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Catalysts 2019, 9(3), 252; https://doi.org/10.3390/catal9030252

An Enzyme Cascade Synthesis of Vanillin

Institute of Biochemistry and Technical Biochemistry, Department of Technical Biochemistry, Universitaet Stuttgart, Allmandring 31, 70569 Stuttgart, Germany
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Received: 30 January 2019 / Revised: 19 February 2019 / Accepted: 21 February 2019 / Published: 12 March 2019
(This article belongs to the Special Issue Biocatalysis for Industrial Applications)
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Abstract

A novel approach for the synthesis of vanillin employing a three-step two-enzymatic cascade sequence is reported. Cytochrome P450 monooxygenases are known to catalyse the selective hydroxylation of aromatic compounds, which is one of the most challenging chemical reactions. A set of rationally designed variants of CYP102A1 (P450 BM3) from Bacillus megaterium at the amino acid positions 47, 51, 87, 328 and 437 was screened for conversion of the substrate 3-methylanisole to vanillyl alcohol via the intermediate product 4-methylguaiacol. Furthermore, a vanillyl alcohol oxidase (VAO) variant (F454Y) was selected as an alternative enzyme for the transformation of one of the intermediate compounds via vanillyl alcohol to vanillin. As a proof of concept, the bi-enzymatic three-step cascade conversion of 3-methylanisole to vanillin was successfully evaluated both in vitro and in vivo. View Full-Text
Keywords: cytochrome P450; vanillin; enzyme cascade; vanillyl alcohol oxidase; flavor compound cytochrome P450; vanillin; enzyme cascade; vanillyl alcohol oxidase; flavor compound
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).

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Klaus, T.; Seifert, A.; Häbe, T.; Nestl, B.M.; Hauer, B. An Enzyme Cascade Synthesis of Vanillin. Catalysts 2019, 9, 252.

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