Factors Mediating Activity, Selectivity, and Substrate Specificity for the Thiamin Diphosphate‐Dependent Enzymes Benzaldehyde Lyase and Benzoylformate Decarboxylase

No abstract is available for this paper.

• Publication year

  2006

• Venue

  ChemBioChem

• Publication date

  2006-12-04

• Fields of study

  Biology, Medicine, Chemistry

• Identifiers
  DOI 10.1002/cbic.200600277PMID 17051662
• External record

  Open on Semantic Scholar

• Source metadata

  Semantic Scholar, PubMed

• No claims are published for this paper.

• No concepts are published for this paper.

• Doctoral thesis

  2018influential reference
• Preparative enantioselective synthesis of benzoins and (R)-2-hydroxy-1-phenylpropanone using benzaldehyde lyase

  2006cited by this paper
• Experimental observation of thiamin diphosphate-bound intermediates on enzymes and mechanistic information derived from these observations.

  2005cited by this paper
• Exchanging the substrate specificities of pyruvate decarboxylase from Zymomonas mobilis and benzoylformate decarboxylase from Pseudomonas putida.

  2005cited by this paper
• Stereoselective synthesis of novel benzoins catalysed by benzaldehyde lyase in a gel-stabilised two-phase system

  2005cited by this paper
• The carboligation reaction of acetohydroxyacid synthase II: steady-state intermediate distributions in wild type and mutants by NMR.

  2005cited by this paper
• Structure and mechanism of the ThDP‐dependent benzaldehyde lyase from Pseudomonas fluorescens

  2005cited by this paper
• Exploring the active site of benzaldehyde lyase by modeling and mutagenesis.

  2005cited by this paper
• Mixed Aromatic Acyloin Condensations with Recombinant Benzaldehyde Lyase: Synthesis of α-Hydroxydihydrochalcones and Related α-Hydroxy Ketones

  2003cited by this paper
• Alteration of the Substrate Specificity of Benzoylformate Decarboxylase from Pseudomonas putida by Directed Evolution

  2003cited by this paper
• NMR analysis of covalent intermediates in thiamin diphosphate enzymes.

  2003cited by this paper
• Structural and kinetic analysis of catalysis by a thiamin diphosphate-dependent enzyme, benzoylformate decarboxylase.

  2003cited by this paper
• Benzaldehyde lyase-catalyzed enantioselective carboligation of aromatic aldehydes with mono- and dimethoxy acetaldehyde.

  2003cited by this paper
• Current mechanistic understanding of thiamin diphosphate-dependent enzymatic reactions.

  2003cited by this paper
• The PyMOL Molecular Graphics System

  2002cited by this paper
• Enantioselective Synthesis of α‐Hydroxy Ketones via Benzaldehyde Lyase‐Catalyzed C−C Bond Formation Reaction

  2002cited by this paper
• Development of a donor-acceptor concept for enzymatic cross-coupling reactions of aldehydes: the first asymmetric cross-benzoin condensation.

  2002cited by this paper
• Improving the carboligase activity of benzoylformate decarboxylase from Pseudomonas putida by a combination of directed evolution and site-directed mutagenesis.

  2002cited by this paper
• Enantioselective synthesis of hydroxy ketones through cleavage and formation of acyloin linkage. Enzymatic kinetic resolution via C-C bond cleavage

  2001cited by this paper
• Enantioselective Synthesis of (S)‐2‐Hydroxypropanone Derivatives by Benzoylformate Decarboxylase Catalyzed C−C Bond Formation

  2000cited by this paper
• Stereoselective formation of Bis(alpha-hydroxy ketones) via enzymatic carboligation.

  2000cited by this paper
• Benzoylformate decarboxylase from Pseudomonas putida as stable catalyst for the synthesis of chiral 2-hydroxy ketones.

  2000cited by this paper
• Asymmetric benzoin reaction catalyzed by benzoylformate decarboxylase

  1999cited by this paper
• The crystal structure of benzoylformate decarboxylase at 1.6 A resolution: diversity of catalytic residues in thiamin diphosphate-dependent enzymes.

  1998cited by this paper
• Cloning and sequencing of the gene encoding benzaldehyde lyase from Pseudomonas fluorescens biovar I.

  1994cited by this paper
• Acyloin formation by benzoylformate decarboxylase from Pseudomonas putida

  1992cited by this paper
• Mandelate pathway of Pseudomonas putida: sequence relationships involving mandelate racemase, (S)-mandelate dehydrogenase, and benzoylformate decarboxylase and expression of benzoylformate decarboxylase in Escherichia coli.

  1990cited by this paper
• Benzaldehyde lyase, a novel thiamine PPi-requiring enzyme, from Pseudomonas fluorescens biovar I

  1989cited by this paper
• From crystal statics to chemical dynamics

  1983cited by this paper
• [89] Benzoylformate decarboxylase (Pseudomonas putida)☆

  1970cited by this paper

• Formaldehyde aldolases: Key enzymes in C-C bond formation and C1 assimilation.

  2026cites this paper
• Influence of ionic liquids on enzymatic asymmetric carboligations

  2025cites this paper
• One-pot asymmetric synthesis of chiral vicinal diols utilizing novel benzaldehyde lyases and carbonyl reductases

  2025cites this paper
• Whole-cell catalytic production of ethylene glycol from C1 compounds using engineered glycolaldehyde synthase

  2025cites this paper
• Enhanced chaotrope tolerance and (S)‐2‐hydroxypropiophenone production by recombinant Pseudomonas putida engineered with Pprl from Deinococcus radiodurans

  2024cites this paper
• Efficient 2,3-Butanediol Production from Ethanol by a Modified Four-Enzyme Synthetic Biosystem

  2024cites this paper
• Optimized enantioselective (S)-2-hydroxypropiophenone synthesis by free- and encapsulated-resting cells of Pseudomonas putida

  2023cites this paper
• Cloning, purification, and characterization of branched-chain α-keto acid decarboxylases from Lactococcus lactis strains with different 3-methylbutanal production abilities

  2022cites this paper
• Organic Synthesis with Lyases

  2022cites this paper
• Bacterial mandelic acid degradation pathway and its application in biotechnology

  2022cites this paper
• Modeling‐Assisted Design of Thermostable Benzaldehyde Lyases from Rhodococcus erythropolis for Continuous Production of α‐Hydroxy Ketones

  2021cites this paper
• Synthesis of α-hydroxy ketones and vicinal diols with the Bacillus licheniformis DSM 13T butane-2,3-diol dehydrogenase.

  2020cites this paper
• Synthesis of α-hydroxy ketones and vicinal (R,R)-diols by Bacillus clausii DSM 8716T butanediol dehydrogenase

  2020cites this paper
• Computational Study of Enantioselective Carboligation Catalyzed by Benzoylformate Decarboxylase

  2019cites this paper
• Navigating within thiamine diphosphate‐dependent decarboxylases: Sequences, structures, functional positions, and binding sites

  2019cites this paper
• Simultaneous identification of reaction and inactivation kinetics of an enzyme‐catalyzed carboligation

  2018cites this paper
• Towards a Mechanistic Understanding of Factors Controlling the Stereoselectivity of Transketolase

  2018cites this paper
• Structural and Mutagenesis Studies of the Thiamine‐Dependent, Ketone‐Accepting YerE from Pseudomonas protegens

  2018cites this paper
• Thiamin diphosphate-dependent enzymes and their carboligation activity

  2018cites this paper
• THIAMIN DIPHOSPHATE-DEPENDENT ENZYMES AND THEIR CARBOLIGATION ACTIVITY By ABHILASH S CHRISTIAN A Dissertation submitted to the Graduate School-Newark

  2018cites this paper
• Intramolecular Benzoin Reaction Catalyzed by Benzaldehyde Lyase from Pseudomonas Fluorescens Biovar I.

  2017cites this paper
• Thiamine-Diphosphate-Dependent Enzymes as Catalytic Tools for the Asymmetric Benzoin-Type Reaction

  2016cites this paper
• Substrate‐Determined Diastereoselectivity in an Enzymatic Carboligation

  2016cites this paper
• Chapter 10 – Enzymatic CC Bond Formation

  2016cites this paper
• Sequence, Structure, Function: What We Learn from Analyzing Protein Families

  2016cites this paper
• Systematic analysis of the sequence-structure-function relationships of thiamine diphosphate-dependent enzymes

  2015cites this paper
• The kinetic characterization and X-ray structure of a putative benzoylformate decarboxylase from M. smegmatis highlights the difficulties in the functional annotation of ThDP-dependent enzymes.

  2015cites this paper
• New Insights on the Reaction Pathway Leading to Lactyl-ThDP: A Theoretical Approach

  2015cites this paper
• Reversibility of asymmetric catalyzed C–C bond formation by benzoylformate decarboxylase

  2015cites this paper
• MenD from Bacillus subtilis: A Potent Catalyst for the Enantiocomplementary Asymmetric Synthesis of Functionalized α‐Hydroxy Ketones

  2014cites this paper
• The modular structure of ThDP‐dependent enzymes

  2014cites this paper
• Controlling enantioselectivity of esterase in asymmetric hydrolysis of aryl prochiral diesters by introducing aromatic interactions

  2014cites this paper
• Covalent immobilization of benzoylformate decarboxylase from Pseudomonas putida on magnetic epoxy support and its carboligation reactivity

  2014cites this paper
• Enzymatic Decarboxylation—An Emerging Reaction for Chemicals Production from Renewable Resources

  2014cites this paper
• Effective Production of (S)-α-Hydroxy ketones: An Reaction Engineering Approach

  2014cites this paper
• Theoretical investigation on the dissociation of (R)‐benzoin catalyzed by benzaldehyde lyase

  2014cites this paper
• Development and Characterization of a Microfluidic Magnetic Oscillation Reactor for Enzymes

  2014cites this paper
• Systematic Analysis of Large Enzyme Families: Identification of Specificity‐ and Selectivity‐Determining Hotspots

  2014cites this paper
• Modeling of Enzyme Kinetics

  2014cites this paper
• Carboligation reactions mediated by benzoylformate decarboxylase immobilized on a magnetic solid support.

  2013cites this paper
• Multistep Oxidase–Lyase Reactions: Synthesis of Optically Active 2‐Hydroxyketones by Using Biobased Aliphatic Alcohols

  2013cites this paper
• Tailoring the S‐Selectivity of 2‐Succinyl‐5‐enolpyruvyl‐6‐hydroxy‐3‐cyclohexene‐1‐carboxylate Synthase (MenD) from Escherichia coli

  2013cites this paper
• Using site‐saturation mutagenesis to explore mechanism and substrate specificity in thiamin diphosphate‐dependent enzymes

  2013cites this paper
• Engineering stereoselectivity of ThDP‐dependent enzymes

  2013cites this paper
• Influence of Organic Solvents on Enzymatic Asymmetric Carboligations

  2012cites this paper
• 7.17 C-X Bond Formation: C-C Bond Formation using TDP-Dependent Enzymes

  2012cites this paper
• Acyloin and Benzoin Condensations

  2012cites this paper
• A standard numbering scheme for thiamine diphosphate-dependent decarboxylases

  2012influential citation
• Substrate specificity in thiamin diphosphate-dependent decarboxylases.

  2012cites this paper
• C-C bond-forming lyases in organic synthesis.

  2011cites this paper
• Immobilization and characterization of benzoylformate decarboxylase from Pseudomonas putida on spherical silica carrier

  2011cites this paper
• Influence of reaction conditions on the enantioselectivity of biocatalyzed C-C bond formations under high pressure conditions.

  2011cites this paper
• S‐Selective Mixed Carboligation by Structure‐Based Design of the Pyruvate Decarboxylase from Acetobacter pasteurianus

  2011cites this paper
• Enzymatic C‐C Bond Formation, Asymmetric

  2010cites this paper
• Entwicklung einer Enzymplattform für die biokatalytische C–C‐Verknüpfung

  2010cites this paper
• Biocatalytic strategies for the asymmetric synthesis of alpha-hydroxy ketones.

  2010cites this paper
• Thiamine‐Based Enzymes for Biotransformations

  2010cites this paper
• Influence of the hydrostatic pressure and pH on the asymmetric 2‐hydroxyketone formation catalyzed by Pseudomonas putida benzoylformate decarboxylase and variants thereof

  2010influential citation
• Understanding the mode of action of ThDP in benzoylformate decarboxylase.

  2010cites this paper
• Comparative characterisation of thiamin diphosphate-dependent decarboxylases

  2009cites this paper
• Thiamin diphosphate in biological chemistry: exploitation of diverse thiamin diphosphate‐dependent enzymes for asymmetric chemoenzymatic synthesis

  2009cites this paper
• Snapshot of a reaction intermediate: analysis of benzoylformate decarboxylase in complex with a benzoylphosphonate inhibitor.

  2009cites this paper
• Probing the active center of benzaldehyde lyase with substitutions and the pseudo-substrate analog benzoylphosphonic acid methyl ester

  2009cites this paper
• Rationales Enzymdesign für die (S)-selektive Benzoinkondensation

  2009cites this paper
• Investigation of the carboligase activity of thiamine diphosphate-dependent enzymes using kinetic modeling and NMR spectroscopy

  2009cites this paper
• Propioin synthesis using thiamine diphosphate‐dependent enzymes

  2009cites this paper
• Asymmetric synthesis of chiral 2-hydroxy ketones by coupled biocatalytic alkene oxidation and CC bond formation

  2009cites this paper
• Enantioselective C ? C Bond Ligation Using Recombinant Escherichia coli‐Whole‐Cell Biocatalysts

  2008cites this paper
• Probing the active center of benzaldehyde lyase with substitutions and the pseudosubstrate analogue benzoylphosphonic acid methyl ester.

  2008cites this paper
• Mechanistic kinetic model for symmetric carboligations using benzaldehyde lyase

  2008cites this paper
• Rational Protein Design of ThDP‐Dependent Enzymes—Engineering Stereoselectivity

  2008cites this paper
• Feasibility of gas/solid carboligation: conversion of benzaldehyde to benzoin using thiamine diphosphate-dependent enzymes.

  2007cites this paper
• Branched‐Chain Keto Acid Decarboxylase from Lactococcus lactis (KdcA), a Valuable Thiamine Diphosphate‐Dependent Enzyme for Asymmetric C ? C Bond Formation

  2007cites this paper
• Structure of the branched-chain keto acid decarboxylase (KdcA) from Lactococcus lactis provides insights into the structural basis for the chemoselective and enantioselective carboligation reaction.

  2007cites this paper
• Thiamine pyrophosphate dependent enzyme catalyzed reactions : Stereoselective C-C bond formations in water

  2007cites this paper
• Model-based experimental analysis of enzyme kinetics in aqueous–organic biphasic systems

  2007cites this paper
• Bioengineering novel in vitro metabolic pathways using synthetic biology.

  2007cites this paper
• An Activity, Stability and Selectivity Comparison of Propioin Synthesis by Thiamine Diphosphate‐Dependent Enzymes in a Solid/Gas Bioreactor

  2007cites this paper
• Characterization of benzaldehyde lyase from Pseudomonas fluorescens: A versatile enzyme for asymmetric C-C bond formation.

  2006cites this paper