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EC Tree
IUBMB Comments The reaction proceeds in the direction of addition. Not identical with EC 2.5.1.18, glutathione transferase.
The taxonomic range for the selected organisms is: Mus musculus The enzyme appears in selected viruses and cellular organisms
Synonyms
ltc4s, ltc4 synthase, leukotriene c4 synthase, ltc4 synthetase, leukotriene-c4 synthase, leukotriene c4 synthetase, lt c4 synthase,
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leukotriene C4 synthase
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leukotriene C4 synthetase
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(7E,9E,11Z,14Z)-(5S,6S)-5,6-epoxyicosa-7,9,11,14-tetraenoate:glutathione leukotriene-transferase (epoxide-ring-opening)
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leukotriene A4:glutathione S-leukotrienyltransferase
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leukotriene C4 synthase
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leukotriene C4 synthetase
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synthase, leukotriene C4
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alkenyl group transfer
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alkenyl group transfer
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alkenyl group transfer
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leukotriene-C4 glutathione-lyase (leukotriene-A4-forming)
The reaction proceeds in the direction of addition. Not identical with EC 2.5.1.18, glutathione transferase.
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leukotriene A4 + glutathione
leukotriene C4
leukotriene A4 + glutathione
leukotriene C4 + H2O
leukotriene A4 methyl ester + glutathione
leukotriene C4 methyl ester + H2O
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?
additional information
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leukotriene A4 + glutathione
leukotriene C4
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leukotriene A4 + glutathione
leukotriene C4
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leukotriene A4 + glutathione
leukotriene C4
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leukotriene A4 + glutathione
leukotriene C4
glutathione-enzyme binding structure, overview
i.e. (5S)-hydroxy-(6R)-S-glutathionyl-7,9-trans-11,14-cis-eicosatetraenoic acid
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leukotriene A4 + glutathione
leukotriene C4 + H2O
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leukotriene A4 + glutathione
leukotriene C4 + H2O
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leukotriene A4 + glutathione
leukotriene C4 + H2O
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leukotriene A4 + glutathione
leukotriene C4 + H2O
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leukotriene A4 + glutathione
leukotriene C4 + H2O
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leukotriene A4 + glutathione
leukotriene C4 + H2O
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leukotriene A4 + glutathione
leukotriene C4 + H2O
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leukotriene A4 + glutathione
leukotriene C4 + H2O
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leukotriene A4 + glutathione
leukotriene C4 + H2O
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additional information
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binding structure of product analogue S-hexyl GSH to the active site of the enzyme, overview
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additional information
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binding structure of product analogue S-hexyl GSH to the active site of the enzyme, overview
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leukotriene A4 + glutathione
leukotriene C4
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2-benzoyl-5-(5-[(4-chlorophenyl)(methyl)amino]pyridine-2-carbonyl)benzoic acid
i.e. TK04, competitive mode of binding versus leukotriene A4
Tumor necrosis factor alpha
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Rose bengal
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IC50: 0.05 mM
Triphenyltin chloride
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poor inhibitor
indomethacin
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poor inhibitor
indomethacin
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IC50: 1.0 mM
MK-886
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1.2
glutathione
pH 7.8, temperature not specified in the publication, recombinant enzyme
0.036
leukotriene A4
pH 7.8, temperature not specified in the publication, recombinant enzyme
0.36
glutathione
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pH 7.5, 37Ā°C
additional information
additional information
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additional information
additional information
Michaelis-Menten kinetics
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additional information
additional information
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Michaelis-Menten kinetics
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84
glutathione
pH 7.8, temperature not specified in the publication, recombinant enzyme
81
leukotriene A4
pH 7.8, temperature not specified in the publication, recombinant enzyme
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68
glutathione
pH 7.8, temperature not specified in the publication, recombinant enzyme
2300
leukotriene A4
pH 7.8, temperature not specified in the publication, recombinant enzyme
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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
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0.000135
2-benzoyl-5-(5-[(4-chlorophenyl)(methyl)amino]pyridine-2-carbonyl)benzoic acid
Mus musculus
pH 7.8, temperature not specified in the publication, recombinant enzyme
1
indomethacin
Mus musculus
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IC50: 1.0 mM
0.0031
MK-886
Mus musculus
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IC50: 0.0031 mM
0.05
Rose bengal
Mus musculus
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IC50: 0.05 mM
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SwissProt
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slight
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Kirsten sarcoma-transfected mast cell
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bone-marrow-derived
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emanating from the vasopressinergic magnocellular neurons of the hypothalamic paraventricular, supraoptic and suprachiasmatic nuclei as well as the retrochiasmatic area to the pars nervosa of the pituitary gland. It is also observed in the axons of the extrahypothalamic system
brenda
integral membrane protein in the outer leaflet of the nuclear envelope and in the endoplasmic reticulum
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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
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
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LTC4S_MOUSE
150
3
16814
Swiss-Prot
Secretory Pathway (Reliability: 1 )
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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
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expression in Escherichia coli, construction of an enhanced green fluorescent protein under the control of the mouse leukotriene C4 synthase promoter
recombinant enzyme expression in Pichia pastoris strain KM71H
COS-7 cells transfected with either human or cloned mouse leukotriene C4 synthase cDNA by DEAE-dextran transfection
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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
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
molecular biology
TNF-alpha exposure downregulates the LTC4 synthase gene expression in monocytes/macrophages via a transcriptional mechanism
molecular biology
transient transfection into human monocytic leukemia (THP-1), rat basophilic leukemia (RBL-1), and human embryonic kidney (HEK293/T) epithelial cells show that eGFP was expressed by cells which express leukotriene C4 synthase (RBL-1 and THP-1) but not by the leukotriene C4 synthase negative HEK293/T cells
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Penrose, J.F.; Austen, K.F.
The biochemical, molecular, and genomic aspects of leukotriene C4 synthase
Proc. Assoc. Am. Phys.
111
537-546
1999
Cavia porcellus, Homo sapiens, Mus musculus
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brenda
Hevko, J.M.; Murphy, R.C.
Formation of murine macrophage-derived 5-oxo-7-glutathionyl-8,11,14-eicosatrienoic acid (FOG7) is catalyzed by leukotriene C4 synthase
J. Biol. Chem.
277
7037-7043
2002
Mus musculus
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Söderström, M.; Hammarström, S.; Mannervik, B.
Leukotriene C synthase in mouse mastocytoma cells. An enzyme distinct from cytosolic and microsomal glutathione transferases
Biochem. J.
250
713-718
1988
Mus musculus
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Abe, M.; Hugli, T.E.
Characterization of leukotriene C4 synthetase in mouse peritoneal exudate cells
Biochim. Biophys. Acta
959
386-398
1988
Mus musculus
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Soederstroem, M.; Morgenstern, R.; Hammarstroem, S.
Protein-protein interaction affinity chromatography of leukotriene C4 synthase
Protein Expr. Purif.
6
352-356
1995
Homo sapiens, Mus musculus
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Goppelt-Struebe, M.
Two step purification of human and murine leukotriene C4 synthase
Biochim. Biophys. Acta
1256
257-261
1995
Homo sapiens, Mus musculus
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Lam, B.K.; Frank Austen, K.
Leukotriene C4 synthase: a pivotal enzyme in cellular biosynthesis of the cysteinyl leukotrienes
Prostaglandins Other Lipid Mediat.
68-69
511-520
2002
Cavia porcellus, Homo sapiens, Mus musculus, Rattus norvegicus
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Söderström, M.; Mannervik, B.; Mammarström, S.
Leukotriene C4 synthase: characterization in mouse mastocytoma cells
Methods Enzymol.
187
306-312
1990
Mus musculus
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Lam, B.K.; Penrose, J.F.; Rokach, J.; Xu, K.; Baldasaro, M.H.; Austen, K.F.
Molecular cloning, expression and characterization of mouse leukotriene C4 synthase
Eur. J. Biochem.
238
606-612
1996
Homo sapiens, Mus musculus
brenda
Shimada, A.; Satoh, M.; Chiba, Y.; Saitoh, Y.; Kawamura, N.; Keino, H.; Hosokawa, M.; Shimizu, T.
Highly selective localization of leukotriene C4 synthase in hypothalamic and extrahypothalamic vasopressin systems of mouse brain
Neuroscience
131
683-689
2005
Mus musculus (Q60860), Mus musculus
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Serio, K.J.; Luo, C.; Luo, L.; Mao, J.T.
TNF-alpha downregulates the leukotriene C4 synthase gene in mononuclear phagocytes
Am. J. Physiol. Lung Cell Mol. Physiol.
292
L215-L222
2007
Mus musculus (Q60860), Mus musculus
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Strid, T.; Soederstroem, M.; Hammarstroem, S.
Leukotriene C4 synthase promoter driven expression of GFP reveals cell specificity
Biochem. Biophys. Res. Commun.
366
80-85
2008
Mus musculus (Q60860), Mus musculus
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Niegowski, D.; Kleinschmidt, T.; Ahmad, S.; Qureshi, A.A.; Marback, M.; Rinaldo-Matthis, A.; Haeggstroem, J.Z.
Structure and inhibition of mouse leukotriene C4 synthase
PLoS ONE
9
e96763
2014
Mus musculus (Q60860), Mus musculus
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