Unveiling the Biocatalytic Aromatizing Activity of Monoamine Oxidases MAO-N and 6-HDNO: Development of Chemoenzymatic Cascades for the Synthesis of Pyrroles

Scalacci, Nicoló, Black, Gary, Mattedi, Giulio, Brown, Nicola, Turner, Nicholas J. and Castagnolo, Daniele (2017) Unveiling the Biocatalytic Aromatizing Activity of Monoamine Oxidases MAO-N and 6-HDNO: Development of Chemoenzymatic Cascades for the Synthesis of Pyrroles. ACS Catalysis, 7 (2). pp. 1295-1300. ISSN 2155-5435

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Official URL: https://doi.org/10.1021/acscatal.6b03081

Abstract

A chemoenzymatic cascade process for the sustainable production of pyrroles has been developed. Pyrroles were synthesized by exploiting the previously unexplored aromatizing activity of monoamine oxidase enzymes (MAO-N and 6-HDNO). MAO-N/6-HDNO whole cell biocatalysts are able to convert 3-pyrrolines into pyrroles under mild conditions and in high yields. Moreover, MAO-N can work in combination with the ruthenium Grubbs catalyst, leading to the synthesis of pyrroles from diallylamines/-anilines in a one-pot cascade metathesis–aromatization sequence.

Item Type: Article
Uncontrolled Keywords: biocatalysis; chemoenzymatic cascade; MAO-N; metathesis; pyrrole
Subjects: B900 Others in Subjects allied to Medicine
F100 Chemistry
Department: Faculties > Health and Life Sciences > Applied Sciences
Depositing User: Iain Sutcliffe
Date Deposited: 27 Feb 2018 11:50
Last Modified: 27 Feb 2018 14:19
URI: http://nrl.northumbria.ac.uk/id/eprint/33432

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