Literature DB >> 32048779

Asymmetric β-Methylation of l- and d-α-Amino Acids by a Self-Contained Enzyme Cascade.

Cangsong Liao1, Florian P Seebeck1.   

Abstract

This report describes a modular enzyme-catalyzed cascade reaction that transforms l- or d-α-amino acids to β-methyl-α-amino acids. In this process an α-amino acid transaminase, an α-keto acid methyltransferase, and a halide methyltransferase cooperate in two orthogonal reaction cycles that mediate product formation and regeneration of the cofactor pyridoxal-5'-phosphate and the co-substrate S-adenosylmethionine. The only stoichiometric reagents consumed in this process are the unprotected l- or d-α-amino acid and methyl iodide.
© 2020 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  S-adenosylmethionine; amino acids; biocatalysis; methyltransferase; stereoselective C-alkylation

Mesh:

Substances:

Year:  2020        PMID: 32048779     DOI: 10.1002/anie.201916025

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


  8 in total

Review 1.  Harnessing methylation and AdoMet-utilising enzymes for selective modification in cascade reactions.

Authors:  Freideriki Michailidou; Andrea Rentmeister
Journal:  Org Biomol Chem       Date:  2021-05-05       Impact factor: 3.876

2.  Stereoselective Synthesis of β-Branched Aromatic α-Amino Acids by Biocatalytic Dynamic Kinetic Resolution*.

Authors:  Fuzhuo Li; Li-Cheng Yang; Jingyang Zhang; Jason S Chen; Hans Renata
Journal:  Angew Chem Int Ed Engl       Date:  2021-07-01       Impact factor: 16.823

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

Authors:  William Finnigan; Lorna J Hepworth; Sabine L Flitsch; Nicholas J Turner
Journal:  Nat Catal       Date:  2021-01-04

4.  Engineered Enzymes Enable Selective N-Alkylation of Pyrazoles With Simple Haloalkanes.

Authors:  Ludwig L Bengel; Benjamin Aberle; Alexander-N Egler-Kemmerer; Samuel Kienzle; Bernhard Hauer; Stephan C Hammer
Journal:  Angew Chem Int Ed Engl       Date:  2021-01-21       Impact factor: 15.336

Review 5.  Methyltransferases: Functions and Applications.

Authors:  Eman Abdelraheem; Benjamin Thair; Romina Fernández Varela; Emely Jockmann; Désirée Popadić; Helen C Hailes; John M Ward; Adolfo M Iribarren; Elizabeth S Lewkowicz; Jennifer N Andexer; Peter-Leon Hagedoorn; Ulf Hanefeld
Journal:  Chembiochem       Date:  2022-07-05       Impact factor: 3.461

6.  Directed Evolution of a Halide Methyltransferase Enables Biocatalytic Synthesis of Diverse SAM Analogs.

Authors:  Qingyun Tang; Christoph W Grathwol; Aşkın S Aslan-Üzel; Shuke Wu; Andreas Link; Ioannis V Pavlidis; Christoffel P S Badenhorst; Uwe T Bornscheuer
Journal:  Angew Chem Int Ed Engl       Date:  2020-11-12       Impact factor: 15.336

7.  A bicyclic S-adenosylmethionine regeneration system applicable with different nucleosides or nucleotides as cofactor building blocks.

Authors:  Désirée Popadić; Dipali Mhaindarkar; Mike H N Dang Thai; Helen C Hailes; Silja Mordhorst; Jennifer N Andexer
Journal:  RSC Chem Biol       Date:  2021-03-22

8.  From Natural Methylation to Versatile Alkylations Using Halide Methyltransferases.

Authors:  Qingyun Tang; Ioannis V Pavlidis; Christoffel P S Badenhorst; Uwe T Bornscheuer
Journal:  Chembiochem       Date:  2021-05-10       Impact factor: 3.164

  8 in total

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