Literature DB >> 31286626

Transition Metal-Free Reduction of Activated Alkenes Using a Living Microorganism.

Richard C Brewster1, Jack T Suitor1, Adam W Bennett2, Stephen Wallace1.   

Abstract

Microorganisms can be programmed to perform chemical synthesis via metabolic engineering. However, despite an increasing interest in the use of de novo metabolic pathways and designer whole-cells for small molecule synthesis, the inherent synthetic capabilities of native microorganisms remain underexplored. Herein, we report the use of unmodified E. coli BL21(DE3) cells for the reduction of keto-acrylic compounds and apply this whole-cell biotransformation to the synthesis of aminolevulinic acid from a lignin-derived feedstock. The reduction reaction is rapid, chemo-, and enantioselective, occurs under mild conditions (37 °C, aqueous media), and requires no toxic transition metals or external reductants. This study demonstrates the remarkable promiscuity of central metabolism in bacterial cells and how these processes can be leveraged for synthetic chemistry without the need for genetic manipulation.
© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  biocatalysis; biotechnology; biotransformation; green chemistry; reduction

Year:  2019        PMID: 31286626     DOI: 10.1002/anie.201903973

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  6 in total

Review 1.  Interfacing non-enzymatic catalysis with living microorganisms.

Authors:  Joanna C Sadler; Jonathan A Dennis; Nick W Johnson; Stephen Wallace
Journal:  RSC Chem Biol       Date:  2021-06-04

2.  Ring Expansion Leads to a More Potent Analogue of Ipomoeassin F.

Authors:  Guanghui Zong; Zhijian Hu; Kwabena Baffour Duah; Lauren E Andrews; Jianhong Zhou; Sarah O'Keefe; Lucas Whisenhunt; Joong Sup Shim; Yuchun Du; Stephen High; Wei Q Shi
Journal:  J Org Chem       Date:  2020-12-02       Impact factor: 4.354

3.  Extracellular Electron Transfer Enables Cellular Control of Cu(I)-Catalyzed Alkyne-Azide Cycloaddition.

Authors:  Gina Partipilo; Austin J Graham; Brian Belardi; Benjamin K Keitz
Journal:  ACS Cent Sci       Date:  2022-01-14       Impact factor: 18.728

4.  Tyramine Derivatives Catalyze the Aldol Dimerization of Butyraldehyde in the Presence of Escherichia coli.

Authors:  Jonathan A Dennis; Joanna C Sadler; Stephen Wallace
Journal:  Chembiochem       Date:  2022-07-14       Impact factor: 3.461

5.  Reduction of Activated Alkenes by PIII /PV Redox Cycling Catalysis.

Authors:  Lars Longwitz; Thomas Werner
Journal:  Angew Chem Int Ed Engl       Date:  2020-01-21       Impact factor: 15.336

6.  Introducing an Artificial Deazaflavin Cofactor in Escherichia coli and Saccharomyces cerevisiae.

Authors:  Misun Lee; Jeroen Drenth; Milos Trajkovic; René M de Jong; Marco W Fraaije
Journal:  ACS Synth Biol       Date:  2022-01-19       Impact factor: 5.110

  6 in total

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