Hydroxynitrile lyases: At the interface of biology and chemistry

No abstract is available for this paper.

• Publication year

  2005

• Venue

  Enzyme and Microbial Technology

• Publication date

  2005-08-02

• Fields of study

  Biology, Chemistry

• Identifiers
  DOI 10.1016/J.ENZMICTEC.2005.04.013
• External record

  Open on Semantic Scholar

• Source metadata

  Semantic Scholar

• No claims are published for this paper.

• No concepts are published for this paper.

• A new, mild cross‐linking methodology to prepare cross‐linked enzyme aggregates

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• Observation of a Short, Strong Hydrogen Bond in the Active Site of Hydroxynitrile Lyase from Hevea brasiliensis Explains a Large pKa Shift of the Catalytic Base Induced by the Reaction Intermediate*

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  2002cited by this paper
• The active site of hydroxynitrile lyase from Prunus amygdalus: Modeling studies provide new insights into the mechanism of cyanogenesis

  2002cited by this paper
• The use of Lewis cell to investigate the enzyme kinetics of an (S)-hydroxynitrile lyase in two phase systeme

  2002cited by this paper
• Development of a process model to describe the synthesis of (R)-mandelonitrile by Prunus amygdalus hydroxynitrile lyase in an aqueous-organic biphasic reactor.

  2002cited by this paper
• Elucidation of the mode of substrate binding to hydroxynitrile lyase from Hevea brasiliensis

  2001cited by this paper
• Mechanistic aspects of cyanogenesis from active‐site mutant Ser80Ala of hydroxynitrile lyase from Manihot esculenta in complex with acetone cyanohydrin

  2001cited by this paper
• Asymmetric synthesis of an (R)-cyanohydrin using enzymes entrapped in lens-shaped gels.

  2001cited by this paper
• Alpha/Beta-hydrolase fold enzymes: structures, functions and mechanisms.

  2000cited by this paper
• Oxynitrilases for asymmetric C-C bond formation.

  2000cited by this paper
• Insecticidal Activity of Cyanohydrin and Monoterpenoid Compounds

  2000cited by this paper
• The synthesis of chiral cyanohydrins by oxynitrilases.

  2000cited by this paper
• Hydroxynitrile lyases in stereoselective catalysis.

  2000cited by this paper
• Hydroxynitrile Lyases, Interesting Biocatalysts in Stereoselective Organic Syntheses

  1999cited by this paper
• Three‐dimensional structures of enzyme‐substrate complexes of the hydroxynitrile lyase from hevea brasiliensis

  1999cited by this paper
• THE ASYMMETRIC ADDITION OF TRIMETHYLSILYL CYANIDE TO ALDEHYDES CATALYZED BY CHIRAL (SALEN)TITANIUM COMPLEXES

  1999cited by this paper
• Cyanohydrins in Nature and the Laboratory: Biology, Preparations, and Synthetic Applications.

  1999cited by this paper
• Kinetic studies on the enzyme (S)-hydroxynitrile lyase from hevea brasiliensis using initial rate methods and progress curve analysis

  1999cited by this paper
• Oxynitrilases: From Cyanogenesis to Asymmetric Synthesis

  1999cited by this paper
• Parameters influencing stability and activity of a S-hydroxynitrile lyase from Hevea brasiliensis in two-phase systems

  1999cited by this paper
• Hydroxynitrile lyase-catalyzed synthesis of cyanohydrins in organic solvents: Parameters influencing activity and enantiospecificity

  1999cited by this paper
• Hydroxynitrile lyase at the diisopropyl ether/water interface: evidence for interfacial enzyme activity.

  1999cited by this paper
• New sources of (R)-oxynitrilase: capulin (Prunnus capuli) and mamey (Mammea americana)

  1998cited by this paper
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  1998cited by this paper
• Enzymatic cleavage and formation of cyanohydrins: a reaction of biological and synthetic relevance

  1998cited by this paper
• Expression of the Zn2+-containing hydroxynitrile lyase from flax (Linum usitatissimum) in Pichia pastoris— utilization of the recombinant enzyme for enzymatic analysis and site-directed mutagenesis

  1998cited by this paper
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  1997cited by this paper
• Sequencing, Genomic Organization, and Preliminary Promoter Analysis of a Black Cherry (R)-(+)-Mandelonitrile Lyase Gene

  1997cited by this paper
• Production and characterization of a plant alpha-hydroxynitrile lyase in Escherichia coli.

  1997influential reference
• Production and characterization of a plant a-hydroxynitrile lyase inEscherichia coli

  1997cited by this paper
• Approach to(R)- and (S)-ketone cyanohydrins using almond and apple meal as the source of (R)-oxynitrilase

  1997cited by this paper
• Novel (R)-oxynitrilase sources for the synthesis of (R)-cyanohydrins in diisopropyl ether

  1997cited by this paper
• High-level intracellular expression of hydroxynitrile lyase from the tropical rubber tree Hevea brasiliensis in microbial hosts.

  1997influential reference
• Molecular Cloning of Acetone Cyanohydrin Lyase from Flax (Linum usitatissimum)

  1997cited by this paper
• Hydroxynitrile lyases of higher plants.

  1996cited by this paper
• Identification of Potential Active-site Residues in the Hydroxynitrile Lyase from Manihot esculenta by Site-directed Mutagenesis*

  1996cited by this paper
• Mechanism of cyanogenesis: the crystal structure of hydroxynitrile lyase from Hevea brasiliensis.

  1996cited by this paper
• Molecular Cloning of the Full-length cDNA of (S)-Hydroxynitrile Lyase from Hevea brasiliensis

  1996cited by this paper
• New thin-layer chromatographic method for detection of synthetic pyrethroids containing a nitrile group

  1996cited by this paper
• The First Recombinant Hydroxynitrile Lyase and its Application in the Synthesis of (S)‐Cyanohydrins

  1996cited by this paper
• Hydroxynitrile lyases : Functions and properties

  1996cited by this paper
• (R)- and (S)-cyanohydrins using oxynitrilases in whole cells

  1996cited by this paper
• Optically active (S)-ketone- and (R)-aldehyde-cyanohydrins via an (R)-oxynitrifase-catalysed transcyanation. Chemoenzymatic syntheses of 2-cyanotetrahydrofuran and 2-cyanotetrahydropyran

  1995cited by this paper
• Characterization of a rice gene induced by Pseudomonas syringae pv. syringae: requirement for the bacterial lemA gene function

  1995cited by this paper
• Synthesis of α,β-unsaturated (S)-cyanohydrins using the oxynitrilase from Hevea brasiliensis

  1995cited by this paper
• (R)-Oxynitrilase catalyzed synthesis of (R)-ketone cyanohydrins

  1995cited by this paper
• Stereoselective synthesis of (1R,2S)-2-amino-1,3-diols from (R)-cyanohydrins

  1995cited by this paper
• Acetone cyanohydrin lyase from Manihot esculenta (cassava) is serologically distinct from other hydroxynitrile lyases

  1995cited by this paper
• Purification and Characterization of a Novel (R)-Mandelonitrile Lyase from the Fern Phlebodium aureum

  1995cited by this paper
• Enzyme catalyzed addition of hydrocyanic acid to substituted pivalaldehydes — A novel synthesis of (R)-pantolactone

  1995cited by this paper
• Molecular cloning of hydroxynitrile lyase from Sorghum bicolor (L.). Homologies to serine carboxypeptidases

  1994influential reference
• Synthesis and Reactions of Optically Active Cyanohydrins

  1994cited by this paper
• Purification, Characterization, and Cloning of α-Hydroxynitrile Lyase from Cassava (Manihot esculenta Crantz)

  1994cited by this paper
• Optically Active Cyanohydrins and Enzyme Catalysis

  1994cited by this paper
• Chiral Cyanohydrins ‐ Their Manufacture and Utility as Chiral Building Blocks

  1994cited by this paper
• Sorghum bicolor shoots in the synthesis of (S)-mandelonitrile

  1994cited by this paper
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  1994cited by this paper
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  1994cited by this paper
• (R)‐3,3‐Dimethyl‐1,2,4‐butanetriol as Ligand for Titanium‐Catalyzed Asymmetric Silylcyanation.

  1993cited by this paper
• Aliphatic (S)-cyanohydrins by enzyme catalyzed synthesis

  1993cited by this paper
• Enzyme‐Catalyzed Synthesis of Optically Active Aliphatic Cyanohydrins.

  1993cited by this paper
• The synthesis of homochiral naturally occurring hydroxy amides

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• (S)-3,3-dimethyl-1,2,4-butanetriol as ligand for titanium catalysed asymmetric silylcyanation

  1993cited by this paper
• Inversion of the Configuration of Cyanohydrins by a Mitsunobu Esterification Reaction.

  1993cited by this paper
• Improved purification of an (R)‐oxynitrilase from Linum usitatissimum (flax) and investigation of the substrate range

  1993cited by this paper
• Cloning of cDNA of Prunus serotina (R)-(+)-Mandelonitrile Lyase and Identification of a Putative FAD-Binding Site

  1993cited by this paper
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  1992cited by this paper
• The α/β hydrolase fold

  1992cited by this paper
• Stereoselective synthesis of β-hydroxy-α-amino acids from chiral cyanohydrins.

  1992cited by this paper
• Enzyme-catalysed synthesis of optically active aliphatic cyanohydrins

  1992cited by this paper
• A One-Pot Reduction-Transimination-Reduction Synthesis of N- Substituted β-Ethanolamines from Cyanohydrins.

  1992cited by this paper
• Peptide-titanium complex as catalyst for asymmetric addition of hydrogen cyanide to aldehydes

  1992cited by this paper
• Preparation of chiral cyanohydrins by an oxynitrilase-mediated transcyanation

  1991cited by this paper
• Enzyme-catalyzed synthesis or (R)-ketone-cyanohydrins and their hydrolysis to (R)-α-hydroxy-α-methyl-carboxylic acids

  1991cited by this paper
• Preparation of Chiral Cyanohydrins by an Oxynitrilase-Mediated Transcyanation.

  1991cited by this paper
• Inhibition of entry of HIV-1 in neural cell lines by antibodies against galactosyl ceramide.

  1991cited by this paper
• Formation of CC bonds by mandelonitrile lyase in organic solvents

  1990cited by this paper
• Enzyme‐Catalyzed Synthesis of (S)‐Cyanohydrins

  1990cited by this paper
• Synthesis of optically active silyl protected cyanohydrins

  1990influential reference
• A Convenient Route to (R)-α-Hydroxy Carboxylic Acids and (2R)-1-Amino-2-alkanols from (R)-Cyanohydrins.

  1990cited by this paper
• Enzyme-catalyzed synthesis of (S)-cyanohydrins and subsequent hydrolysis to (S)-α-hydroxy-carboxylic acids

  1990cited by this paper
• Stereoselective syntheses of ephedrine and related 2-aminoalcohols of high optical purity from protected cyanohydrins

  1990cited by this paper
• Chemical Synthesis of Glycosphingolipids

  1990cited by this paper
• Ein einfacher Zugang zu (R)-α-Hydroxycarbonsäuren und (R)- 1-Amino-2-alkoholen aus (R)-Cyanhydrinen

  1990cited by this paper
• Synthesis of threo-3-aryl-2,3-dihydroxypropanoic acid derivatives with high optical purity

  1989cited by this paper
• Bioorganic Synthesis of Optically Active Cyanohydrins and Acyloins.

  1989influential reference
• Mandelonitrile lyase from Ximenia americana L.: stereospecificity and lack of flavin prosthetic group.

  1989cited by this paper
• Activity and operational stability of immobilized mandelonitrile lyase in methanol/water mixtures

  1988cited by this paper
• Anhydrides as acylating agents in lipase-catalyzed stereoselective esterification of racemic alcohols

  1988cited by this paper
• Bio-organic synthesis of optically active cyanohydrins and acyloins

  1988cited by this paper
• Cyanide utilization and degradation by microorganisms.

  1988cited by this paper
• Purification and characterization of acetone cyanohydrin lyase from Linum usitatissimum.

  1988cited by this paper
• Enzyme catalyzed cyanohydrin synthesis in organic solvents

  1987cited by this paper
• Isolation and characterization of multiple forms of mandelonitrile lyase from mature black cherry (Prunus serotina Ehrh.) seeds.

  1986cited by this paper

• Exploring hydroxynitrile lyase activity in seed sources and characterisation of a novel hydroxynitrile lyase from Pyrus communis (Pear)

  2025cites this paper
• Asymmetric Conjugate Hydrocyanation of α,β‐Unsaturated Aldehydes Catalyzed by Engineered 2‐Deoxy‐D‐ribose‐5‐phosphate Aldolase

  2025cites this paper
• Recent advances in hydroxynitrile lyase discovery, evolutionary history, recombinant expression and applications

  2025cites this paper
• Buffer‐Mediated Catalyst‐Free Strecker Reaction Toward Enzymatic Implementation

  2025cites this paper
• Novel (R)-Hydroxynitrile Lyase Enzyme of Pyrus communis: Purification and Characterization of Its Physicochemical and Kinetic Properties.

  2025cites this paper
• Bioprospecting of ornamental and weed plants for hydroxynitrile lyase activity and characterization of novel hydroxynitrile lyases (HNLs) of Euphorbia mili and Cascabela thevetia

  2024cites this paper
• α/β Hydrolases: Toward Unraveling Entangled Classification

  2024influential citation
• Bacterial Biosynthesis of Nitrile-Containing Natural Products: Basis for Recognition of Diversified Substrates

  2024cites this paper
• Nitrile biosynthesis in nature: how and why?

  2024cites this paper
• Structural characterization of Linum usitatissimum hydroxynitrile lyase: A new cyanohydrin decomposition mechanism involving a cyano-zinc complex

  2022cites this paper
• Organic Synthesis with Lyases

  2022cites this paper
• Catalytically active inclusion bodies (CatIBs) induced by terminally attached self-assembling coiled-coil domains: To enhance the stability of (R)-hydroxynitrile lyase.

  2021cites this paper
• Molecular evolution of gland cell types and chemical interactions in animals

  2020cites this paper
• A review on remediation of cyanide containing industrial wastes using biological systems with special reference to enzymatic degradation

  2019cites this paper
• Development of Asymmetric Reactions Catalyzed by Ruthenium Complexes with Two Kinds of Ligands

  2019cites this paper
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  2019cites this paper
• Role of Enzymes in Synthesis of Biologically Important Organic Scaffolds

  2019cites this paper
• Albanitriles A-G: Antiprotozoal Polyacetylene Nitriles from a Mycale Marine Sponge.

  2019cites this paper
• Nitrile Metabolizing Enzymes in Biocatalysis and Biotransformation

  2018cites this paper
• Protein-coated microcrystals of Prunus armeniaca hydroxynitrile lyase: an effective and recyclable biocatalyst for synthesis of (R)-mandelonitrile

  2018cites this paper
• Effect of Glycosylation on the Biocatalytic Properties of Hydroxynitrile Lyase from the Passion Fruit, Passiflora edulis: A Comparison of Natural and Recombinant Enzymes

  2017cites this paper
• Enzyme discovery beyond homology: a unique hydroxynitrile lyase in the Bet v1 superfamily

  2017cites this paper
• Enantiopure Synthesis of (R)-Mandelonitrile Using Hydroxynitrile Lyase of Wild Apricot (Prunus armeniaca L.) [ParsHNL] in Aqueous/Organic Biphasic System

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• Exploration of the potential of the hydroxynitrile lyase from Arabidopsis thaliana in a micro-aqueous organic solvent system

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  2016influential citation
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• Structures of almond hydroxynitrile lyase isoenzyme 5 provide a rationale for the lack of oxidoreductase activity in flavin dependent HNLs.

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• Enantioselective Titanium-Catalyzed Cyanation Reactions of Carbonyl Compounds

  2015cites this paper
• Fluorescent probes for the detection of cyanide ions in aqueous medium: cellular uptake and assay for β-glucosidase and hydroxynitrile lyase.

  2015cites this paper
• A QM/MM study of the reaction mechanism of (R)‐hydroxynitrile lyases from Arabidopsis thaliana (AtHNL)

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  2014cites this paper
• HCN production and hydroxynitrile lyase: a natural activity in plants and a renewed biotechnological interest

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• Synthesis of Aliphatic and α‐Halogenated Ketone Cyanohydrins with the Hydroxynitrile Lyase from Manihot esculenta

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  2014cites this paper
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  2013cites this paper
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  2013cites this paper
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• Biocatalytic Approaches to the Henry (Nitroaldol) Reaction

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• Hydroxynitrile Lyases with α/β-Hydrolase Fold: Two Enzymes with Almost Identical 3D Structures but Opposite Enantioselectivities and Different Reaction Mechanisms

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• Ionic Liquids as (Co‐)Solvents for Nonhydrolytic Enzymes

  2012cites this paper
• Cleavage and Formation of Cyanohydrins

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• 7.16 C–X Bond Formation: Hydroxynitrile Lyases: From Nature to Application

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• 9.14 Industrial Applications of Asymmetric Biocatalytic C–C Bond Forming Reactions

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• Hydroxynitrile Lyases from Prunus Seeds in the Preparation of Cyanohydrins

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  2010cites this paper
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  2009cites this paper
• alpha-Hydroxynitrile lyase protein from Xylella fastidiosa: Cloning, expression, and characterization.

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• How to overcome limitations in biotechnological processes - examples from hydroxynitrile lyase applications.

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