(Q27671016)

English

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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scholarly article

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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 (English)

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enantioselectivity

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based on heuristic

inferred from title

object named as

Karl Gruber

6

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object named as

Martina Pohl

5

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author name string

Jennifer N Andexer

1

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Nicole Staunig

2

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Thorsten Eggert

3

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Christoph Kratky

4

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publication date

3 September 2012

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13

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13

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1932-9

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Enantiomeric natural products: occurrence and biogenesis

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3444685

20 March 2017

Substrate Binding in the FAD-Dependent Hydroxynitrile Lyase from Almond Provides Insight into the Mechanism of Cyanohydrin Formation and Explains the Absence of Dehydrogenation Activity † , ‡

1 reference

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A tylosin ketoreductase reveals how chirality is determined in polyketides

1 reference

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20 March 2017

Structural determinants of the enantioselectivity of the hydroxynitrile lyase from Hevea brasiliensis

1 reference

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20 March 2017

Crystal structure of hydroxynitrile lyase from Sorghum bicolor in complex with the inhibitor benzoic acid: a novel cyanogenic enzyme

1 reference

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20 March 2017

The active site of hydroxynitrile lyase from Prunus amygdalus: modeling studies provide new insights into the mechanism of cyanogenesis

1 reference

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20 March 2017

The hydroxynitrile lyase from almond: a lyase that looks like an oxidoreductase

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3444685

20 March 2017

Structure of hydroxynitrile lyase from Manihot esculenta in complex with substrates acetone and chloroacetone: implications for the mechanism of cyanogenesis

1 reference

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20 March 2017

Mechanism of cyanogenesis: the crystal structure of hydroxynitrile lyase from Hevea brasiliensis

1 reference

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20 March 2017

Phasercrystallographic software

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Inference of macromolecular assemblies from crystalline state

1 reference

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1 reference

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20 March 2017

The CCP4 suite: programs for protein crystallography

1 reference

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PHENIX: building new software for automated crystallographic structure determination

2 references

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1 reference

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20 March 2017

The alpha/beta hydrolase fold

1 reference

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1 reference

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7 April 2017

Checking your imagination: applications of the free R value

1 reference

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7 April 2017

Synthesis of (R)-β-nitro alcohols catalyzed by R-selective hydroxynitrile lyase from Arabidopsis thaliana in the aqueous-organic biphasic system.

1 reference

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29 September 2017

Rational assignment of key motifs for function guides in silico enzyme identification

1 reference

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29 September 2017

Switching from an esterase to a hydroxynitrile lyase mechanism requires only two amino acid substitutions

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3444685

29 September 2017

Molecular basis for enantioselectivity in the (R)- and (S)-hydroxypropylthioethanesulfonate dehydrogenases, a unique pair of stereoselective short-chain dehydrogenases/reductases involved in aliphatic epoxide carboxylation

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3444685

29 September 2017

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

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3444685

29 September 2017

Enantiocomplementary enzymes: classification, molecular basis for their enantiopreference, and prospects for mirror-image biotransformations.

1 reference

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29 September 2017

Potential and capabilities of hydroxynitrile lyases as biocatalysts in the chemical industry

1 reference

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29 September 2017

Structural and biochemical studies identify tobacco SABP2 as a methyl salicylate esterase and implicate it in plant innate immunity

1 reference

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29 September 2017

Reaction mechanism of hydroxynitrile lyases of the alpha/beta-hydrolase superfamily: the three-dimensional structure of the transient enzyme-substrate complex certifies the crucial role of LYS236.

1 reference

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29 September 2017

cDNA isolation, functional expression, and characterization of (+)-alpha-pinene synthase and (-)-alpha-pinene synthase from loblolly pine (Pinus taeda): stereocontrol in pinene biosynthesis

1 reference

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29 September 2017

Elucidation of the mode of substrate binding to hydroxynitrile lyase from Hevea brasiliensis.

1 reference

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29 September 2017

Hydroxynitrile lyases of higher plants

1 reference

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29 September 2017

Characterization of two bacterial hydroxynitrile lyases with high similarity to cupin superfamily proteins

1 reference

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2 June 2018

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

1 reference

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21 January 2018

An R-selective hydroxynitrile lyase from Arabidopsis thaliana with an alpha/beta-hydrolase fold

1 reference

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21 January 2018

Uneven twins: comparison of two enantiocomplementary hydroxynitrile lyases with alpha/beta-hydrolase fold.

1 reference

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21 January 2018

Electrospray ionization mass spectrometry, circular dichroism and SAXS studies of the (S)-hydroxynitrile lyase from Hevea brasiliensis

1 reference

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21 January 2018

Comprehensive step-by-step engineering of an (R)-hydroxynitrile lyase for large-scale asymmetric synthesis.

1 reference

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Carving the active site of almond R-HNL for increased enantioselectivity

1 reference

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Laboratory evolution of stereoselective enzymes: a prolific source of catalysts for asymmetric reactions

1 reference

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Processing of X-ray diffraction data collected in oscillation mode

1 reference

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Complete Inversion of Enantioselectivity towards Acetylated Tertiary Alcohols by a Double Mutant of aBacillus Subtilis Esterase

1 reference

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Hydroxynitrile Lyase from Arabidopsis thaliana: Identification of Reaction Parameters for Enantiopure Cyanohydrin Synthesis by Pure and Immobilized Catalyst

1 reference

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21 January 2018

Tailoring a Stabilized Variant of Hydroxynitrile Lyase from Arabidopsis thaliana

1 reference

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S-selective hydroxynitrile lyase from a plant Baliospermum montanum: molecular characterization of recombinant enzyme

1 reference

https://pubmed.ncbi.nlm.nih.gov/22851196

12 December 2020

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10.1002/CBIC.201200239

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