Literature DB >> 25037641

Bacterial Anabaena variabilis phenylalanine ammonia lyase: a biocatalyst with broad substrate specificity.

Sarah L Lovelock1, Nicholas J Turner2.   

Abstract

Phenylalanine ammonia lyases (PALs) catalyse the regio- and stereoselective hydroamination of cinnamic acid analogues to yield optically enriched α-amino acids. Herein, we demonstrate that a bacterial PAL from Anabaena variabilis (AvPAL) displays significantly higher activity towards a series of non-natural substrates than previously described eukaryotic PALs. Biotransformations performed on a preparative scale led to the synthesis of the 2-chloro- and 4-trifluoromethyl-phenylalanine derivatives in excellent ee, highlighting the enormous potential of bacterial PALs as biocatalysts for the synthesis of high value, non-natural amino acids.
Copyright © 2014 Elsevier Ltd. All rights reserved.

Entities:  

Keywords:  Bacterial; Biocatalysis; Hydroamination; Kinetics; Phenylalanine ammonia lyase

Mesh:

Substances:

Year:  2014        PMID: 25037641     DOI: 10.1016/j.bmc.2014.06.035

Source DB:  PubMed          Journal:  Bioorg Med Chem        ISSN: 0968-0896            Impact factor:   3.641


  11 in total

1.  Directed evolution of Anabaena variabilis phenylalanine ammonia-lyase (PAL) identifies mutants with enhanced activities.

Authors:  Zachary Js Mays; Karishma Mohan; Vikas D Trivedi; Todd C Chappell; Nikhil U Nair
Journal:  Chem Commun (Camb)       Date:  2020-04-09       Impact factor: 6.222

2.  Towards a general approach for tailoring the hydrophobic binding site of phenylalanine ammonia-lyases.

Authors:  Souad Diana Tork; Mădălina Elena Moisă; Lilla Cserepes; Alina Filip; Levente Csaba Nagy; Florin Dan Irimie; László Csaba Bencze
Journal:  Sci Rep       Date:  2022-06-23       Impact factor: 4.996

3.  Rapid Screening of Diverse Biotransformations for Enzyme Evolution.

Authors:  Emily E Kempa; James L Galman; Fabio Parmeggiani; James R Marshall; Julien Malassis; Clement Q Fontenelle; Jean-Baptiste Vendeville; Bruno Linclau; Simon J Charnock; Sabine L Flitsch; Nicholas J Turner; Perdita E Barran
Journal:  JACS Au       Date:  2021-04-08

4.  Synthesis of d- and l-Phenylalanine Derivatives by Phenylalanine Ammonia Lyases: A Multienzymatic Cascade Process.

Authors:  Fabio Parmeggiani; Sarah L Lovelock; Nicholas J Weise; Syed T Ahmed; Nicholas J Turner
Journal:  Angew Chem Weinheim Bergstr Ger       Date:  2015-02-26

5.  Tailored Mutants of Phenylalanine Ammonia-Lyase from Petroselinum crispum for the Synthesis of Bulky l- and d-Arylalanines.

Authors:  Alina Filip; Emma Z A Nagy; Souad D Tork; Gergely Bánóczi; Monica I Toşa; Florin D Irimie; László Poppe; Csaba Paizs; László C Bencze
Journal:  ChemCatChem       Date:  2018-04-26       Impact factor: 5.686

6.  Discovery and Investigation of Mutase-like Activity in a Phenylalanine Ammonia Lyase from Anabaena variabilis.

Authors:  Nicholas J Weise; Fabio Parmeggiani; Syed T Ahmed; Nicholas J Turner
Journal:  Top Catal       Date:  2018-01-25       Impact factor: 2.910

7.  Synthesis of D- and L-phenylalanine derivatives by phenylalanine ammonia lyases: a multienzymatic cascade process.

Authors:  Fabio Parmeggiani; Sarah L Lovelock; Nicholas J Weise; Syed T Ahmed; Nicholas J Turner
Journal:  Angew Chem Int Ed Engl       Date:  2015-02-26       Impact factor: 15.336

8.  Zymophore identification enables the discovery of novel phenylalanine ammonia lyase enzymes.

Authors:  Nicholas J Weise; Syed T Ahmed; Fabio Parmeggiani; James L Galman; Mark S Dunstan; Simon J Charnock; David Leys; Nicholas J Turner
Journal:  Sci Rep       Date:  2017-10-20       Impact factor: 4.379

9.  Saturation Mutagenesis for Phenylalanine Ammonia Lyases of Enhanced Catalytic Properties.

Authors:  Raluca Bianca Tomoiagă; Souad Diana Tork; Ilka Horváth; Alina Filip; Levente Csaba Nagy; László Csaba Bencze
Journal:  Biomolecules       Date:  2020-05-30

10.  The production of L- and D-phenylalanines using engineered phenylalanine ammonia lyases from Petroselinum crispum.

Authors:  Souad Diana Tork; Emma Zsófia Aletta Nagy; Lilla Cserepes; Diana Monica Bordea; Botond Nagy; Monica Ioana Toşa; Csaba Paizs; László Csaba Bencze
Journal:  Sci Rep       Date:  2019-12-27       Impact factor: 4.379

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