Biocatalytic Amine Synthesis via Hydrogen Borrowing

Project Information

BIO-H-BORROW

Grant agreement ID: 742987

DOI

10.3030/742987

Project closed

EC signature date 8 May 2017

Start date 1 June 2017

End date 31 May 2023

Funded under

• EXCELLENT SCIENCE - European Research Council (ERC)

Total cost

€ 2 337 548,00

EU contribution

€ 2 337 548,00

Coordinated by

THE UNIVERSITY OF MANCHESTER
United Kingdom

CORDIS provides links to public deliverables and publications of HORIZON projects.

Links to deliverables and publications from FP7 projects, as well as links to some specific result types such as dataset and software, are dynamically retrieved from OpenAIRE .

Publications

Peer reviewed articles (32)

A biocatalytic cascade for the conversion of fatty acids to fatty amines

Author(s): Joan Citoler, Sasha R. Derrington, James L. Galman, Han Bevinakattib, Nicholas J. Turner
Published in: Green Chemistry, 2019, ISSN 1463-9262
Publisher: Royal Society of Chemistry
DOI: 10.1039/c9gc02260k

Expanding the synthetic scope of biocatalysis by enzyme discovery and protein engineering

Author(s): James R. Marshall; Juan Mangas-Sanchez; Juan Mangas-Sanchez; Nicholas J. Turner
Published in: Tetrahedron, Issue 82, 26, 2021, Page(s) 131926, ISSN 0040-4020
Publisher: Pergamon Press Ltd.
DOI: 10.1016/j.tet.2021.131926

Redox surrogate methods for sustainable amine N-alkylation

Author(s): Rebecca E. Ruscoe, Jeremy I. Ramsden, Nicholas JTurner
Published in: Current Opinion in Chemical Engineering, 2020, ISSN 2211-3398
Publisher: Elsevier BV
DOI: 10.1016/j.coche.2020.08.005

Synthesis of Stereoenriched Piperidines via Chemo-Enzymatic Dearomatization of Activated Pyridines

Author(s): Vanessa Harawa; Thomas W. Thorpe; James R. Marshall; Jack J. Sangster; Amelia K. Gilio; Lucian Pirvu; Rachel S. Heath; Antonio Angelastro; James D. Finnigan; Simon J. Charnock; Jordan W. Nafie; Gideon Grogan; Roger C. Whitehead; Nicholas J. Turner
Published in: Journal of the American Chemical Society, Issue 144, 46, 2022, Page(s) 21088–21095, ISSN 0002-7863
Publisher: American Chemical Society
DOI: 10.1021/jacs.2c07143

An Engineered Cholesterol Oxidase Catalyses Enantioselective Oxidation of Non-steroidal Secondary Alcohols.

Author(s): Rachel S. Heath; Jack J. Sangster; Nicholas J. Turner
Published in: ChemBioChem, Issue 23, 7, 2022, ISSN 1439-4227
Publisher: John Wiley & Sons Ltd.
DOI: 10.1002/cbic.202200075

Is it time for biocatalysis in fragment-based drug discovery?

Author(s): Jeremy I. Ramsden; Sebastian C. Cosgrove; Nicholas J. Turner
Published in: Chemical Science, Issue 8, 2020, Page(s) 11104-11112, ISSN 2041-6520
Publisher: Royal Society of Chemistry
DOI: 10.1039/d0sc04103c

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

Author(s): 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
Published in: Nature Chemistry, 2021, ISSN 1755-4330
Publisher: Nature Publishing Group
DOI: 10.1038/s41557-020-00606-w

Asymmetric Synthesis of N-Substituted α-Amino Esters from α-Ketoesters via Imine Reductase-Catalyzed Reductive Amination

Author(s): Peiyuan Yao, James R. Marshall, Zefei Xu, Jesmine Lim, Simon J. Charnock, Dunming Zhu, Nicholas J. Turner
Published in: Angewandte Chemie International Edition, 2021, ISSN 1433-7851
Publisher: John Wiley & Sons Ltd.
DOI: 10.1002/anie.202016589

Enzymatic Late-Stage Modifications: Better Late Than Never

Author(s): Elvira Romero, Bethan S. Jones, Bethany N. Hogg, Arnau Rué Casamajo, Martin A. Hayes, Sabine L. Flitsch, Nicholas J. Turner, Christian Schnepel
Published in: Angewandte Chemie International Edition, 2021, ISSN 1433-7851
Publisher: John Wiley & Sons Ltd.
DOI: 10.1002/anie.202014931

One-Pot Synthesis of Chiral N-Arylamines by Combining Biocatalytic Aminations with Buchwald-Hartwig N-Arylation.

Author(s): Sebastian C. Cosgrove; Matthew P. Thompson; Syed T. Ahmed; Fabio Parmeggiani; Fabio Parmeggiani; Nicholas J. Turner
Published in: Angewandte Chemie International, Issue 8, 2020, Page(s) 18156-18160, ISSN 1433-7851
Publisher: John Wiley & Sons Ltd.
DOI: 10.1002/anie.202006246

Biomimetic synthesis of 2-substituted N-heterocycle alkaloids by one-pot hydrolysis, transamination and decarboxylative Mannich reaction

Author(s): James L. Galman, Iustina Slabu, Fabio Parmeggiani, Nicholas J. Turner
Published in: Chemical Communications, Issue 54/80, 2018, Page(s) 11316-11319, ISSN 1359-7345
Publisher: Royal Society of Chemistry
DOI: 10.1039/C8CC06759G

Chemo-enzymatic synthesis of pyrazines and pyrroles

Author(s): Nicholas John Turner, Anthony Green, Jin Xu
Published in: Angewandte Chemie International Edition, 2018, ISSN 1433-7851
Publisher: John Wiley & Sons Ltd.
DOI: 10.1002/anie.201810555

Biocatalytic N -Alkylation of Amines Using Either Primary Alcohols or Carboxylic Acids via Reductive Aminase Cascades

Author(s): Jeremy I. Ramsden, Rachel S. Heath, Sasha R. Derrington, Sarah L. Montgomery, Juan Mangas-Sanchez, Keith R. Mulholland, Nicholas J. Turner
Published in: Journal of the American Chemical Society, Issue 141/3, 2019, Page(s) 1201-1206, ISSN 0002-7863
Publisher: American Chemical Society
DOI: 10.1021/jacs.8b11561

A generic platform for the immobilisation of engineered biocatalysts

Author(s): Matthew P. Thompson, Sasha R. Derrington, Rachel S. Heath, Joanne L. Porter, Juan Mangas-Sanchez, Paul N. Devine, Matthew D. Truppo, Nicholas J. Turner
Published in: Tetrahedron, Issue 75/3, 2019, Page(s) 327-334, ISSN 0040-4020
Publisher: Pergamon Press Ltd.
DOI: 10.1016/j.tet.2018.12.004

Enzyme-catalysed enantioselective oxidation of alcohols by air exploiting fast electrochemical nicotinamide cycling in electrode nanopores

Author(s): Lei Wan, Rachel S. Heath, Bhavin Siritanaratkul, Clare F. Megarity, Adam J. Sills, Matthew P. Thompson, Nicholas J. Turner, Fraser A. Armstrong
Published in: Green Chemistry, Issue 21/18, 2019, Page(s) 4958-4963, ISSN 1463-9262
Publisher: Royal Society of Chemistry
DOI: 10.1039/c9gc01534e

One-Pot Biocatalytic Cascade Reduction of Cyclic Enimines for the Preparation of Diastereomerically Enriched N -Heterocycles

Author(s): Thomas W. Thorpe, Scott P. France, Shahed Hussain, James R. Marshall, Wojciech Zawodny, Juan Mangas-Sanchez, Sarah L. Montgomery, Roger M. Howard, David S. B. Daniels, Rajesh Kumar, Fabio Parmeggiani, Nicholas J. Turner
Published in: Journal of the American Chemical Society, Issue 141/49, 2019, Page(s) 19208-19213, ISSN 0002-7863
Publisher: American Chemical Society
DOI: 10.1021/jacs.9b10053

Electrocatalytic Volleyball: Rapid Nanoconfined Nicotinamide Cycling for Organic Synthesis in Electrode Pores

Author(s): Clare F. Megarity, Bhavin Siritanaratkul, Rachel S. Heath, Lei Wan, Giorgio Morello, Sarah R. FitzPatrick, Rosalind L. Booth, Adam J. Sills, Alexander W. Robertson, Jamie H. Warner, Nicholas J. Turner, Fraser A. Armstrong
Published in: Angewandte Chemie International Edition, Issue 58/15, 2019, Page(s) 4948-4952, ISSN 1433-7851
Publisher: John Wiley & Sons Ltd.
DOI: 10.1002/anie.201814370

Enantioselective Synthesis of Chiral Vicinal Amino Alcohols Using Amine Dehydrogenases

Author(s): Fei-Fei Chen, Sebastian C. Cosgrove, William R. Birmingham, Juan Mangas-Sanchez, Joan Citoler, Matthew P. Thompson, Gao-Wei Zheng, Jian-He Xu, Nicholas J. Turner
Published in: ACS Catalysis, Issue 9/12, 2019, Page(s) 11813-11818, ISSN 2155-5435
Publisher: American Chemical Society
DOI: 10.1021/acscatal.9b03889

Biocatalytic Routes to Enantiomerically Enriched Dibenz[ c , e ]azepines

Author(s): Scott P. France, Godwin A. Aleku, Mahima Sharma, Juan Mangas-Sanchez, Roger M. Howard, Jeremy Steflik, Rajesh Kumar, Ralph W. Adams, Iustina Slabu, Robert Crook, Gideon Grogan, Timothy W. Wallace, Nicholas J. Turner
Published in: Angewandte Chemie, Issue 129/49, 2017, Page(s) 15795-15799, ISSN 0044-8249
Publisher: John Wiley & Sons Ltd.
DOI: 10.1002/ange.201708453

Discovery, Engineering, and Synthetic Application of Transaminase Biocatalysts

Author(s): Iustina Slabu, James L. Galman, Richard C. Lloyd, Nicholas J. Turner
Published in: ACS Catalysis, Issue 7/12, 2017, Page(s) 8263-8284, ISSN 2155-5435
Publisher: American Chemical Society
DOI: 10.1021/acscatal.7b02686

Bio-derived production of cinnamyl alcohol via a three step biocatalytic cascade and metabolic engineering

Author(s): Evaldas Klumbys, Ziga Zebec, Nicholas J. Weise, Nicholas J. Turner, Nigel S. Scrutton
Published in: Green Chemistry, Issue 20/3, 2018, Page(s) 658-663, ISSN 1463-9262
Publisher: Royal Society of Chemistry
DOI: 10.1039/c7gc03325g

Kinetic Resolution and Deracemization of Racemic Amines Using a Reductive Aminase

Author(s): Godwin A. Aleku, Juan Mangas-Sanchez, Joan Citoler, Scott P. France, Sarah L. Montgomery, Rachel S. Heath, Matthew P. Thompson, Nicholas J. Turner
Published in: ChemCatChem, Issue 10/3, 2018, Page(s) 515-519, ISSN 1867-3880
Publisher: Wiley - VCH Verlag GmbH & CO. KGaA
DOI: 10.1002/cctc.201701484

Identification of Novel Bacterial Members of the Imine Reductase Enzyme Family that Perform Reductive Amination

Author(s): Scott P. France, Roger M. Howard, Jeremy Steflik, Nicholas J. Weise, Juan Mangas-Sanchez, Sarah L. Montgomery, Robert Crook, Rajesh Kumar, Nicholas J. Turner
Published in: ChemCatChem, Issue 10/3, 2018, Page(s) 510-514, ISSN 1867-3880
Publisher: Wiley - VCH Verlag GmbH & CO. KGaA
DOI: 10.1002/cctc.201701408

A Mechanism for Reductive Amination Catalyzed by Fungal Reductive Aminases

Author(s): Mahima Sharma, Juan Mangas-Sanchez, Scott P. France, Godwin A. Aleku, Sarah L. Montgomery, Jeremy I. Ramsden, Nicholas J. Turner, Gideon Grogan
Published in: ACS Catalysis, Issue 8/12, 2018, Page(s) 11534-11541, ISSN 2155-5435
Publisher: American Chemical Society
DOI: 10.1021/acscatal.8b03491

Characterization of imine reductases in reductive amination for the exploration of structure-activity relationships

Author(s): Sarah L. Montgomery, Ahir Pushpanath, Rachel S. Heath, James R. Marshall, Ulrike Klemstein, James L. Galman, David Woodlock, Serena Bisagni, Christopher J. Taylor, J. Mangas-Sanchez, J. I. Ramsden, Beatriz Dominguez, Nicholas J. Turner
Published in: Science Advances, Issue 6/21, 2020, Page(s) eaay9320, ISSN 2375-2548
Publisher: AAAS
DOI: 10.1126/sciadv.aay9320

Asymmetric synthesis of primary amines catalyzed by thermotolerant fungal reductive aminases

Author(s): Juan Mangas-Sanchez, Mahima Sharma, Sebastian C. Cosgrove, Jeremy I. Ramsden, James R. Marshall, Thomas W. Thorpe, Ryan B. Palmer, Gideon Grogan, Nicholas J. Turner
Published in: Chemical Science, Issue 11/19, 2020, Page(s) 5052-5057, ISSN 2041-6520
Publisher: Royal Society of Chemistry
DOI: 10.1039/d0sc02253e

One-Step Biocatalytic Synthesis of Sustainable Surfactants by Selective Amide Bond Formation.

Author(s): Max Lubberink; William Finnigan; Christian Schnepel; Christopher R. Baldwin; Nicholas J. Turner; Sabine L. Flitsch
Published in: Angewandte Chemie International Edition, Issue 61, 30, 2022, ISSN 1433-7851
Publisher: John Wiley & Sons Ltd.
DOI: 10.1002/ange.202205054

RetroBioCat as a computer-aided synthesis planning tool for biocatalytic reactions and cascades

Author(s): William Finnigan, Lorna J. Hepworth, Sabine L. Flitsch, Nicholas J. Turner
Published in: Nature Catalysis, 2021, ISSN 2520-1158
Publisher: Nature Publishing Group
DOI: 10.1038/s41929-020-00556-z

New Trends and Future Opportunities in the Enzymatic Formation of C-C, C-N, and C-O bonds.

Author(s): Jack J. Sangster; James R. Marshall; Nicholas J. Turner; Juan Mangas-Sanchez
Published in: ChemBioChem, Issue 23, 6, 2022, ISSN 1439-4227
Publisher: John Wiley & Sons Ltd.
DOI: 10.1002/cbic.202100464

One-Pot Chemoenzymatic Cascade for the Enantioselective C(1)-Allylation of Tetrahydroisoquinolines

Author(s): Jack J. Sangster; Rebecca E. Ruscoe; Sebastian C. Cosgrove; Juan Mangas-Sánchez; Nicholas J. Turner
Published in: Journal of the American Chemical Society, Issue 145, 8, 2023, Page(s) 4431–4437, ISSN 0002-7863
Publisher: American Chemical Society
DOI: 10.1021/jacs.2c09176

One-Pot Biocatalytic Synthesis of Substituted d-Tryptophans from Indoles Enabled by an Engineered Aminotransferase

Author(s): Fabio Parmeggiani, Arnau Rué Casamajo, Curtis J. W. Walton, James L. Galman, Nicholas J. Turner, Roberto A. Chica
Published in: ACS Catalysis, 2019, Page(s) 3482–3486, ISSN 2155-5435
Publisher: American Chemical Society
DOI: 10.1021/acscatal.9b00739

Synthesis of protected 3-aminopiperidine and 3-aminoazepane derivatives using enzyme cascades

Author(s): Grayson J. Ford, Nico Kress, Ashley P. Mattey, Lorna J. Hepworth, Christopher R. Baldwin, James R. Marshall, Lisa S. Seibt, Min Huang, William R. Birmingham, Nicholas J. Turner, Sabine L. Flitsch
Published in: Chemical Communications, 2020, ISSN 1359-7345
Publisher: Royal Society of Chemistry
DOI: 10.1039/d0cc02976a