Literature DB >> 29100099

Synthesis of chiral amines using redox biocatalysis.

Gideon Grogan1.   

Abstract

Chiral amines feature in a large number of small molecule pharmaceuticals, and thus methods for their asymmetric synthesis are of considerable interest. Biocatalytic approaches have come to the fore in recent years as these offer advantages of superior atom economy, mild reaction conditions and excellent stereoselectivity. Advances in redox cofactor process technology have meant that oxidoreductase enzymes in particular now have growing potential as industrial catalysts for amine formation. In this review we survey recent developments in the discovery and application of oxidoreductase enzymes for amine production, including Monoamine Oxidases (MAOs), engineered and natural Amine Dehydrogenases (AmDHs), Imine Reductases (IREDs) and Reductive Aminases (RedAms), in addition to their application in enzyme cascades.
Copyright © 2017. Published by Elsevier Ltd.

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Year:  2017        PMID: 29100099     DOI: 10.1016/j.cbpa.2017.09.008

Source DB:  PubMed          Journal:  Curr Opin Chem Biol        ISSN: 1367-5931            Impact factor:   8.822


  14 in total

1.  Screening and characterization of a diverse panel of metagenomic imine reductases for biocatalytic reductive amination.

Authors:  James R Marshall; Peiyuan Yao; Sarah L Montgomery; James D Finnigan; Thomas W Thorpe; Ryan B Palmer; Juan Mangas-Sanchez; Richard A M Duncan; Rachel S Heath; Kirsty M Graham; Darren J Cook; Simon J Charnock; Nicholas J Turner
Journal:  Nat Chem       Date:  2020-12-30       Impact factor: 24.427

2.  A Biocatalytic Platform for the Synthesis of Enantiopure Propargylic Alcohols and Amines.

Authors:  Xianke Sang; Feifei Tong; Zhigang Zeng; Minghu Wu; Bo Yuan; Zhoutong Sun; Xiang Sheng; Ge Qu; Miguel Alcalde; Frank Hollmann; Wuyuan Zhang
Journal:  Org Lett       Date:  2022-06-07       Impact factor: 6.072

3.  Catalytic C(sp3)-H bond activation in tertiary alkylamines.

Authors:  Jesus Rodrigalvarez; Manuel Nappi; Hiroki Azuma; Nils J Flodén; Matthew E Burns; Matthew J Gaunt
Journal:  Nat Chem       Date:  2019-12-20       Impact factor: 24.427

4.  Sequence-Based In-silico Discovery, Characterisation, and Biocatalytic Application of a Set of Imine Reductases.

Authors:  Stefan Velikogne; Verena Resch; Carina Dertnig; Joerg H Schrittwieser; Wolfgang Kroutil
Journal:  ChemCatChem       Date:  2018-07-17       Impact factor: 5.686

5.  Asymmetric Synthesis of (R)-1-Alkyl-Substituted Tetrahydro-ß-carbolines Catalyzed by Strictosidine Synthases.

Authors:  Desiree Pressnitz; Eva-Maria Fischereder; Jakob Pletz; Christina Kofler; Lucas Hammerer; Katharina Hiebler; Horst Lechner; Nina Richter; Elisabeth Eger; Wolfgang Kroutil
Journal:  Angew Chem Int Ed Engl       Date:  2018-06-21       Impact factor: 15.336

6.  Peroxygenase-Catalysed Epoxidation of Styrene Derivatives in Neat Reaction Media.

Authors:  Marine C R Rauch; Florian Tieves; Caroline E Paul; Isabel W C E Arends; Miguel Alcalde; Frank Hollmann
Journal:  ChemCatChem       Date:  2019-08-27       Impact factor: 5.686

7.  Nickel/Brønsted Acid-Catalyzed Chemo- and Enantioselective Intermolecular Hydroamination of Conjugated Dienes.

Authors:  Jiao Long; Peng Wang; Wang Wang; Yuqiang Li; Guoyin Yin
Journal:  iScience       Date:  2019-11-11

8.  Systematic Evaluation of Imine-Reducing Enzymes: Common Principles in Imine Reductases, β-Hydroxy Acid Dehydrogenases, and Short-Chain Dehydrogenases/ Reductases.

Authors:  Peter Stockinger; Sebastian Roth; Michael Müller; Jürgen Pleiss
Journal:  Chembiochem       Date:  2020-05-29       Impact factor: 3.164

9.  A general carbonyl alkylative amination for tertiary amine synthesis.

Authors:  Nils J Flodén; William G Whitehurst; Roopender Kumar; Matthew J Gaunt
Journal:  Nature       Date:  2020-04-08       Impact factor: 49.962

Review 10.  The Hitchhiker's guide to biocatalysis: recent advances in the use of enzymes in organic synthesis.

Authors:  Roger A Sheldon; Dean Brady; Moira L Bode
Journal:  Chem Sci       Date:  2020-02-13       Impact factor: 9.825

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