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Information on EC 4.2.1.10 - 3-dehydroquinate dehydratase and Organism(s) Helicobacter pylori and UniProt Accession Q48255
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4.2.1.10 3-dehydroquinate dehydrataseSpecify your search results
Word Map
- 4.2.1.10
-
quinic
- 7-phosphate
-
3-deoxy-d-arabino-heptulosonate
- chorismate
-
pentafunctional
- dahp
- epsps
- 2-deoxy-scyllo-inosose
-
5-enolpyruvylshikimate
-
2-deoxystreptamine-containing
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1.1.1.25
- 2-deoxystreptamine
- drug development
- medicine
- analysis
The taxonomic range for the selected organisms is: Helicobacter pylori
The enzyme appears in selected viruses and cellular organisms
The enzyme appears in selected viruses and cellular organisms
Synonyms
dehydroquinase, dehydroquinate synthase, 3-dehydroquinase, type ii dehydroquinase, dhqase, 3-dehydroquinate dehydratase, dhq synthase, dehydroquinate dehydratase, type i dehydroquinase, type i dhqd, 
more
topSYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
3-dehydroquinase
-
-
-
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3-dehydroquinate dehydratase
-
-
-
-
5-dehydroquinase
-
-
-
-
5-dehydroquinate dehydratase
-
-
-
-
5-dehydroquinate hydro-lyase
-
-
-
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dehydratase, 3-dehydroquinate
-
-
-
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dehydroquinase
-
-
-
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dehydroquinate dehydratase
-
-
-
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DHQ synthase
-
-
-
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DHQase
Type I dehydroquinase
-
-
-
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Type I DHQase
-
-
-
-
Type II dehydroquinase
Type II DHQase
DHQase
-
-
-
-
Type II dehydroquinase
-
-
-
-
Type II DHQase
-
-
-
-
REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
3-dehydroquinate = 3-dehydroshikimate + H2O
type II dehydroquinase catalyzes a trans-dehydration via an enolate intermediate
-
3-dehydroquinate = 3-dehydroshikimate + H2O
type I and type II DHQases have different biochemical and biophysical properties, and no sequence similarity exists between them
-
3-dehydroquinate = 3-dehydroshikimate + H2O
DHQ2 catalyzes the reversible dehydration of 3-dehydroquinic acid to form 3-dehydroshikimic acid through anti elimination of water, with the loss of the more acidic pro-S hydrogen from C-2 of 3-dehydroquinate. The elimination proceeds by a stepwise E1CB mechanism involving an enol intermediate. In the first step, an essential tyrosine in the active site removes the pro-S hydrogen from C-2 of 1. The final step is the acid-catalyzed elimination of the C-1 hydroxy group, a reaction catalyzed by a histidine, which acts as a proton donor, reaction mechanism, overview
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
elimination
elimination
-
-
-
-
PATHWAY SOURCE
PATHWAYS
BRENDA
-
-, -, -, -
SYSTEMATIC NAME
IUBMB Comments
3-dehydroquinate hydro-lyase (3-dehydroshikimate-forming)
-
CAS REGISTRY NUMBER
COMMENTARY
9012-66-2
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
3-deoxy-D-arabino-heptulosonate 7-phosphate
3-dehydroquinate + phosphate
-
-
-
-
?
3-dehydroquinate
?
-
the enzyme is likely to function in the shikimate pathway
-
-
?
NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
3-deoxy-D-arabino-heptulosonate 7-phosphate
3-dehydroquinate + phosphate
-
-
-
-
?
3-dehydroquinate
?
-
the enzyme is likely to function in the shikimate pathway
-
-
?
COFACTOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
(1R,2R,4S,5R)-1,4,5-trihydroxy-2-(4-methoxybenzyl)-3-oxocyclohexanecarboxylic acid
-
(1R,2R,4S,5R)-1,4,5-trihydroxy-2-(4-methylbenzyl)-3-oxocyclohexanecarboxylic acid
-
(1R,2R,4S,5R)-1,4,5-trihydroxy-3-oxo-2-(prop-2-en-1-yl)cyclohexanecarboxylic acid
-
(1R,2R,4S,5R)-1,4,5-trihydroxy-3-oxo-2-propylcyclohexanecarboxylic acid
-
(1R,2R,4S,5R)-2-(1-benzothiophen-5-yl)-1,4,5-trihydroxy-3-oxocyclohexanecarboxylic acid
-
(1R,2R,4S,5R)-2-benzyl-1,4,5-trihydroxy-3-oxocyclohexanecarboxylic acid
-
(1R,2R,4S,5R)-2-[difluoro(pentafluorophenyl)methyl]-1,4,5-trihydroxy-3-oxocyclohexanecarboxylic acid
-
(1R,2S,4S,5R)-1,4,5-trihydroxy-2-(4-methoxybenzyl)-3-oxocyclohexanecarboxylic acid
-
(1R,2S,4S,5R)-1,4,5-trihydroxy-2-(4-methylbenzyl)-3-oxocyclohexanecarboxylic acid
-
(1R,2S,4S,5R)-1,4,5-trihydroxy-3-oxo-2-(prop-2-en-1-yl)cyclohexanecarboxylic acid
-
(1R,2S,4S,5R)-2-(1-benzothiophen-5-yl)-1,4,5-trihydroxy-3-oxocyclohexanecarboxylic acid
-
(1R,2S,4S,5R)-2-benzyl-1,4,5-trihydroxy-3-oxocyclohexanecarboxylic acid
-
(1R,2S,4S,5R)-2-[difluoro(pentafluorophenyl)methyl]-1,4,5-trihydroxy-3-oxocyclohexanecarboxylic acid
-
(1R,4R,5R)-1,4,5-trihydroxy-3-(1H-1,2,3-triazol-4-yl)cyclohex-2-en-1-carboxylic acid
-
(1R,4R,5R)-1,4,5-trihydroxy-3-(2-nitrophenyl)cyclohex-2-ene-1-carboxylic acid
-
(1R,4R,5R)-1,4,5-trihydroxy-3-(2-nitrothien-3-yl)cyclohex-2-en-1-carboxylic acid
-
(1R,4R,5R)-1,4,5-trihydroxy-3-(3-bromothien-2-yl)cyclohex-2-en-1-carboxylic acid
-
(1R,4R,5R)-1,4,5-trihydroxy-3-(3-hydroxyphenyl)cyclohex-2-ene-1-carboxylic acid
-
(1R,4R,5R)-1,4,5-trihydroxy-3-(3-nitrophenyl)cyclohex-2-ene-1-carboxylic acid
-
(1R,4R,5R)-1,4,5-trihydroxy-3-(3-nitrothien-2-yl)cyclohex-2-en-1-carboxylic acid
-
(1R,4R,5R)-1,4,5-trihydroxy-3-(3-phenoxyphenyl)cyclohex-2-ene-1-carboxylic acid
competitive inhibitor
(1R,4R,5R)-1,4,5-trihydroxy-3-(4-nitrophenyl)cyclohex-2-ene-1-carboxylic acid
-
(1R,4R,5R)-1,4,5-trihydroxy-3-(phenylethynyl)cyclohex-2-ene-1-carboxylic acid
-
(1R,4R,5R)-1,4,5-trihydroxy-3-(pyridin-3-ylethynyl)cyclohex-2-ene-1-carboxylic acid
-
(1R,4R,5R)-1,4,5-trihydroxy-3-(quinolin-3-ylethynyl)cyclohex-2-ene-1-carboxylic acid
-
(1R,4R,5R)-1,4,5-trihydroxy-3-(thien-2-yl)cyclohex-2-en-1-carboxylic acid
-
(1R,4R,5R)-1,4,5-trihydroxy-3-(thiophen-2-yl)cyclohex-2-ene-1-carboxylic acid
competitive inhibitor
(1R,4R,5R)-1,4,5-trihydroxy-3-(thiophen-2-ylethynyl)cyclohex-2-ene-1-carboxylic acid
-
(1R,4R,5R)-1,4,5-trihydroxy-3-naphthalen-2-ylcyclohex-2-ene-1-carboxylic acid
-
(1R,4R,5R)-1,4,5-trihydroxy-3-phenylcyclohex-2-ene-1-carboxylic acid
-
(1R,4R,5R)-1,4,5-trihydroxy-3-pyridin-3-ylcyclohex-2-ene-1-carboxylic acid
-
(1R,4R,5R)-1,4,5-trihydroxy-3-thiophen-3-ylcyclohex-2-ene-1-carboxylic acid
-
(1R,4R,5R)-1,4,5-trihydroxy-3-[(3-nitrophenyl)ethynyl]cyclohex-2-ene-1-carboxylic acid
-
(1R,4R,5R)-1,4,5-trihydroxy-3-[3-(trifluoromethyl)phenyl]cyclohex-2-ene-1-carboxylic acid
-
(1R,4R,5R)-1,4,5-trihydroxy-3-[4-(trifluoromethyl)phenyl]cyclohex-2-ene-1-carboxylic acid
-
(1R,4R,5R)-1,4,5-trihydroxy-3-[[3-(trifluoromethyl)phenyl]ethynyl]cyclohex-2-ene-1-carboxylic acid
-
(1R,4R,5R)-3-(1,3-benzothiazol-2-ylethynyl)-1,4,5-trihydroxycyclohex-2-ene-1-carboxylic acid
-
(1R,4R,5R)-3-(1-benzofuran-5-yl)-1,4,5-trihydroxycyclohex-2-ene-1-carboxylic acid
-
(1R,4R,5R)-3-(1-benzofuran-6-yl)-1,4,5-trihydroxycyclohex-2-ene-1-carboxylic acid
-
(1R,4R,5R)-3-(1-benzothiophen-5-yl)-1,4,5-trihydroxycyclohex-2-ene-1-carboxylic acid
-
(1R,4R,5R)-3-(1-benzothiophen-6-yl)-1,4,5-trihydroxycyclohex-2-ene-1-carboxylic acid
-
(1R,4R,5R)-3-(3,5-difluorophenyl)-1,4,5-trihydroxycyclohex-2-ene-1-carboxylic acid
-
(1R,4R,5R)-3-(3-carbonitrilethien-2-yl)-1,4,5-trihydroxycyclohex-2-en-1-carboxylic acid
-
(1R,4R,5R)-3-(3-fluorophenyl)-1,4,5-trihydroxycyclohex-2-ene-1-carboxylic acid
-
(1R,4R,5R)-3-(4-fluorophenyl)-1,4,5-trihydroxycyclohex-2-ene-1-carboxylic acid
-
(1R,4R,5R)-3-(furan-2-yl)-1,4,5-trihydroxycyclohex-2-en-1-carboxylic acid
-
(1R,4R,5R)-3-furan-3-yl-1,4,5-trihydroxycyclohex-2-ene-1-carboxylic acid
-
(1R,4R,5R)-3-[(4-fluorophenyl)ethynyl]-1,4,5-trihydroxycyclohex-2-ene-1-carboxylic acid
-
(2R)-2-p-methoxybenzyl-3-dehydroquinic acid
a reversible, competitive inhibitor of DHQ2
(2R)-2-p-methylbenzyl-3-dehydroquinic acid
a reversible, competitive inhibitor of DHQ2
(2R)-2-pentafluoro-benzyl-3-dehydroquinic acid
a reversible, competitive inhibitor of DHQ2
(2S)-2-[5-(2,4-dioxo-1,4-dihydroquinazolin-3(2H)-yl)pentyl]-2-hydroxybutanedioic acid
quinazolinedione derivative that disables the catalytic loop plasticity, compound forces the catalytic loop into an inappropriate arrangement for catalysis by strong interactions with the catalytic tyrosine and by expelling the essential arginine out of the active site
3-[(3R,5R,6R)-3-carboxy-3,5,6-trihydroxycyclohex-1-en-1-yl]benzoic acid
-
benzo[b]thiophen-5-yl-3-dehydroquinic acid
a reversible, competitive inhibitor of DHQ2
sodium (1R,4S,5R)-1,4,5-trihydroxy-3-(5-methylbenzo[b]-thiophen-2-yl)methoxycyclohex-2-en-1-carboxylate
-
sodium (1R,4S,5R)-1,4,5-trihydroxy-3-(benzo[b]thiophen-2-yl)methoxycyclohex-2-en-1-carboxylate
-
sodium (1R,4S,5R)-1,4,5-trihydroxy-3-(thien-2-yl)methoxycyclohex-2-en-1-carboxylate
-
sodium (1R,4S,5R)-1,4,5-trihydroxy-3-[(benzo[b]thiophen-5-yl)methoxy]cyclohex-2-en-1-carboxylate
-
(1R,4R,5R)-1,4,5-trihydroxy-3-(1-phenyl-1H-1,2,3-triazol-4-yl)cyclohex-2-ene-1-carboxylic acid
-
competitive inhibitor
(1R,4R,5R)-1,4,5-trihydroxy-3-(2-hydroxy)ethylcyclohex-2-ene-1-carboxylic acid
-
-
(1R,4R,5R)-1,4,5-trihydroxy-3-(3-nitrophenyl)cyclohex-2-ene-1-carboxylic acid
-
a competitive inhibitor
(1R,4R,5R)-1,4,5-trihydroxy-3-(3-phenoxyphenyl)cyclohex-2-ene-1-carboxylic acid
-
a competitive inhibitor
(1R,4R,5R)-1,4,5-trihydroxy-3-(thiophen-2-yl)cyclohex-2-ene-1-carboxylic acid
-
a competitive inhibitor
(1R,4R,5R)-1,4,5-trihydroxy-3-hydroxymethylcyclohex-2-en-1-carboxylic acid
-
-
(1R,4R,5R)-1,4,5-trihydroxy-3-[(1E)-3-phenoxyprop-1-en-1-yl]cyclohex-2-ene-1-carboxylic acid
-
a competitive inhibitor
(1R,4R,5R)-1,4,5-trihydroxy-3-[(1R)-1-chloro-2-phenylethyl]cyclohex-2-en-1-carboxylic acid
-
-
(1R,4R,5R)-1,4,5-trihydroxy-3-[(1R)-1-hydroxy-2-phenylethyl]cyclohex-2-en-1-carboxylic acid
-
-
(1R,4R,5R)-1,4,5-trihydroxy-3-[(1S)-1-chloro-2-phenylethyl]cyclohex-2-en-1-carboxylic acid
-
-
(1R,4R,5R)-1,4,5-trihydroxy-3-[(1S)-1-hydroxy-2-phenylethyl]cyclohex-2-en-1-carboxylic acid
-
-
(1R,4R,5R)-1,4,5-trihydroxy-3-[1-(2-hydroxyphenyl)-1H-1,2,3-triazol-4-yl]cyclohex-2-ene-1-carboxylic acid
-
competitive inhibitor
(1R,4R,5R)-1,4,5-trihydroxy-3-[1-(3-nitrophenyl)-1H-1,2,3-triazol-4-yl]cyclohex-2-ene-1-carboxylic acid
-
competitive inhibitor
(1R,4R,5R)-1,4,5-trihydroxy-3-[1-(pyridin-3-yl)-1H-1,2,3-triazol-4-yl]cyclohex-2-ene-1-carboxylic acid
-
competitive inhibitor
(1R,4R,5R)-1,4,5-trihydroxy-3-[1-(thiophen-2-ylmethyl)-1H-1,2,3-triazol-4-yl]cyclohex-2-ene-1-carboxylic acid
-
competitive inhibitor
(1R,4R,5R)-1,4,5-trihydroxy-3-[3-(phenylsulfanyl)phenyl]cyclohex-2-ene-1-carboxylic acid
-
a competitive inhibitor
(1R,4R,5R)-3-[1-(4-fluorophenyl)-1H-1,2,3-triazol-4-yl]-1,4,5-trihydroxycyclohex-2-ene-1-carboxylic acid
-
competitive inhibitor
(1R,4R,5R)-3-[1-(furan-2-ylmethyl)-1H-1,2,3-triazol-4-yl]-1,4,5-trihydroxycyclohex-2-ene-1-carboxylic acid
-
competitive inhibitor
(1R,4S,5R)-1,4,5-trihydroxy-3-(naphthalen-2-ylmethoxy)cyclohex-2-ene-1-carboxylic acid
-
competitive inhibitor
(1R,4S,5R)-1,4,5-trihydroxy-3-[(5-methyl-1-benzothiophen-2-yl)methoxy]cyclohex-2-ene-1-carboxylic acid
-
competitive inhibitor
(1R,4S,5R)-3-(1-benzothiophen-2-ylmethoxy)-1,4,5-trihydroxycyclohex-2-ene-1-carboxylic acid
(3R,5R,6R)-3,5,6-trihydroxycyclohex-1-ene-1,3-dicarboxylic acid
-
a competitive inhibitor
(4R,6R,7S)-2-(1-cyclopropylethyl)-4,6,7-trihydroxy-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
-
-
(4R,6R,7S)-2-ethenyl-4,6,7-trihydroxy-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
-
-
(4R,6R,7S)-2-ethyl-4,6,7-trihydroxy-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
-
-
(4R,6R,7S)-2-[(1E)-2-cyclopropylprop-1-en-1-yl]-4,6,7-trihydroxy-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
-
-
(4R,6R,7S)-4,6,7-trihydroxy-2-(2-hydroxyethyl)-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
-
-
(4R,6R,7S)-4,6,7-trihydroxy-2-(prop-2-en-1-yl)-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
-
-
(4R,6R,7S)-4,6,7-trihydroxy-2-(propan-2-yl)-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
-
-
(4R,6R,7S)-4,6,7-trihydroxy-2-methyl-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
-
-
(4R,6R,7S)-4,6,7-trihydroxy-2-[(1Z)-prop-1-en-1-yl]-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
-
-
(4R,6R,7S)-4,6,7-trihydroxy-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
-
-
3-[4-[(3R,5R,6R)-3-carboxy-3,5,6-trihydroxycyclohex-1-en-1-yl]-1H-1,2,3-triazol-1-yl]benzoic acid
-
competitive inhibitor
(1R,4S,5R)-3-(1-benzothiophen-2-ylmethoxy)-1,4,5-trihydroxycyclohex-2-ene-1-carboxylic acid
-
competitive inhibitor
(1R,4S,5R)-3-(1-benzothiophen-2-ylmethoxy)-1,4,5-trihydroxycyclohex-2-ene-1-carboxylic acid
-
a competitive inhibitor
additional information
binding mechanism of (2R)-2-benzyl-3-dehydroquinic acids, molecular dynamics simulations, overview
-
additional information
-
binding mechanism of (2R)-2-benzyl-3-dehydroquinic acids, molecular dynamics simulations, overview
-
additional information
development of a range of ene-yne-based inhibitors, active site docking study using enzyme structure PDB ID 2WKS, overview
-
additional information
-
inhibitor design and synthesis, binding structure and inhibition mechanism, overview
-
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.00017
(1R,2R,4S,5R)-1,4,5-trihydroxy-2-(4-methoxybenzyl)-3-oxocyclohexanecarboxylic acid
pH 7.0, 25°C, 50 mM Tris-HCl
0.00025
(1R,2R,4S,5R)-1,4,5-trihydroxy-2-(4-methylbenzyl)-3-oxocyclohexanecarboxylic acid
pH 7.0, 25°C, 50 mM Tris-HCl
0.0093
(1R,2R,4S,5R)-1,4,5-trihydroxy-3-oxo-2-(prop-2-en-1-yl)cyclohexanecarboxylic acid
pH 7.0, 25°C, 50 mM Tris-HCl
0.02
(1R,2R,4S,5R)-1,4,5-trihydroxy-3-oxo-2-propylcyclohexanecarboxylic acid
pH 7.0, 25°C, 50 mM Tris-HCl
0.00016
(1R,2R,4S,5R)-2-(1-benzothiophen-5-yl)-1,4,5-trihydroxy-3-oxocyclohexanecarboxylic acid
pH 7.0, 25°C, 50 mM Tris-HCl
0.0014
(1R,2R,4S,5R)-2-benzyl-1,4,5-trihydroxy-3-oxocyclohexanecarboxylic acid
pH 7.0, 25°C, 50 mM Tris-HCl
0.0026
(1R,2R,4S,5R)-2-[difluoro(pentafluorophenyl)methyl]-1,4,5-trihydroxy-3-oxocyclohexanecarboxylic acid
pH 7.0, 25°C, 50 mM Tris-HCl
0.00142
(1R,2S,4S,5R)-1,4,5-trihydroxy-2-(4-methoxybenzyl)-3-oxocyclohexanecarboxylic acid
pH 7.0, 25°C, 50 mM Tris-HCl
0.00097
(1R,2S,4S,5R)-1,4,5-trihydroxy-2-(4-methylbenzyl)-3-oxocyclohexanecarboxylic acid
pH 7.0, 25°C, 50 mM Tris-HCl
0.0215
(1R,2S,4S,5R)-1,4,5-trihydroxy-3-oxo-2-(prop-2-en-1-yl)cyclohexanecarboxylic acid
pH 7.0, 25°C, 50 mM Tris-HCl
0.0009
(1R,2S,4S,5R)-2-(1-benzothiophen-5-yl)-1,4,5-trihydroxy-3-oxocyclohexanecarboxylic acid
pH 7.0, 25°C, 50 mM Tris-HCl
0.00118
(1R,2S,4S,5R)-2-benzyl-1,4,5-trihydroxy-3-oxocyclohexanecarboxylic acid
pH 7.0, 25°C, 50 mM Tris-HCl
0.00097
(1R,2S,4S,5R)-2-[difluoro(pentafluorophenyl)methyl]-1,4,5-trihydroxy-3-oxocyclohexanecarboxylic acid
pH 7.0, 25°C, 50 mM Tris-HCl
0.37
(1R,4R,5R)-1,4,5-trihydroxy-2-cyclohexene-1-carboxylic acid
-
0.063
(1R,4R,5R)-1,4,5-trihydroxy-3-(1H-1,2,3-triazol-4-yl)cyclohex-2-en-1-carboxylic acid
-
0.141
(1R,4R,5R)-1,4,5-trihydroxy-3-(2-nitrophenyl)cyclohex-2-ene-1-carboxylic acid
-
0.11
(1R,4R,5R)-1,4,5-trihydroxy-3-(2-nitrothien-3-yl)cyclohex-2-en-1-carboxylic acid
-
0.0046
(1R,4R,5R)-1,4,5-trihydroxy-3-(3-bromothien-2-yl)cyclohex-2-en-1-carboxylic acid
-
0.128
(1R,4R,5R)-1,4,5-trihydroxy-3-(3-hydroxyphenyl)cyclohex-2-ene-1-carboxylic acid
-
0.0384
(1R,4R,5R)-1,4,5-trihydroxy-3-(3-nitrophenyl)cyclohex-2-ene-1-carboxylic acid
-
0.001
(1R,4R,5R)-1,4,5-trihydroxy-3-(3-nitrothien-2-yl)cyclohex-2-en-1-carboxylic acid
-
0.00049
(1R,4R,5R)-1,4,5-trihydroxy-3-(3-phenoxyphenyl)cyclohex-2-ene-1-carboxylic acid
in 50 mM Tris-HCl, pH 7, at 25°C
0.0068
(1R,4R,5R)-1,4,5-trihydroxy-3-(4-nitrophenyl)cyclohex-2-ene-1-carboxylic acid
-
0.00054
(1R,4R,5R)-1,4,5-trihydroxy-3-(thien-2-yl)cyclohex-2-en-1-carboxylic acid
-
0.00059
(1R,4R,5R)-1,4,5-trihydroxy-3-(thiophen-2-yl)cyclohex-2-ene-1-carboxylic acid
in 50 mM Tris-HCl, pH 7, at 25°C
0.0037
(1R,4R,5R)-1,4,5-trihydroxy-3-naphthalen-2-ylcyclohex-2-ene-1-carboxylic acid
-
0.0074
(1R,4R,5R)-1,4,5-trihydroxy-3-phenylcyclohex-2-ene-1-carboxylic acid
-
0.056
(1R,4R,5R)-1,4,5-trihydroxy-3-pyridin-3-ylcyclohex-2-ene-1-carboxylic acid
-
0.0018
(1R,4R,5R)-1,4,5-trihydroxy-3-thiophen-3-ylcyclohex-2-ene-1-carboxylic acid
-
0.139
(1R,4R,5R)-1,4,5-trihydroxy-3-[3-(trifluoromethyl)phenyl]cyclohex-2-ene-1-carboxylic acid
-
0.0084
(1R,4R,5R)-1,4,5-trihydroxy-3-[4-(trifluoromethyl)phenyl]cyclohex-2-ene-1-carboxylic acid
-
0.0142
(1R,4R,5R)-3-(1-benzofuran-5-yl)-1,4,5-trihydroxycyclohex-2-ene-1-carboxylic acid
-
0.0071
(1R,4R,5R)-3-(1-benzofuran-6-yl)-1,4,5-trihydroxycyclohex-2-ene-1-carboxylic acid
-
0.0036
(1R,4R,5R)-3-(1-benzothiophen-5-yl)-1,4,5-trihydroxycyclohex-2-ene-1-carboxylic acid
-
0.0081
(1R,4R,5R)-3-(1-benzothiophen-6-yl)-1,4,5-trihydroxycyclohex-2-ene-1-carboxylic acid
-
0.0205
(1R,4R,5R)-3-(3,5-difluorophenyl)-1,4,5-trihydroxycyclohex-2-ene-1-carboxylic acid
-
0.4
(1R,4R,5R)-3-(3-carbonitrilethien-2-yl)-1,4,5-trihydroxycyclohex-2-en-1-carboxylic acid
larger than 0.400 mM
0.0094
(1R,4R,5R)-3-(3-fluorophenyl)-1,4,5-trihydroxycyclohex-2-ene-1-carboxylic acid
-
0.011
(1R,4R,5R)-3-(4-fluorophenyl)-1,4,5-trihydroxycyclohex-2-ene-1-carboxylic acid
-
0.001
(1R,4R,5R)-3-(furan-2-yl)-1,4,5-trihydroxycyclohex-2-en-1-carboxylic acid
-
0.00485
(1R,4R,5R)-3-furan-3-yl-1,4,5-trihydroxycyclohex-2-ene-1-carboxylic acid
-
0.15
3-[(3R,5R,6R)-3-carboxy-3,5,6-trihydroxycyclohex-1-en-1-yl]benzoic acid
-
0.00013
sodium (1R,4S,5R)-1,4,5-trihydroxy-3-(5-methylbenzo[b]-thiophen-2-yl)methoxycyclohex-2-en-1-carboxylate
in 50 mM Tris-HCl, pH 7, at 25°C
0.000132
sodium (1R,4S,5R)-1,4,5-trihydroxy-3-(benzo[b]thiophen-2-yl)methoxycyclohex-2-en-1-carboxylate
in 50 mM Tris-HCl, pH 7, at 25°C
0.00092
sodium (1R,4S,5R)-1,4,5-trihydroxy-3-(thien-2-yl)methoxycyclohex-2-en-1-carboxylate
in 50 mM Tris-HCl, pH 7, at 25°C
0.000166
sodium (1R,4S,5R)-1,4,5-trihydroxy-3-[(benzo[b]thiophen-5-yl)methoxy]cyclohex-2-en-1-carboxylate
in 50 mM Tris-HCl, pH 7, at 25°C
0.000225
(1R,4R,5R)-1,4,5-trihydroxy-3-(1-phenyl-1H-1,2,3-triazol-4-yl)cyclohex-2-ene-1-carboxylic acid
-
pH 7.5, 25°C
0.188
(1R,4R,5R)-1,4,5-trihydroxy-3-(2-hydroxy)ethylcyclohex-2-ene-1-carboxylic acid
-
at pH 7.0, 25°C, 50 mM Tris-HCl
0.00049
(1R,4R,5R)-1,4,5-trihydroxy-3-(3-phenoxyphenyl)cyclohex-2-ene-1-carboxylic acid
-
pH not specified in the publication, temperature not specified in the publication
0.00054
(1R,4R,5R)-1,4,5-trihydroxy-3-(thiophen-2-yl)cyclohex-2-ene-1-carboxylic acid
-
pH not specified in the publication, temperature not specified in the publication
0.282
(1R,4R,5R)-1,4,5-trihydroxy-3-hydroxymethylcyclohex-2-en-1-carboxylic acid
-
at pH 7.0, 25°C, 50 mM Tris-HCl
0.0105
(1R,4R,5R)-1,4,5-trihydroxy-3-[(1R)-1-chloro-2-phenylethyl]cyclohex-2-en-1-carboxylic acid
-
at pH 7.0, 25°C, 50 mM Tris-HCl
0.033
(1R,4R,5R)-1,4,5-trihydroxy-3-[(1R)-1-hydroxy-2-phenylethyl]cyclohex-2-en-1-carboxylic acid
-
at pH 7.0, 25°C, 50 mM Tris-HCl
0.0405
(1R,4R,5R)-1,4,5-trihydroxy-3-[(1S)-1-chloro-2-phenylethyl]cyclohex-2-en-1-carboxylic acid
-
at pH 7.0, 25°C, 50 mM Tris-HCl
0.037
(1R,4R,5R)-1,4,5-trihydroxy-3-[(1S)-1-hydroxy-2-phenylethyl]cyclohex-2-en-1-carboxylic acid
-
at pH 7.0, 25°C, 50 mM Tris-HCl
0.000157
(1R,4R,5R)-1,4,5-trihydroxy-3-[1-(2-hydroxyphenyl)-1H-1,2,3-triazol-4-yl]cyclohex-2-ene-1-carboxylic acid
-
pH 7.5, 25°C
0.000538
(1R,4R,5R)-1,4,5-trihydroxy-3-[1-(3-nitrophenyl)-1H-1,2,3-triazol-4-yl]cyclohex-2-ene-1-carboxylic acid
-
pH 7.5, 25°C
0.000375
(1R,4R,5R)-1,4,5-trihydroxy-3-[1-(pyridin-3-yl)-1H-1,2,3-triazol-4-yl]cyclohex-2-ene-1-carboxylic acid
-
pH 7.5, 25°C
0.000925
(1R,4R,5R)-1,4,5-trihydroxy-3-[1-(thiophen-2-ylmethyl)-1H-1,2,3-triazol-4-yl]cyclohex-2-ene-1-carboxylic acid
-
pH 7.5, 25°C
0.000561
(1R,4R,5R)-3-[1-(4-fluorophenyl)-1H-1,2,3-triazol-4-yl]-1,4,5-trihydroxycyclohex-2-ene-1-carboxylic acid
-
pH 7.5, 25°C
0.0022
(1R,4R,5R)-3-[1-(furan-2-ylmethyl)-1H-1,2,3-triazol-4-yl]-1,4,5-trihydroxycyclohex-2-ene-1-carboxylic acid
-
pH 7.5, 25°C
0.00013
(1R,4S,5R)-3-(1-benzothiophen-2-ylmethoxy)-1,4,5-trihydroxycyclohex-2-ene-1-carboxylic acid
-
pH not specified in the publication, temperature not specified in the publication
0.00578
3-[4-[(3R,5R,6R)-3-carboxy-3,5,6-trihydroxycyclohex-1-en-1-yl]-1H-1,2,3-triazol-1-yl]benzoic acid
-
pH 7.5, 25°C
IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.000253
(1R,4R,5R)-1,4,5-trihydroxy-3-(phenylethynyl)cyclohex-2-ene-1-carboxylic acid
Helicobacter pylori
pH 7.5, 25°C
0.000712
(1R,4R,5R)-1,4,5-trihydroxy-3-(pyridin-3-ylethynyl)cyclohex-2-ene-1-carboxylic acid
Helicobacter pylori
pH 7.5, 25°C
0.001203
(1R,4R,5R)-1,4,5-trihydroxy-3-(quinolin-3-ylethynyl)cyclohex-2-ene-1-carboxylic acid
Helicobacter pylori
pH 7.5, 25°C
0.000316
(1R,4R,5R)-1,4,5-trihydroxy-3-(thiophen-2-ylethynyl)cyclohex-2-ene-1-carboxylic acid
Helicobacter pylori
pH 7.5, 25°C
0.000098
(1R,4R,5R)-1,4,5-trihydroxy-3-[(3-nitrophenyl)ethynyl]cyclohex-2-ene-1-carboxylic acid
Helicobacter pylori
pH 7.5, 25°C
0.000103
(1R,4R,5R)-1,4,5-trihydroxy-3-[[3-(trifluoromethyl)phenyl]ethynyl]cyclohex-2-ene-1-carboxylic acid
Helicobacter pylori
pH 7.5, 25°C
0.000094
(1R,4R,5R)-3-(1,3-benzothiazol-2-ylethynyl)-1,4,5-trihydroxycyclohex-2-ene-1-carboxylic acid
Helicobacter pylori
pH 7.5, 25°C
0.000106
(1R,4R,5R)-3-[(4-fluorophenyl)ethynyl]-1,4,5-trihydroxycyclohex-2-ene-1-carboxylic acid
Helicobacter pylori
pH 7.5, 25°C
0.00017
(2R)-2-p-methoxybenzyl-3-dehydroquinic acid
Helicobacter pylori
pH and temperature not specified in the publication
0.00025
(2R)-2-p-methylbenzyl-3-dehydroquinic acid
Helicobacter pylori
pH and temperature not specified in the publication
0.0026
(2R)-2-pentafluoro-benzyl-3-dehydroquinic acid
Helicobacter pylori
pH and temperature not specified in the publication
0.00016
benzo[b]thiophen-5-yl-3-dehydroquinic acid
Helicobacter pylori
pH and temperature not specified in the publication
0.0006
(4R,6R,7S)-2-(1-cyclopropylethyl)-4,6,7-trihydroxy-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
Helicobacter pylori
-
pH 7.5, 25°C
0.00126
(4R,6R,7S)-2-ethenyl-4,6,7-trihydroxy-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
Helicobacter pylori
-
pH 7.5, 25°C
0.00032
(4R,6R,7S)-2-ethyl-4,6,7-trihydroxy-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
Helicobacter pylori
-
pH 7.5, 25°C
0.00108
(4R,6R,7S)-2-[(1E)-2-cyclopropylprop-1-en-1-yl]-4,6,7-trihydroxy-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
Helicobacter pylori
-
pH 7.5, 25°C
0.000122
(4R,6R,7S)-4,6,7-trihydroxy-2-(2-hydroxyethyl)-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
Helicobacter pylori
-
pH 7.5, 25°C
0.038
(4R,6R,7S)-4,6,7-trihydroxy-2-(prop-2-en-1-yl)-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
Helicobacter pylori
-
pH 7.5, 25°C
0.0034
(4R,6R,7S)-4,6,7-trihydroxy-2-(propan-2-yl)-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
Helicobacter pylori
-
pH 7.5, 25°C
0.0016
(4R,6R,7S)-4,6,7-trihydroxy-2-methyl-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
Helicobacter pylori
-
pH 7.5, 25°C
0.00035
(4R,6R,7S)-4,6,7-trihydroxy-2-[(1Z)-prop-1-en-1-yl]-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
Helicobacter pylori
-
pH 7.5, 25°C
0.034
(4R,6R,7S)-4,6,7-trihydroxy-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
Helicobacter pylori
-
pH 7.5, 25°C
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
25
ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
evolution
There are two distinct dehydroquinases, designated as type I DHQ1, and type II DHQ2, which have different biochemical and biophysical properties and exhibit little sequence similarity. Both subtypes catalyze the same overall reaction through independent mechanisms and with opposite stereochemistry. Type I DHQ occurs in Escherichia coli and Salmonella typhimurium, type II DHQ in Mycobacterium tuberculosis, Streptomyces coelicolor and Helicobacter pylori
metabolism
metabolism
dehydroquinase catalyzes the third step in the shikimate pathway, the reversible dehydration of 3-dehydroquinate to 3-dehydroshikimate
metabolism
dehydroquinase is the third enzyme in the shikimic acid pathway and catalyzes the reversible dehydration of 3-dehydroquinic acid to form 3-dehydroshikimic acid
PDB
SCOP
CATH
UNIPROT
ORGANISM
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
SUBUNIT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
dodecamer
dodecamer
-
dodecamer of 23 symmetry, with each of the four trimers occupying the face of a tetrahedron
CRYSTALLIZATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
DHQ2 in complex with (2R)-2-p-methoxybenzyl-3-dehydroquinic acid, sitting drop vapour diffusion method, 20 mg/ml protein in 50 mM Tris-HCl, pH 7.5, 1 mM 2-mercaptoethanol, 1 mM EDTA, and 200 mM NaCl, with addition of (2R)-2-p-methoxybenzyl-3-dehydroquinic acid at 0.25 M in methanol and added at a ratio of 1:20 v/v, mixing of 0.002 ml protein solution with 0.002 ml reservoir solution containing 31% w/v PEG 4000 and 0.1 M sodium citrate, pH 5.0, and equilibation against 0.15 ml reservoir solution, room temperature, X-ray diffraction structure determination and analysis at 2.4-2.5 A resolution, modelling
molecular dynamics simulations and comparison of DHQ2 enzymes from Mycobacterium tuberculosis and Helicobacter pylori. The rate-determining step involves the formation of an enolate intermediate. The enolate and transition state of the key step is more efficiently stabilized in Mycobacterium tuberculosis DHQ2, mainly by the essential residues Tyr24 and Arg19. A water molecule, which is absent in Mycobacterium tuberculosis DHQ2 but involved in generation of the catalytic Tyr22 tyrosinate in Helicobacter pylori DHQ2, destabilizes both the transition state and the enolate intermediate
sitting drop vapor diffusion method, crystal structures of type II dehydroquinase with the inhibitors 2,3-anhydroquinate, citrate or N-tetrazol-5-yl-9-oxo-9H-xanthene-2-sulfonamide
sitting drop vapor diffusion method, using 26% (w/v) polyethyleneglycol 4000 and 0.1 M 2-(N-morpholino)ethanesulfonic acid sodium hydroxide, pH 5.0
DHQ2 in complex with inhibitors (4R,6R,7S)-4,6,7-trihydroxy-2-[(1Z)-prop-1-en-1-yl]-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid and (4R,6R,7S)-2-(1-cyclopropylethyl)-4,6,7-trihydroxy-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid, X-ray diffraction structure determination and analysis at 1.95 and 1.85 A resolution, respectively
-
the crystal structure of dehydroquinate synthase complexed with NAD is determined at 2.4 A resolution
-
PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
using a Q Sepharose, a phenyl Sepharose, a hydroxyapatite and a Sephacryl S300 column
Q Sepharose column chromatography, hydroxyapatite column chromatography, and Mono Q column chromatography
-
CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
into the vector pET21a for expression in Escherichia coli BL21DE3 cells
APPLICATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
medicine
dehydroquinase is a target for the development of new antibiotics
drug development
-
the enzyme is an attractive target for the development of new antimicrobials and herbicides
medicine
-
dehydroquinate synthase is a target for microbial agents, anti-parasitic agents and herbicides
REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Bottomley, J.R.; Clayton, C.L.; Chalk, P.A.; Kleanthous, C.
Cloning, sequencing, expression, purification and preliminary characterization of a type II dehydroquinase from Helicobacter pylori
Biochem. J.
319
559-565
1996
Helicobacter pylori
Gourley, D.G.; Shrive, A.K.; Polikarpov, I.; Krell, T.; Coggins, J.R.; Hawkins, A.R.; Isaacs, N.W.; Sawyer, L.
The two types of 3-dehydroquinase have distinct structures but catalyze the same overall reaction
Nat. Struct. Biol.
6
521-525
1999
Helicobacter pylori, Mycobacterium tuberculosis (P9WPX7), Mycobacterium tuberculosis H37Rv (P9WPX7), Salmonella enterica subsp. enterica serovar Typhi, Streptomyces coelicolor
Kwak, J.E.; Lee, J.Y.; Han, B.W.; Moon, J.J.; Sohn, S.H.; Suh, S.W.
Crystallization and preliminary X-ray crystallographic analysis of type II dehydroquinase from Helicobacter pylori
Acta Crystallogr. Sect. D
57
279-280
2001
Helicobacter pylori
Lee, B.I.; Kwak, J.E.; Suh, S.W.
Crystal structure of the type II 3-dehydroquinase from Helicobacter pylori
Proteins Struct. Funct. Genet.
51
616-617
2003
Helicobacter pylori
Robinson, D.A.; Stewart, K.A.; Price, N.C.; Chalk, P.A.; Coggins, J.R.; Lapthorn, A.J.
Crystal structures of Helicobacter pylori type II dehydroquinase inhibitor complexes: New Directions for Inhibitor Design
J. Med. Chem.
49
1282-1290
2006
Helicobacter pylori (Q48255), Helicobacter pylori
Stewart, K.A.; Robinson, D.A.; Lapthorn, A.J.
Type II dehydroquinase: molecular replacement with many copies
Acta Crystallogr. Sect. D
64
108-118
2008
Helicobacter pylori, Streptomyces coelicolor (P15474)
Liu, J.S.; Cheng, W.C.; Wang, H.J.; Chen, Y.C.; Wang, W.C.
Structure-based inhibitor discovery of Helicobacter pylori dehydroquinate synthase
Biochem. Biophys. Res. Commun.
373
1-7
2008
Helicobacter pylori
Sanchez-Sixto, C.; Prazeres, V.F.; Castedo, L.; Suh, S.W.; Lamb, H.; Hawkins, A.R.; Canada, F.J.; Jimenez-Barbero, J.; Gonzalez-Bello, C.
Competitive inhibitors of Helicobacter pylori type II dehydroquinase: synthesis, biological evaluation, and NMR studies
ChemMedChem
3
756-770
2008
Helicobacter pylori (Q48255), Helicobacter pylori
Prazeres, V.; Castedo, L.; Lamb, H.; Hawkins, A.; Gonzlez-Bello, C.
2-Substituted-3-dehydroquinic acids as potent competitive inhibitors of type II dehydroquinase
ChemMedChem
4
1980-1984
2009
Mycobacterium tuberculosis (P9WPX7), Helicobacter pylori (Q48255), Mycobacterium tuberculosis H37Rv (P9WPX7)
Prazeres, V.F.; Tizon, L.; Otero, J.M.; Guardado-Calvo, P.; Llamas-Saiz, A.L.; van Raaij, M.J.; Castedo, L.; Lamb, H.; Hawkins, A.R.; Gonzalez-Bello, C.
Synthesis and biological evaluation of new nanomolar competitive inhibitors of Helicobacter pylori type II dehydroquinase. Structural details of the role of the aromatic moieties with essential residues
J. Med. Chem.
53
191-200
2010
Helicobacter pylori (Q48255), Helicobacter pylori
Peon, A.; Otero, J.M.; Tizon, L.; Prazeres, V.F.; Llamas-Saiz, A.L.; Fox, G.C.; van Raaij, M.J.; Lamb, H.; Hawkins, A.R.; Gago, F.; Castedo, L.; Gonzalez-Bello, C.
Understanding the key factors that control the inhibition of type II dehydroquinase by (2R)-2-benzyl-3-dehydroquinic acids
ChemMedChem
5
1726-1733
2010
Mycobacterium tuberculosis, Helicobacter pylori (Q48255), Helicobacter pylori
Tran, A.; Cergol, K.; West, N.; Randall, E.; Britton, W.; Bokhari, S.; Ibrahim, M.; Lapthorn, A.; Payne, R.
Synthesis and evaluation of potent ene-yne inhibitors of type II dehydroquinases as tuberculosis drug leads
ChemMedChem
6
262-265
2011
Mycobacterium tuberculosis, Streptomyces coelicolor (P15474), Helicobacter pylori (Q48255)
Paz, S.; Tizon, L.; Otero, J.; Llamas-Saiz, A.; Fox, G.; Van Raaij, M.; Lamb, H.; Hawkins, A.; Lapthorn, A.; Castedo, L.; Gonzalez-Bello, C.
Tetrahydrobenzothiophene derivatives: conformationally restricted inhibitors of type II dehydroquinase
ChemMedChem
6
266-272
2011
Helicobacter pylori, Mycobacterium tuberculosis, Streptomyces coelicolor
Tran, A.; Cergol, K.; Britton, W.; Imran Bokhari, S.; Ibrahim, M.; Lapthorn, A.; Payne, R.
Rapid assembly of potent type II dehydroquinase inhibitors via 'click' chemistry
MedChemComm
1
271-275
2010
Helicobacter pylori, Mycobacterium tuberculosis, Streptomyces coelicolor
-
Coderch, C.; Lence, E.; Peon, A.; Lamb, H.; Hawkins, A.R.; Gago, F.; Gonzalez-Bello, C.
Mechanistic insight into the reaction catalysed by bacterial type II dehydroquinases
Biochem. J.
458
547-557
2014
Helicobacter pylori, Mycobacterium tuberculosis
Blanco, B.; Sedes, A.; Peon, A.; Otero, J.M.; van Raaij, M.J.; Thompson, P.; Hawkins, A.R.; Gonzalez-Bello, C.
Exploring the water-binding pocket of the type II dehydroquinase enzyme in the structure-based design of inhibitors
J. Med. Chem.
57
3494-3510
2014
Helicobacter pylori, Mycobacterium tuberculosis (P9WPX7), Mycobacterium tuberculosis
Peon, A.; Robles, A.; Blanco, B.; Convertino, M.; Thompson, P.; Hawkins, A.R.; Caflisch, A.; Gonzalez-Bello, C.
Reducing the flexibility of type II dehydroquinase for inhibition a fragment-based approach and molecular dynamics study
ChemMedChem
12
1512-1524
2017
Helicobacter pylori (Q48255), Helicobacter pylori, Helicobacter pylori 26695 (Q48255)
Lence, E.; van der Kamp, M.W.; Gonzalez-Bello, C.; Mulholland, A.J.
QM/MM simulations identify the determinants of catalytic activity differences between type II dehydroquinase enzymes
Org. Biomol. Chem.
16
4443-4455
2018
Helicobacter pylori (Q48255), Helicobacter pylori, Helicobacter pylori ATCC 700392 (Q48255), Mycobacterium tuberculosis (P9WPX7), Mycobacterium tuberculosis, Mycobacterium tuberculosis H37Rv (P9WPX7)
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