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Selective Monoacylation of Diols by Substrate Assisted Catalysis in T40A Candida antarctica Lipase B
KTH, School of Biotechnology (BIO), Biochemistry.
KTH, School of Biotechnology (BIO), Biochemistry.
KTH, School of Biotechnology (BIO), Biochemistry.
KTH, School of Biotechnology (BIO), Biochemistry.
2013 (English)In: ChemCatChem, ISSN 1867-3880, Vol. 5, no 3, 743-747 p.Article in journal (Refereed) Published
Abstract [en]

The selectivity towards diols over monoesters in the esterification of diols catalysed by lipase B from Candida antarctica (CALB) was improved by the single point mutation T40A in the enzyme's oxyanion hole. Substrate-assisted catalysis was suggested from molecular modelling of the tetrahedral intermediate in esterification of 1,2-ethanediol catalysed by T40A CALB. The non-reacting hydroxyl group of the diol forms a hydrogen bond to the oxyanion in the transition state, replacing that deleted in mutation. Monoester yields in transacylation reactions were monitored over time to compare the selectivities for wild-type and T40A CALB. The results showed increased selectivities towards the diols tested over their corresponding monoesters as a result of the T40A mutation with substrate-assisted catalysis as a plausible explanation.

Place, publisher, year, edition, pages
2013. Vol. 5, no 3, 743-747 p.
Keyword [en]
biosynthesis, enzyme catalysis, enzyme models, mutagenesis, transition states
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Other Chemistry Topics
URN: urn:nbn:se:kth:diva-120300DOI: 10.1002/cctc.201200560ISI: 000315416200019ScopusID: 2-s2.0-84874207491OAI: diva2:614362

QC 20130404

Available from: 2013-04-04 Created: 2013-04-04 Last updated: 2013-04-04Bibliographically approved

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