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Library of norcoclaurine synthases and their immobilization for biocatalytic transformations

Lechner, H; Soriano, P; Poschner, R; Hailes, HC; Ward, JM; Kroutil, W; (2017) Library of norcoclaurine synthases and their immobilization for biocatalytic transformations. Biotechnology Journal 10.1002/biot.201700542. (In press). Green open access

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Abstract

Norcoclaurine synthases (NCS), catalyzing a Pictet-Spengler reaction in plants as one of the first enzymes in the biosynthetic benzylisoquinoline pathway, were investigated for biocatalytic transformations. The library of norcoclaurine synthases available was extended by two novel NCSs from Argemone mexicana (AmNCS1, AmNCS2) and one new NCS from Corydalis saxicola (CsNCS); furthermore, it was shown that the NCS from Papaver bracteatum (PbNCS) is a highly productive catalyst leading to the isoquinoline product with up to >99% e.e. Under certain conditions lyophilized whole E. coli cells containing the various overexpressed NCS turned out to be suitable catalysts. The reaction using dopamine as substrate bears several challenges such as the spontaneous non-stereoselective background reaction and side reactions. The PbNCS enzyme was successfully immobilized on various carriers whereby EziG3 proved to be the best suited for biotransformations. Dopamine showed limited stability in solution resulting in the coating of the catalyst over time, which could be solved by the addition of ascorbic acid (e.g. 1 mg/ml) as antioxidant.

Type: Article
Title: Library of norcoclaurine synthases and their immobilization for biocatalytic transformations
Location: Germany
Open access status: An open access version is available from UCL Discovery
DOI: 10.1002/biot.201700542
Publisher version: http://doi.org/10.1002/biot.201700542
Language: English
Additional information: © 2017 The Authors. Biotechnology Journal Published by Wiley-VCH Verlag GmbH &Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
Keywords: Pictet-Spengler-reaction, biocatalysis, flow chemistry, immobilization, norcoclaurine synthase
UCL classification: UCL
UCL > Provost and Vice Provost Offices > UCL BEAMS
UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Engineering Science
UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Engineering Science > Dept of Biochemical Engineering
UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences
UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences > Dept of Chemistry
URI: https://discovery.ucl.ac.uk/id/eprint/10038895
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