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BIO-H-BORROW SIGNED

Biocatalytic Amine Synthesis via Hydrogen Borrowing

Total Cost €

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EC-Contrib. €

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Partnership

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 BIO-H-BORROW project word cloud

Explore the words cloud of the BIO-H-BORROW project. It provides you a very rough idea of what is the project "BIO-H-BORROW" about.

ammonia    dehydrogenase    reductive    cofactors    neutral    feedstocks    discovered    coupling    nadph    cofactor    biocatalysts    specificity    temperatures    cascades    ubiquitous    aminase    ways    amdhs    powerful    synthesise    possess    iterative    source    stimulated    manufactured    majority    life    efficient    shared    enzymes    precursors    compatible    hydrogen    amounts    compounds    amines    pharmaceuticals    dehydrogenases    redams    synthetic    retrosynthesis    creates    mutually    aminases    engineer    renewable    biocatalytic    construction    vast    catalytic    manner    3o    engineered    alcohols    thereafter    polymers    chemists    chemo    alcohol    enantioselectivity    everyday    nadh    organic    conversion    redox    enantioselective    requiring    containing    telescoping    molecules    ranging    unexplored    practical    nitrogen    selectivity    bonds    1o    borrowing    regio    redesign    stereo    borrow    context    amine    pressures    bio    sustainable    waste    2o    combined    reactions    synthesis    inexpensive   

Project "BIO-H-BORROW" data sheet

The following table provides information about the project.

Coordinator
THE UNIVERSITY OF MANCHESTER 

Organization address
address: OXFORD ROAD
city: MANCHESTER
postcode: M13 9PL
website: www.manchester.ac.uk

contact info
title: n.a.
name: n.a.
surname: n.a.
function: n.a.
email: n.a.
telephone: n.a.
fax: n.a.

 Coordinator Country United Kingdom [UK]
 Total cost 2˙337˙548 €
 EC max contribution 2˙337˙548 € (100%)
 Programme 1. H2020-EU.1.1. (EXCELLENT SCIENCE - European Research Council (ERC))
 Code Call ERC-2016-ADG
 Funding Scheme ERC-ADG
 Starting year 2017
 Duration (year-month-day) from 2017-06-01   to  2022-05-31

 Partnership

Take a look of project's partnership.

# participants  country  role  EC contrib. [€] 
1    THE UNIVERSITY OF MANCHESTER UK (MANCHESTER) coordinator 2˙337˙548.00

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 Project objective

Amine containing compounds are ubiquitous in everyday life and find applications ranging from polymers to pharmaceuticals. The vast majority of amines are synthetic and manufactured on large scale which creates waste as well as requiring high temperatures and pressures. The increasing availability of biocatalysts, together with an understanding of how they can be used in organic synthesis (biocatalytic retrosynthesis), has stimulated chemists to consider new ways of making target molecules. In this context, the iterative construction of C-N bonds via biocatalytic hydrogen borrowing represents a powerful and unexplored way to synthesise a wide range of target amine molecules in an efficient manner. Hydrogen borrowing involves telescoping redox neutral reactions together using only catalytic amounts of hydrogen. In this project we will engineer the three key target biocatalysts (reductive aminase, amine dehydrogenase, alcohol dehydrogenase) required for biocatalytic hydrogen borrowing such that they possess the required regio-, chemo- and stereo-selectivity for practical application. Recently discovered reductive aminases (RedAms) and amine dehydrogenases (AmDHs) will be engineered for enantioselective coupling of alcohols (1o, 2o) with ammonia/amines (1o, 2o, 3o) under redox neutral conditions. Alcohol dehydrogenases will be engineered for low enantioselectivity. Hydrogen borrowing requires mutually compatible cofactors shared by two enzymes and in some cases will require redesign of cofactor specificity. Thereafter we shall develop conditions for the combined use of these biocatalysts under hydrogen borrowing conditions (catalytic NADH, NADPH), to enable the conversion of simple and sustainable feedstocks (alcohols) into amines using ammonia as the nitrogen source. The main deliverables of BIO-H-BORROW will be a set of novel engineered biocatalysts together with redox neutral cascades for the synthesis of amine products from inexpensive and renewable precursors.

 Publications

year authors and title journal last update
List of publications.
2019 Lei Wan, Rachel S. Heath, Bhavin Siritanaratkul, Clare F. Megarity, Adam J. Sills, Matthew P. Thompson, Nicholas J. Turner, Fraser A. Armstrong
Enzyme-catalysed enantioselective oxidation of alcohols by air exploiting fast electrochemical nicotinamide cycling in electrode nanopores
published pages: 4958-4963, ISSN: 1463-9262, DOI: 10.1039/c9gc01534e
Green Chemistry 21/18 2020-02-06
2019 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
Enantioselective Synthesis of Chiral Vicinal Amino Alcohols Using Amine Dehydrogenases
published pages: 11813-11818, ISSN: 2155-5435, DOI: 10.1021/acscatal.9b03889
ACS Catalysis 9/12 2020-02-06
2018 Vasco F. Batista, James L. Galman, Diana C. G. A. Pinto, Artur M. S. Silva, Nicholas J. Turner
Monoamine Oxidase: Tunable Activity for Amine Resolution and Functionalization
published pages: 11889-11907, ISSN: 2155-5435, DOI: 10.1021/acscatal.8b03525
ACS Catalysis 8/12 2020-02-06
2018 Paul N. Devine, Roger M. Howard, Rajesh Kumar, Matthew P. Thompson, Matthew D. Truppo, Nicholas J. Turner
Extending the application of biocatalysis to meet the challenges of drug development
published pages: 409-421, ISSN: 2397-3358, DOI: 10.1038/s41570-018-0055-1
Nature Reviews Chemistry 2/12 2020-02-06
2018 Godwin A. Aleku, Juan Mangas-Sanchez, Joan Citoler, Scott P. France, Sarah L. Montgomery, Rachel S. Heath, Matthew P. Thompson, Nicholas J. Turner
Kinetic Resolution and Deracemization of Racemic Amines Using a Reductive Aminase
published pages: 515-519, ISSN: 1867-3880, DOI: 10.1002/cctc.201701484
ChemCatChem 10/3 2020-02-06
2018 Matthew P. Thompson, Itziar Peñafiel, Sebastian C. Cosgrove, Nicholas J. Turner
Biocatalysis Using Immobilized Enzymes in Continuous Flow for the Synthesis of Fine Chemicals
published pages: 9-18, ISSN: 1083-6160, DOI: 10.1021/acs.oprd.8b00305
Organic Process Research & Development 23/1 2020-02-06
2019 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
Electrocatalytic Volleyball: Rapid Nanoconfined Nicotinamide Cycling for Organic Synthesis in Electrode Pores
published pages: 4948-4952, ISSN: 1433-7851, DOI: 10.1002/anie.201814370
Angewandte Chemie International Edition 58/15 2020-02-06
2018 Evaldas Klumbys, Ziga Zebec, Nicholas J. Weise, Nicholas J. Turner, Nigel S. Scrutton
Bio-derived production of cinnamyl alcohol via a three step biocatalytic cascade and metabolic engineering
published pages: 658-663, ISSN: 1463-9262, DOI: 10.1039/c7gc03325g
Green Chemistry 20/3 2020-02-06
2018 Scott P. France, Roger M. Howard, Jeremy Steflik, Nicholas J. Weise, Juan Mangas-Sanchez, Sarah L. Montgomery, Robert Crook, Rajesh Kumar, Nicholas J. Turner
Identification of Novel Bacterial Members of the Imine Reductase Enzyme Family that Perform Reductive Amination
published pages: 510-514, ISSN: 1867-3880, DOI: 10.1002/cctc.201701408
ChemCatChem 10/3 2020-02-06
2019 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
One-Pot Biocatalytic Cascade Reduction of Cyclic Enimines for the Preparation of Diastereomerically Enriched N -Heterocycles
published pages: 19208-19213, ISSN: 0002-7863, DOI: 10.1021/jacs.9b10053
Journal of the American Chemical Society 141/49 2020-02-06
2017 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
Biocatalytic Routes to Enantiomerically Enriched Dibenz[ c , e ]azepines
published pages: 15795-15799, ISSN: 0044-8249, DOI: 10.1002/ange.201708453
Angewandte Chemie 129/49 2020-02-06
2018 Mahima Sharma, Juan Mangas-Sanchez, Scott P. France, Godwin A. Aleku, Sarah L. Montgomery, Jeremy I. Ramsden, Nicholas J. Turner, Gideon Grogan
A Mechanism for Reductive Amination Catalyzed by Fungal Reductive Aminases
published pages: 11534-11541, ISSN: 2155-5435, DOI: 10.1021/acscatal.8b03491
ACS Catalysis 8/12 2020-02-06
2017 Iustina Slabu, James L. Galman, Richard C. Lloyd, Nicholas J. Turner
Discovery, Engineering, and Synthetic Application of Transaminase Biocatalysts
published pages: 8263-8284, ISSN: 2155-5435, DOI: 10.1021/acscatal.7b02686
ACS Catalysis 7/12 2020-02-06
2018 James L. Galman, Iustina Slabu, Fabio Parmeggiani, Nicholas J. Turner
Biomimetic synthesis of 2-substituted N-heterocycle alkaloids by one-pot hydrolysis, transamination and decarboxylative Mannich reaction
published pages: 11316-11319, ISSN: 1359-7345, DOI: 10.1039/C8CC06759G
Chemical Communications 54/80 2019-04-18
2018 Nicholas John Turner, Anthony Green, Jin Xu
Chemo-enzymatic synthesis of pyrazines and pyrroles
published pages: , ISSN: 1433-7851, DOI: 10.1002/anie.201810555
Angewandte Chemie International Edition 2019-04-18
2019 Jeremy I. Ramsden, Rachel S. Heath, Sasha R. Derrington, Sarah L. Montgomery, Juan Mangas-Sanchez, Keith R. Mulholland, Nicholas J. Turner
Biocatalytic N -Alkylation of Amines Using Either Primary Alcohols or Carboxylic Acids via Reductive Aminase Cascades
published pages: 1201-1206, ISSN: 0002-7863, DOI: 10.1021/jacs.8b11561
Journal of the American Chemical Society 141/3 2019-02-28
2019 Matthew P. Thompson, Sasha R. Derrington, Rachel S. Heath, Joanne L. Porter, Juan Mangas-Sanchez, Paul N. Devine, Matthew D. Truppo, Nicholas J. Turner
A generic platform for the immobilisation of engineered biocatalysts
published pages: 327-334, ISSN: 0040-4020, DOI: 10.1016/j.tet.2018.12.004
Tetrahedron 75/3 2019-02-28

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