3.3.2.6: leukotriene-A4 hydrolase
This is an abbreviated version!
For detailed information about leukotriene-A4 hydrolase, go to the full flat file.
Word Map on EC 3.3.2.6
-
3.3.2.6
-
5-lipoxygenase
-
arachidonic
-
epoxide
-
medicine
-
leukocyte
-
asthma
-
bestatin
-
chemoattractant
-
eicosanoids
-
metalloenzyme
-
flap
-
ionophore
-
alox5ap
-
tuberculous
-
transcellular
-
5-lipoxygenase-activating
-
aminopeptidases
-
captopril
-
lipoxins
-
pro-gly-pro
-
montelukast
-
proline-glycine-proline
-
5-hete
-
zileuton
-
diagnostics
-
pharmacology
-
drug development
- 3.3.2.6
-
5-lipoxygenase
-
arachidonic
- epoxide
- medicine
- leukocyte
- asthma
- bestatin
-
chemoattractant
-
eicosanoids
-
metalloenzyme
- flap
-
ionophore
-
alox5ap
-
tuberculous
-
transcellular
-
5-lipoxygenase-activating
- aminopeptidases
- captopril
-
lipoxins
- pro-gly-pro
- montelukast
- proline-glycine-proline
-
5-hete
- zileuton
- diagnostics
- pharmacology
- drug development
Reaction
Synonyms
EH, epoxide hydrolase, hydrolase, leukotriene A4, leukotriene A(4) hydrolase, leukotriene A4 hydrolase, leukotriene A4 hydrolase/aminopeptidase, leukotriene hydrolase A4, leukotriene-A4 hydrolase, leukotriene-A4-hydrolase, LT A4 hydrolase, LTA-4 hydrolase, LTA4 hydrolase, LTA4-h, LTA4H, More
ECTree
3.3.2.6 leukotriene-A4 hydrolaseAdvanced search results
results (
results (Substrates Products
Substrates Products on EC 3.3.2.6 - leukotriene-A4 hydrolase
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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
(7E,9E,11Z,14Z)-(5S,6S)-5,6-epoxyicosa-7,9,11,14-tetraenoate + H2O
(6Z,8E,10E,14Z)-(5S,12R)-5,12-dihydroxyicosa-6,8,10,14-tetraenoate
L-alanine 2-naphthylamide + H2O
L-alanine + 2-naphthylamine
-
-
-
-
?
L-alanine-7-amido-4-methylcoumarin + H2O
L-alanine + 7-amino-4-methylcoumarin
-
-
-
-
?
L-Arg-L-Ala-L-Arg + H2O
?
-
bi-functional enzyme that also exhibits aminopeptidase activity with a preference over arginyl tripeptides
-
-
?
L-arginine + H2O
?
-
the best proteinogenic amino acid recognized by the enzyme is L-arginine
-
-
?
L-arginine 2-naphthylamide + H2O
L-arginine + 2-naphthylamine
-
-
-
-
?
L-arginine-7-amido-4-methylcoumarin + H2O
L-arginine + 7-amino-4-methylcoumarin
-
-
-
-
?
L-arginine-7-amido-4-methylcoumarine + H2O
L-arginine + 4-methylcoumarin-7-amine
an artificial substrate
-
-
?
L-glutamate-7-amido-4-methylcoumarin + H2O
L-glutamate + 7-amino-4-methylcoumarin
-
-
-
-
?
L-histidine-7-amido-4-methylcoumarin + H2O
L-histidine + 7-amino-4-methylcoumarin
-
-
-
-
?
L-isoleucine 2-naphthylamide + H2O
L-isoleucine + 2-naphthylamine
-
-
-
-
?
L-leucine 2-naphthylamide + H2O
L-leucine + 2-naphthylamine
-
-
-
-
?
L-leucine-7-amido-4-methylcoumarin + H2O
L-leucine + 7-amino-4-methylcoumarin
-
-
-
-
?
L-lysine-7-amido-4-methylcoumarin + H2O
L-lysine + 7-amino-4-methylcoumarin
-
-
-
-
?
L-methionine 2-naphthylamide + H2O
L-methionine + 2-naphthylamine
-
-
-
-
?
L-methionine-7-amido-4-methylcoumarin + H2O
L-methionine + 7-amino-4-methylcoumarin
-
-
-
-
?
L-phenylalanine-7-amido-4-methylcoumarin + H2O
L-phenylalanine + 7-amino-4-methylcoumarin
-
-
-
-
?
L-proline-7-amido-4-methylcoumarin + H2O
L-proline + 7-amino-4-methylcoumarin
-
-
-
-
?
L-serine-7-amido-4-methylcoumarin + H2O
L-serine + 7-amino-4-methylcoumarin
-
-
-
-
?
L-tyrosine-7-amido-4-methylcoumarin + H2O
L-tyrosine + 7-amino-4-methylcoumarin
-
-
-
-
?
leukotriene A4 + H2O
(5S,6S)-dihydroxy-7,9-trans-11,14-cis-eicosatetraenoic acid
-
-
i.e. DHETE
?
leukotriene A4 + H2O
(5S,6S)-dihydroxy-7,9-trans-11,14-cis-eicosatetraenoic acid + leukotriene B4 + (5S,12R)-dihydroxy-6,10-trans-8,14,cis-eicosatetraenoic acid
-
-
when large amounts of enzyme are incubated with leukotriene A4: 72% (5S,6S)-dihydroxy-7,9-trans-11,14-cis-eicosatetraenoic acid, 18% leukotriene B4 and 10% (5S,12R)-dihydroxy-6,10-trans-8,14,cis-eicosatetraenoic acid
?
leukotriene A4 + H2O
leukotriene B4 + (5S,12R)-dihydroxy-6,10-trans-8,14,cis-eicosatetraenoic acid
-
-
90% leukotriene B4 and 10% (5S,12R)-dihydroxy-6,10-trans-8,14,cis-eicosatetraenoic acid
?
leukotriene A4 + H2O
leukotriene B4 + 5(S),12R-dihydroxy-6,10-trans-8,14-ciseicosatetraenoic acid
-
product ratio 9:1
-
?
(7E,9E,11Z,14Z)-(5S,6S)-5,6-epoxyicosa-7,9,11,14-tetraenoate + H2O
(6Z,8E,10E,14Z)-(5S,12R)-5,12-dihydroxyicosa-6,8,10,14-tetraenoate
-
-
-
-
?
(7E,9E,11Z,14Z)-(5S,6S)-5,6-epoxyicosa-7,9,11,14-tetraenoate + H2O
(6Z,8E,10E,14Z)-(5S,12R)-5,12-dihydroxyicosa-6,8,10,14-tetraenoate
-
-
-
-
?
(7E,9E,11Z,14Z)-(5S,6S)-5,6-epoxyicosa-7,9,11,14-tetraenoate + H2O
(6Z,8E,10E,14Z)-(5S,12R)-5,12-dihydroxyicosa-6,8,10,14-tetraenoate
-
-
-
?
(7E,9E,11Z,14Z)-(5S,6S)-5,6-epoxyicosa-7,9,11,14-tetraenoate + H2O
(6Z,8E,10E,14Z)-(5S,12R)-5,12-dihydroxyicosa-6,8,10,14-tetraenoate
-
substrate for the epoxide hydrolase reaction, in addition LTA4H shows a peptidase activity
-
-
?
(7E,9E,11Z,14Z)-(5S,6S)-5,6-epoxyicosa-7,9,11,14-tetraenoate + H2O
(6Z,8E,10E,14Z)-(5S,12R)-5,12-dihydroxyicosa-6,8,10,14-tetraenoate
-
-
-
-
?
(7E,9E,11Z,14Z)-(5S,6S)-5,6-epoxyicosa-7,9,11,14-tetraenoate + H2O
(6Z,8E,10E,14Z)-(5S,12R)-5,12-dihydroxyicosa-6,8,10,14-tetraenoate
-
substrate for epoxide hydrolase activity
-
-
?
L-Ala-4-nitroanilide + H2O
L-Ala + 4-nitroaniline
-
aminopeptidase activity
-
-
?
L-leucine-4-nitroanilide + H2O
L-leucine + 4-nitroaniline
-
-
-
-
?
leukotriene A4 + H2O
leukotriene B4
-
-
i.e. LTB4, a potent inflammatory mediator originating from membrane-derived arachidonic acid
-
?
leukotriene A4 + H2O
leukotriene B4
-
i.e. 5(S)-trans-5,6-oxido-7,9-trans-11,14-cis-eicosatetraenoic acid
-
?
leukotriene A4 + H2O
leukotriene B4
-
model for the binding of leukotriene A4 to the active site
mutants of Tyr378 are able to generate, not only leukotriene B4, but also (5S,12R)-dihydroxy-6,10-trans-8,14-cis-eicosatetraenoic acid, in a yield of about 20-30%
?
leukotriene A4 + H2O
leukotriene B4
biosynthesis of leukotriene B4
-
?
leukotriene A4 + H2O
leukotriene B4
-
leukotriene A4 hydrolase catalyzes the final step in the synthesis of leukotriene B4, a potent chemoattractant and proinflammatory eicosanoid. LTB4 functions as a macrophage chemoattractant in the zebrafish, injection into the hindbrain ventricle of wild-type arvae induces rapid recruitment of macrophages
-
-
?
leukotriene A4 + H2O
leukotriene B4
-
-
696628, 696629, 696636, 696688, 697856, 698172, 699434, 707687, 707704, 708038, 708077, 708181, 708250, 731112, 731116, 731439, 731445, 731746, 731871, 732701
-
-
?
leukotriene A4 + H2O
leukotriene B4
-
-
i.e. LTB4, a powerful proinflammatory agent
-
?
leukotriene A4 + H2O
leukotriene B4
-
model for the binding of leukotriene A4 to the active site
mutants of Tyr378 are able to generate, not only leukotriene B4, but also (5S,12R)-dihydroxy-6,10-trans-8,14-cis-eicosatetraenoic acid, in a yield of about 20-30%
?
leukotriene A4 + H2O
leukotriene B4
-
one of the physiologically important processes in the arachidonic acid biosynthetic pathway, leukotriene B4 is a proinflammatory mediator which stimulates adhesion of circulating neutrophils to vascular endothelium and directs their migration towards sites of inflammation
-
?
leukotriene A4 + H2O
leukotriene B4
-
central enzyme in leukotriene B4 formation, it is likely to be involved in transcellular leukotriene formation
-
?
leukotriene A4 + H2O
leukotriene B4
biosynthesis of leukotriene B4
-
?
leukotriene A4 + H2O
leukotriene B4
biosynthesis of leukotriene B4
-
?
leukotriene A4 + H2O
leukotriene B4
biosynthesis of leukotriene B4
-
?
leukotriene A4 + H2O
leukotriene B4
-
leukotriene A4 hydrolase catalyzes the final step in the synthesis of leukotriene B4, a potent chemoattractant and proinflammatory eicosanoid
-
-
?
leukotriene A4 + H2O
leukotriene B4
-
-
LTB4 is an endogenous itch mediator in the skin and is involved in the pruritus response in allergic reactions
-
?
leukotriene A4 + H2O
leukotriene B4
-
model for the binding of leukotriene A4 to the active site
mutants of Tyr378 are able to generate, not only leukotriene B4, but also (5S,12R)-dihydroxy-6,10-trans-8,14-cis-eicosatetraenoic acid, in a yield of about 20-30%
?
leukotriene A4 + H2O
leukotriene B4
-
model for the binding of leukotriene A4 to the active site
mutants of Tyr378 are able to generate, not only leukotriene B4, but also (5S,12R)-dihydroxy-6,10-trans-8,14-cis-eicosatetraenoic acid, in a yield of about 20-30%
?
leukotriene A4 + H2O
leukotriene B4
-
biosynthesis of leukotriene B4
-
?
leukotriene A4 + H2O
leukotriene B4
-
biosynthesis of leukotriene B4
-
?
leukotriene A4 + H2O
leukotriene B4
-
biosynthesis of leukotriene B4
-
?
leukotriene A4 + H2O
leukotriene B4
-
biosynthesis of leukotriene B4
-
?
leukotriene A4 + H2O
leukotriene B4
-
biosynthesis of leukotriene B4
-
?
leukotriene A4 + H2O
leukotriene B4
-
biosynthesis of leukotriene B4
-
?
leukotriene A4 + H2O
leukotriene B4
biosynthesis of leukotriene B4
-
?
leukotriene A4 + H2O
leukotriene B4
-
model for the binding of leukotriene A4 to the active site
-
-
?
leukotriene A4 + H2O
leukotriene B4
-
model for the binding of leukotriene A4 to the active site
-
?
leukotriene A5 + H2O
?
-
i.e. 5(S)-trans-5,6-oxido-7,9-trans-11,14,17-cis-eicosatetraenoic acid
-
-
?
leukotriene A5 + H2O
?
-
i.e. 5(S)-trans-5,6-oxido-7,9-trans-11,14,17-cis-eicosatetraenoic acid
-
-
?
additional information
?
-
-
the aminopeptidase activity accepts a variety of substrates and certain arginyl di- and tri-peptides as well as p-nitroanilide derivates of Ala and Arg
-
-
?
additional information
?
-
-
neutrophil LTA4 hydrolase also converts LTA5 to LTB5, less efficiently than LTA4 to LTB4
-
-
?
additional information
?
-
-
either glutamic or glutamine moiety at amino acid 297 is required for full LTA4 hydrolase activity, free carboxylic acid of glutamic acid is essential for aminopeptidase
-
-
?
additional information
?
-
-
not: glycine-4-nitroanilide, glutamyl-4-nitroanilide, valine-4-nitroanilide
-
-
?
additional information
?
-
-
the aminopeptidase activity accepts a variety of substrates and certain arginyl di- and tri-peptides as well as p-nitroanilide derivates of Ala and Arg
-
-
?
additional information
?
-
-
possible proteolytic function of the enzyme may be limited to the extracellular space
-
-
?
additional information
?
-
-
no activity with L-Asn, L-Asp, L-Glu, Gly, L-Ile, L-Thr, L-Trp, L-Val, as well as D-amino acids
-
-
?
additional information
?
-
proline-glycine-proline (PGP) is a substrate for the enzyme's aminopeptidase (AP) activity
-
-
?
additional information
?
-
substrates docking and molecular dynamics simulations, interaction analysis. The binding cavity of LTA4H is formed by H299, H295, E318, and Zn2+. Residues R563 and K565 in the C-terminal domain of LTA4H are key residues involved in carboxylate recognition from endogenous substrates of the enzyme
-
-
?
additional information
?
-
the aminopeptidase binding site shares a similar structure to LTA4H at its ligand binding sites
-
-
?
additional information
?
-
-
the aminopeptidase binding site shares a similar structure to LTA4H at its ligand binding sites
-
-
?
additional information
?
-
-
the aminopeptidase activity accepts a variety of substrates and certain arginyl di- and tri-peptides as well as p-nitroanilide derivates of Ala and Arg
-
-
?
additional information
?
-
the aminopeptidase binding site shares a similar structure to LTA4H at its ligand binding sites
-
-
?
additional information
?
-
-
the aminopeptidase binding site shares a similar structure to LTA4H at its ligand binding sites
-
-
?
additional information
?
-
-
the aminopeptidase activity accepts a variety of substrates and certain arginyl di- and tri-peptides as well as p-nitroanilide derivates of Ala and Arg
-
-
?
additional information
?
-
proline-glycine-proline (PGP) is a substrate for the enzyme's aminopeptidase (AP) activity
-
-
?
