Pressurized CO2 as a carboxylating agent for the biocatalytic ortho-carboxylation of resorcinol

Katharina Plasch; Gerhard Hofer; Walter Keller; Sam Hay; Derren J. Heyes; Alexander Dennig; Silvia M. Glueck; Kurt Faber

doi:10.1039/C8GC00008E

Pressurized CO₂ as a carboxylating agent for the biocatalytic ortho-carboxylation of resorcinol†

Katharina Plasch,^a Gerhard Hofer,^b Walter Keller,

^b Sam Hay,

^c Derren J. Heyes,^c Alexander Dennig,^d Silvia M. Glueck

*^ae and Kurt Faber*^a

Author affiliations

* Corresponding authors

^a Department of Chemistry, Organic & Bioorganic Chemistry, University of Graz, Heinrichstrasse 28, 8010 Graz, Austria
E-mail: Si.Glueck@Uni-Graz.at, Kurt.Faber@Uni-Graz.at

^b Institute of Molecular Biosciences, University of Graz, Humboldstrasse 50, 8010 Graz, Austria

^c Manchester Institute of Biotechnology, University of Manchester, 131 Princess Street, Manchester M1 7DN, UK

^d Institute of Biotechnology and Biochemical Engineering, Graz University of Technology, Petersgasse 12, 8010 Graz, Austria

^e Austrian Centre of Industrial Biotechnology (ACIB), Petersgasse 14, 8010 Graz, Austria

Abstract

The utilization of gaseous carbon dioxide instead of bicarbonate would greatly facilitate process development for enzyme catalyzed carboxylations on a large scale. As a proof-of-concept, 1,3-dihydroxybenzene (resorcinol) was carboxylated in the ortho-position using pressurized CO₂ (∼30–40 bar) catalyzed by ortho-benzoic acid decarboxylases with up to 68% conversion. Optimization studies revealed tight pH-control and enzyme stability as the most important determinants.

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DOI: https://doi.org/10.1039/C8GC00008E
Article type: Communication
Submitted: 01 Jan 2018
Accepted: 08 Mar 2018
First published: 03 Apr 2018
This article is Open Access

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Green Chem., 2018,20, 1754-1759

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Pressurized CO₂ as a carboxylating agent for the biocatalytic ortho-carboxylation of resorcinol

K. Plasch, G. Hofer, W. Keller, S. Hay, D. J. Heyes, A. Dennig, S. M. Glueck and K. Faber, Green Chem., 2018, 20, 1754 DOI: 10.1039/C8GC00008E

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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Pressurized CO₂ as a carboxylating agent for the biocatalytic ortho-carboxylation of resorcinol†

Abstract

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Pressurized CO₂ as a carboxylating agent for the biocatalytic ortho-carboxylation of resorcinol

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