Now
Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
100% Money Back Guarantee
Full-text PDF Download
Online Support
Any Questions? feel free to contact us