BRENDA - Enzyme Database
show all sequences of 4.4.1.20

Structure and inhibition of mouse leukotriene C4 synthase

Niegowski, D.; Kleinschmidt, T.; Ahmad, S.; Qureshi, A.A.; Marback, M.; Rinaldo-Matthis, A.; Haeggstroem, J.Z.; PLoS ONE 9, e96763 (2014)

Data extracted from this reference:

Application
Application
Commentary
Organism
analysis
although structural differences near the active site and along the C-terminal alpha-helix V suggest that the mouse and human enzymes may function differently in vivo, the mouse enzyme is a useful tool in pharmacological research and drug development
Mus musculus
drug development
although structural differences near the active site and along the C-terminal alpha-helix V suggest that the mouse and human enzymes may function differently in vivo, the mouse enzyme is a useful tool in pharmacological research and drug development
Mus musculus
Cloned(Commentary)
Commentary
Organism
recombinant enzyme expression in Pichia pastoris strain KM71H
Mus musculus
Crystallization (Commentary)
Crystallization
Organism
purified enzyme in apoform or in complex with substrate glutathione or product analogue S-hexyl-GSH, mixing of 0.001 ml of 3.5 mg/ml protein in 0.03% w/v DDM w/v, 20 mM Tris pH 8.0, 100 mM NaCl, and 0.5 mM TCEP, with or without 1 mM GSH, with 0.001 ml of reservoir solution containing 1.8-2.2 M NH4SO4, 0.2 M NaCl and 0.1 M Na cacodylate pH 6.1-6.8, for S-hexyl GSH-enzyme crystals, S-hexyl GSH is added to mother liquor and soaking of apo-crystals, X-ray diffraction structure determination and analysis at 2.65-2.7 A resolution
Mus musculus
Inhibitors
Inhibitors
Commentary
Organism
Structure
2-benzoyl-5-(5-[(4-chlorophenyl)(methyl)amino]pyridine-2-carbonyl)benzoic acid
i.e. TK04, competitive mode of binding versus leukotriene A4
Mus musculus
KM Value [mM]
KM Value [mM]
KM Value Maximum [mM]
Substrate
Commentary
Organism
Structure
additional information
-
additional information
Michaelis-Menten kinetics
Mus musculus
0.036
-
leukotriene A4
pH 7.8, temperature not specified in the publication, recombinant enzyme
Mus musculus
1.2
-
glutathione
pH 7.8, temperature not specified in the publication, recombinant enzyme
Mus musculus
Localization
Localization
Commentary
Organism
GeneOntology No.
Textmining
endoplasmic reticulum membrane
integral membrane protein in the outer leaflet of the nuclear envelope and in the endoplasmic reticulum
Mus musculus
5789
-
Molecular Weight [Da]
Molecular Weight [Da]
Molecular Weight Maximum [Da]
Commentary
Organism
18000
-
3 * 18000
Mus musculus
Natural Substrates/ Products (Substrates)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
leukotriene A4 + glutathione
Mus musculus
-
leukotriene C4
-
-
?
Organism
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
Mus musculus
Q60860
-
-
Substrates and Products (Substrate)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
leukotriene A4 + glutathione
-
730788
Mus musculus
leukotriene C4
-
-
-
?
leukotriene A4 + glutathione
glutathione-enzyme binding structure, overview
730788
Mus musculus
leukotriene C4
i.e. (5S)-hydroxy-(6R)-S-glutathionyl-7,9-trans-11,14-cis-eicosatetraenoic acid
-
-
?
additional information
binding structure of product analogue S-hexyl GSH to the active site of the enzyme, overview
730788
Mus musculus
?
-
-
-
-
Subunits
Subunits
Commentary
Organism
trimer
3 * 18000
Mus musculus
Turnover Number [1/s]
Turnover Number Minimum [1/s]
Turnover Number Maximum [1/s]
Substrate
Commentary
Organism
Structure
81
-
leukotriene A4
pH 7.8, temperature not specified in the publication, recombinant enzyme
Mus musculus
84
-
glutathione
pH 7.8, temperature not specified in the publication, recombinant enzyme
Mus musculus
pH Optimum
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
7.8
-
assay at
Mus musculus
Ki Value [mM]
Ki Value [mM]
Ki Value maximum [mM]
Inhibitor
Commentary
Organism
Structure
0.000037
-
2-benzoyl-5-(5-[(4-chlorophenyl)(methyl)amino]pyridine-2-carbonyl)benzoic acid
pH 7.8, temperature not specified in the publication, recombinant enzyme
Mus musculus
IC50 Value
IC50 Value
IC50 Value Maximum
Commentary
Organism
Inhibitor
Structure
0.000135
-
pH 7.8, temperature not specified in the publication, recombinant enzyme
Mus musculus
2-benzoyl-5-(5-[(4-chlorophenyl)(methyl)amino]pyridine-2-carbonyl)benzoic acid
Application (protein specific)
Application
Commentary
Organism
analysis
although structural differences near the active site and along the C-terminal alpha-helix V suggest that the mouse and human enzymes may function differently in vivo, the mouse enzyme is a useful tool in pharmacological research and drug development
Mus musculus
drug development
although structural differences near the active site and along the C-terminal alpha-helix V suggest that the mouse and human enzymes may function differently in vivo, the mouse enzyme is a useful tool in pharmacological research and drug development
Mus musculus
Cloned(Commentary) (protein specific)
Commentary
Organism
recombinant enzyme expression in Pichia pastoris strain KM71H
Mus musculus
Crystallization (Commentary) (protein specific)
Crystallization
Organism
purified enzyme in apoform or in complex with substrate glutathione or product analogue S-hexyl-GSH, mixing of 0.001 ml of 3.5 mg/ml protein in 0.03% w/v DDM w/v, 20 mM Tris pH 8.0, 100 mM NaCl, and 0.5 mM TCEP, with or without 1 mM GSH, with 0.001 ml of reservoir solution containing 1.8-2.2 M NH4SO4, 0.2 M NaCl and 0.1 M Na cacodylate pH 6.1-6.8, for S-hexyl GSH-enzyme crystals, S-hexyl GSH is added to mother liquor and soaking of apo-crystals, X-ray diffraction structure determination and analysis at 2.65-2.7 A resolution
Mus musculus
IC50 Value (protein specific)
IC50 Value
IC50 Value Maximum
Commentary
Organism
Inhibitor
Structure
0.000135
-
pH 7.8, temperature not specified in the publication, recombinant enzyme
Mus musculus
2-benzoyl-5-(5-[(4-chlorophenyl)(methyl)amino]pyridine-2-carbonyl)benzoic acid
Inhibitors (protein specific)
Inhibitors
Commentary
Organism
Structure
2-benzoyl-5-(5-[(4-chlorophenyl)(methyl)amino]pyridine-2-carbonyl)benzoic acid
i.e. TK04, competitive mode of binding versus leukotriene A4
Mus musculus
Ki Value [mM] (protein specific)
Ki Value [mM]
Ki Value maximum [mM]
Inhibitor
Commentary
Organism
Structure
0.000037
-
2-benzoyl-5-(5-[(4-chlorophenyl)(methyl)amino]pyridine-2-carbonyl)benzoic acid
pH 7.8, temperature not specified in the publication, recombinant enzyme
Mus musculus
KM Value [mM] (protein specific)
KM Value [mM]
KM Value Maximum [mM]
Substrate
Commentary
Organism
Structure
additional information
-
additional information
Michaelis-Menten kinetics
Mus musculus
0.036
-
leukotriene A4
pH 7.8, temperature not specified in the publication, recombinant enzyme
Mus musculus
1.2
-
glutathione
pH 7.8, temperature not specified in the publication, recombinant enzyme
Mus musculus
Localization (protein specific)
Localization
Commentary
Organism
GeneOntology No.
Textmining
endoplasmic reticulum membrane
integral membrane protein in the outer leaflet of the nuclear envelope and in the endoplasmic reticulum
Mus musculus
5789
-
Molecular Weight [Da] (protein specific)
Molecular Weight [Da]
Molecular Weight Maximum [Da]
Commentary
Organism
18000
-
3 * 18000
Mus musculus
Natural Substrates/ Products (Substrates) (protein specific)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
leukotriene A4 + glutathione
Mus musculus
-
leukotriene C4
-
-
?
Substrates and Products (Substrate) (protein specific)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
leukotriene A4 + glutathione
-
730788
Mus musculus
leukotriene C4
-
-
-
?
leukotriene A4 + glutathione
glutathione-enzyme binding structure, overview
730788
Mus musculus
leukotriene C4
i.e. (5S)-hydroxy-(6R)-S-glutathionyl-7,9-trans-11,14-cis-eicosatetraenoic acid
-
-
?
additional information
binding structure of product analogue S-hexyl GSH to the active site of the enzyme, overview
730788
Mus musculus
?
-
-
-
-
Subunits (protein specific)
Subunits
Commentary
Organism
trimer
3 * 18000
Mus musculus
Turnover Number [1/s] (protein specific)
Turnover Number Minimum [1/s]
Turnover Number Maximum [1/s]
Substrate
Commentary
Organism
Structure
81
-
leukotriene A4
pH 7.8, temperature not specified in the publication, recombinant enzyme
Mus musculus
84
-
glutathione
pH 7.8, temperature not specified in the publication, recombinant enzyme
Mus musculus
pH Optimum (protein specific)
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
7.8
-
assay at
Mus musculus
General Information
General Information
Commentary
Organism
evolution
the enzyme belongs to the superfamily of membrane-associated proteins in eicosanoid and glutathione metabolism, which consists of six integral membrane proteins. Although structural differences near the active site and along the C-terminal alpha-helix V suggest that the mouse and human enzymes may function differently in vivo
Mus musculus
physiological function
the enzyme catalyzes the conjugation reaction between the fatty acid leukotriene A4 and GSH to form the pro-inflammatory leukotriene C4, an important mediator of asthma
Mus musculus
General Information (protein specific)
General Information
Commentary
Organism
evolution
the enzyme belongs to the superfamily of membrane-associated proteins in eicosanoid and glutathione metabolism, which consists of six integral membrane proteins. Although structural differences near the active site and along the C-terminal alpha-helix V suggest that the mouse and human enzymes may function differently in vivo
Mus musculus
physiological function
the enzyme catalyzes the conjugation reaction between the fatty acid leukotriene A4 and GSH to form the pro-inflammatory leukotriene C4, an important mediator of asthma
Mus musculus
KCat/KM [mM/s]
kcat/KM Value [1/mMs-1]
kcat/KM Value Maximum [1/mMs-1]
Substrate
Commentary
Organism
Structure
68
-
glutathione
pH 7.8, temperature not specified in the publication, recombinant enzyme
Mus musculus
2300
-
leukotriene A4
pH 7.8, temperature not specified in the publication, recombinant enzyme
Mus musculus
KCat/KM [mM/s] (protein specific)
KCat/KM Value [1/mMs-1]
KCat/KM Value Maximum [1/mMs-1]
Substrate
Commentary
Organism
Structure
68
-
glutathione
pH 7.8, temperature not specified in the publication, recombinant enzyme
Mus musculus
2300
-
leukotriene A4
pH 7.8, temperature not specified in the publication, recombinant enzyme
Mus musculus
Other publictions for EC 4.4.1.20
No.
1st author
Pub Med
title
organims
journal
volume
pages
year
Activating Compound
Application
Cloned(Commentary)
Crystallization (Commentary)
Engineering
General Stability
Inhibitors
KM Value [mM]
Localization
Metals/Ions
Molecular Weight [Da]
Natural Substrates/ Products (Substrates)
Organic Solvent Stability
Organism
Oxidation Stability
Posttranslational Modification
Purification (Commentary)
Reaction
Renatured (Commentary)
Source Tissue
Specific Activity [micromol/min/mg]
Storage Stability
Substrates and Products (Substrate)
Subunits
Temperature Optimum [°C]
Temperature Range [°C]
Temperature Stability [°C]
Turnover Number [1/s]
pH Optimum
pH Range
pH Stability
Cofactor
Ki Value [mM]
pI Value
IC50 Value
Activating Compound (protein specific)
Application (protein specific)
Cloned(Commentary) (protein specific)
Cofactor (protein specific)
Crystallization (Commentary) (protein specific)
Engineering (protein specific)
General Stability (protein specific)
IC50 Value (protein specific)
Inhibitors (protein specific)
Ki Value [mM] (protein specific)
KM Value [mM] (protein specific)
Localization (protein specific)
Metals/Ions (protein specific)
Molecular Weight [Da] (protein specific)
Natural Substrates/ Products (Substrates) (protein specific)
Organic Solvent Stability (protein specific)
Oxidation Stability (protein specific)
Posttranslational Modification (protein specific)
Purification (Commentary) (protein specific)
Renatured (Commentary) (protein specific)
Source Tissue (protein specific)
Specific Activity [micromol/min/mg] (protein specific)
Storage Stability (protein specific)
Substrates and Products (Substrate) (protein specific)
Subunits (protein specific)
Temperature Optimum [°C] (protein specific)
Temperature Range [°C] (protein specific)
Temperature Stability [°C] (protein specific)
Turnover Number [1/s] (protein specific)
pH Optimum (protein specific)
pH Range (protein specific)
pH Stability (protein specific)
pI Value (protein specific)
Expression
General Information
General Information (protein specific)
Expression (protein specific)
KCat/KM [mM/s]
KCat/KM [mM/s] (protein specific)
748662
Zhang
Microsomal glutathione transf ...
Apostichopus japonicus
Mol. Immunol.
91
114-122
2017
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1
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747181
Liening
Development of smart cell-fre ...
Homo sapiens
Biochim. Biophys. Acta
1861
1605-1613
2016
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1
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1
1
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747243
Hong
V-PYRRO/NO downregulates mRNA ...
Rattus norvegicus
Biomed. Rep.
4
112-116
2016
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1
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1
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748212
Ahmad
Phosphorylation of leukotrien ...
Homo sapiens
J. Biol. Chem.
291
18410-18418
2016
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2
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5
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5
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1
2
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5
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1
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1
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5
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-
6
6
748456
Kleinschmidt
Tandem benzophenone amino pyr ...
Homo sapiens
J. Pharmacol. Exp. Ther.
355
108-116
2015
-
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1
1
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3
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3
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1
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730061
Niegowski
Crystal structures of leukotri ...
Homo sapiens
J. Biol. Chem.
289
5199-5207
2014
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1
1
2
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6
1
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2
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6
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6
1
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2
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6
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3
3
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6
6
730555
MacDonald
The catalytic formation of leu ...
Homo sapiens
Phys. Chem. Chem. Phys.
16
16284-16289
2014
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2
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1
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1
1
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730788
Niegowski
Structure and inhibition of mo ...
Mus musculus
PLoS ONE
9
e96763
2014
-
2
1
1
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1
3
1
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1
1
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3
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1
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2
1
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1
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1
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1
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3
1
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2
1
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2
2
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2
2
714941
Esser
Zymosan suppresses leukotriene ...
Homo sapiens
FASEB J.
25
1417-1427
2011
1
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1
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715600
Saino
The catalytic architecture of ...
Homo sapiens
J. Biol. Chem.
286
16392-16401
2011
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1
1
14
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18
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18
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14
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18
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2
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18
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9
9
708600
Okubo
Leukotriene synthases and the ...
Rattus norvegicus
Glia
58
599-610
2010
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2
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709128
Newcomer
Location, location, location: ...
Homo sapiens
J. Biol. Chem.
285
25109-25114
2010
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1
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709717
Zhao
Two-dimensional crystallizatio ...
Homo sapiens
J. Struct. Biol.
169
450-454
2010
-
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1
1
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715569
Rinaldo-Matthis
Arginine 104 is a key catalyti ...
Homo sapiens
J. Biol. Chem.
285
40771-40776
2010
-
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1
1
8
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5
1
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2
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1
9
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1
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1
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1
8
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1
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1
9
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1
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5
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5
5
716061
Freiberg
Novel mutations in leukotriene ...
Homo sapiens
J. Thromb. Haemost.
8
1694-1701
2010
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1
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1
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1
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