Literature DB >> 23852946

Kinetic resolution and stereoselective synthesis of 3-substituted aspartic acids by using engineered methylaspartate ammonia lyases.

Hans Raj1, Wiktor Szymanski, Jandré de Villiers, Vinod Puthan Veetil, Wim J Quax, Keiko Shimamoto, Dick B Janssen, Ben L Feringa, Gerrit J Poelarends.   

Abstract

Enzymatic amino acid synthesis: Kinetic resolution and asymmetric synthesis of various valuable 3-substituted aspartic acids, which were obtained in fair to good yields with diastereomeric ratio values of up to >98:2 and enantiomeric excess values of up to >99 %, by using engineered methylaspartate ammonia lyases are described. These biocatalytic methodologies for the selective preparation of aspartic acid derivatives appear to be attractive alternatives for existing chemical methods.
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  aspartic acid; asymmetric synthesis; biocatalysis; kinetic resolution; methylaspartate ammonia lyase

Mesh:

Substances:

Year:  2013        PMID: 23852946     DOI: 10.1002/chem.201301832

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  4 in total

1.  The roles of active site residues in the catalytic mechanism of methylaspartate ammonia-lyase.

Authors:  Hans Raj; Gerrit J Poelarends
Journal:  FEBS Open Bio       Date:  2013-07-08       Impact factor: 2.693

2.  Modular Enzymatic Cascade Synthesis of Vitamin B5 and Its Derivatives.

Authors:  Mohammad Z Abidin; Thangavelu Saravanan; Jielin Zhang; Pieter G Tepper; Erick Strauss; Gerrit J Poelarends
Journal:  Chemistry       Date:  2018-10-30       Impact factor: 5.236

Review 3.  Recent Applications of Carbon-Nitrogen Lyases in Asymmetric Synthesis of Noncanonical Amino Acids and Heterocyclic Compounds.

Authors:  Jielin Zhang; Mohammad Z Abidin; Thangavelu Saravanan; Gerrit J Poelarends
Journal:  Chembiochem       Date:  2020-06-08       Impact factor: 3.164

4.  Chemoenzymatic Synthesis of ortho-, meta-, and para-Substituted Derivatives of l-threo-3-Benzyloxyaspartate, An Important Glutamate Transporter Blocker.

Authors:  Jandré de Villiers; Marianne de Villiers; Edzard M Geertsema; Hans Raj; Gerrit J Poelarends
Journal:  ChemCatChem       Date:  2015-06-16       Impact factor: 5.686

  4 in total

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