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Literature DB >> 22396126

Development of an amine dehydrogenase for synthesis of chiral amines.

Michael J Abrahamson¹, Eduardo Vázquez-Figueroa, Nicholas B Woodall, Jeffrey C Moore, Andreas S Bommarius.

Abstract

A leucine dehydrogenase has been successfully altered through several rounds of protein engineering to an enantioselective amine dehydrogenase. Instead of the wild-type α-keto acid, the new amine dehydrogenase now accepts the analogous ketone, methyl isobutyl ketone (MIBK), which corresponds to exchange of the carboxy group by a methyl group to produce chiral (R)-1,3-dimethylbutylamine.

Entities: Chemical

Mesh：

Substances：

Year: 2012 PMID： 22396126 DOI： 10.1002/anie.201107813

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

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Cited

32 in total

1. A reductive aminase from Aspergillus oryzae.

Authors: Godwin A Aleku; Scott P France; Henry Man; Juan Mangas-Sanchez; Sarah L Montgomery; Mahima Sharma; Friedemann Leipold; Shahed Hussain; Gideon Grogan; Nicholas J Turner
Journal: Nat Chem Date: 2017-05-29 Impact factor: 24.427

2. Combining a Clostridial enzyme exhibiting unusual active site plasticity with a remarkably facile sigmatropic rearrangement: rapid, stereocontrolled entry into densely functionalized fluorinated phosphonates for chemical biology.

Authors: Kaushik Panigrahi; Gregory A Applegate; Guillaume Malik; David B Berkowitz
Journal: J Am Chem Soc Date: 2015-03-05 Impact factor: 15.419

3. The Crystal Structure of L-Leucine Dehydrogenase from Pseudomonas aeruginosa.

Authors: Seheon Kim; Seri Koh; Wonchull Kang; Jin Kuk Yang
Journal: Mol Cells Date: 2022-06-14 Impact factor: 4.250

Review 4. Recent advances in imine reductase-catalyzed reactions.

Authors: Maike Lenz; Niels Borlinghaus; Leonie Weinmann; Bettina M Nestl
Journal: World J Microbiol Biotechnol Date: 2017-10-11 Impact factor: 3.312

5. In vitro biocatalytic pathway design: orthogonal network for the quantitative and stereospecific amination of alcohols.

Authors: Tanja Knaus; Luca Cariati; Marcelo F Masman; Francesco G Mutti
Journal: Org Biomol Chem Date: 2017-10-11 Impact factor: 3.876

6. Chiral amine synthesis using ω-transaminases: an amine donor that displaces equilibria and enables high-throughput screening.

Authors: Anthony P Green; Nicholas J Turner; Elaine O'Reilly
Journal: Angew Chem Int Ed Engl Date: 2014-08-19 Impact factor: 15.336

Development of an amine dehydrogenase for synthesis of chiral amines.

1. A reductive aminase from Aspergillus oryzae.

2. Combining a Clostridial enzyme exhibiting unusual active site plasticity with a remarkably facile sigmatropic rearrangement: rapid, stereocontrolled entry into densely functionalized fluorinated phosphonates for chemical biology.

3. The Crystal Structure of L-Leucine Dehydrogenase from Pseudomonas aeruginosa.

Review 4. Recent advances in imine reductase-catalyzed reactions.

5. In vitro biocatalytic pathway design: orthogonal network for the quantitative and stereospecific amination of alcohols.

6. Chiral amine synthesis using ω-transaminases: an amine donor that displaces equilibria and enables high-throughput screening.

Review 7. Recent advances in rational approaches for enzyme engineering.

8. Biocatalytic hydrogen-borrowing cascades.

9. Conversion of alcohols to enantiopure amines through dual-enzyme hydrogen-borrowing cascades.

10. Crystal structure of an (R)-selective ω-transaminase from Aspergillus terreus.