Information on EC 3.3.2.6 - leukotriene-A4 hydrolase

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The expected taxonomic range for this enzyme is: Opisthokonta

EC NUMBER
COMMENTARY hide
3.3.2.6
-
RECOMMENDED NAME
GeneOntology No.
leukotriene-A4 hydrolase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
leukotriene A4 + H2O = leukotriene B4
show the reaction diagram
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
hydrolysis of ether bond
PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Arachidonic acid metabolism
-
-
leukotriene biosynthesis
-
-
Metabolic pathways
-
-
SYSTEMATIC NAME
IUBMB Comments
(7E,9E,11Z,14Z)-(5S,6S)-5,6-epoxyicosa-7,9,11,14-tetraenoate hydrolase
This is a bifunctional zinc metalloprotease that displays both epoxide hydrolase and aminopeptidase activities [4,6]. It preferentially cleaves tripeptides at an arginyl bond, with dipeptides and tetrapeptides being poorer substrates [6] (see EC 3.4.11.6, aminopeptidase B). It also converts leukotriene A4 into leukotriene B4, unlike EC 3.3.2.10, soluble epoxide hydrolase, which converts leukotriene A4 into 5,6-dihydroxy-7,9,11,14-icosatetraenoic acid [3,4]. In vertebrates, five epoxide-hydrolase enzymes have been identified to date: EC 3.3.2.6 (leukotriene A4 hydrolase), EC 3.3.2.7 (hepoxilin-epoxide hydrolase), EC 3.3.2.9 (microsomal epoxide hydrolase), EC 3.3.2.10 (soluble epoxide hydrolase) and EC 3.3.2.11 (cholesterol-5,6-oxide hydrolase) [5].
CAS REGISTRY NUMBER
COMMENTARY hide
90119-07-6
-
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
-
-
-
Manually annotated by BRENDA team
the enzyme is encoded in the lta4h locus
-
-
Manually annotated by BRENDA team
Mus musculus BALB/c
Balb/c mice
-
-
Manually annotated by BRENDA team
Mus musculus C57BL/6
C57BL/6 mice
-
-
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
malfunction
metabolism
physiological function
additional information
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
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
show the reaction diagram
Ala-4-nitroanilide + H2O
Ala + 4-nitroaniline
show the reaction diagram
-
-
-
-
?
Arg-Ala-Arg + H2O
?
show the reaction diagram
-
-
-
-
?
Arg-Ser-Arg + H2O
?
show the reaction diagram
-
-
-
-
?
L-Ala-4-nitroanilide + H2O
L-Ala + 4-nitroaniline
show the reaction diagram
L-Ala-p-nitroanilide + H2O
L-Ala + p-nitroaniline
show the reaction diagram
-
-
-
-
?
L-alanine 2-naphthylamide + H2O
L-alanine + 2-naphthylamine
show the reaction diagram
-
-
-
-
?
L-alanine-4-nitroanilide + H2O
L-alanine + 4-nitroaniline
show the reaction diagram
L-alanine-7-amido-4-methylcoumarin + H2O
L-alanine + 7-amino-4-methylcoumarin
show the reaction diagram
-
-
-
-
?
L-Arg-L-Ala-L-Arg + H2O
?
show the reaction diagram
-
bi-functional enzyme that also exhibits aminopeptidase activity with a preference over arginyl tripeptides
-
-
?
L-Arg-p-nitroanilide + H2O
L-Arg + p-nitroaniline
show the reaction diagram
-
-
-
-
?
L-arginine + H2O
?
show the reaction diagram
-
the best proteinogenic amino acid recognized by the enzyme is L-arginine
-
-
?
L-arginine 2-naphthylamide + H2O
L-arginine + 2-naphthylamine
show the reaction diagram
-
-
-
-
?
L-arginine-7-amido-4-methylcoumarin + H2O
L-arginine + 7-amino-4-methylcoumarin
show the reaction diagram
-
-
-
-
?
L-glutamate-7-amido-4-methylcoumarin + H2O
L-glutamate + 7-amino-4-methylcoumarin
show the reaction diagram
-
-
-
-
?
L-histidine-7-amido-4-methylcoumarin + H2O
L-histidine + 7-amino-4-methylcoumarin
show the reaction diagram
-
-
-
-
?
L-isoleucine 2-naphthylamide + H2O
L-isoleucine + 2-naphthylamine
show the reaction diagram
-
-
-
-
?
L-leucine 2-naphthylamide + H2O
L-leucine + 2-naphthylamine
show the reaction diagram
-
-
-
-
?
L-leucine-7-amido-4-methylcoumarin + H2O
L-leucine + 7-amino-4-methylcoumarin
show the reaction diagram
-
-
-
-
?
L-lysine-7-amido-4-methylcoumarin + H2O
L-lysine + 7-amino-4-methylcoumarin
show the reaction diagram
-
-
-
-
?
L-methionine 2-naphthylamide + H2O
L-methionine + 2-naphthylamine
show the reaction diagram
-
-
-
-
?
L-methionine-7-amido-4-methylcoumarin + H2O
L-methionine + 7-amino-4-methylcoumarin
show the reaction diagram
-
-
-
-
?
L-phenylalanine-7-amido-4-methylcoumarin + H2O
L-phenylalanine + 7-amino-4-methylcoumarin
show the reaction diagram
-
-
-
-
?
L-Pro-Gly-L-Pro + H2O
?
show the reaction diagram
-
-
-
-
?
L-proline-7-amido-4-methylcoumarin + H2O
L-proline + 7-amino-4-methylcoumarin
show the reaction diagram
-
-
-
-
?
L-serine-7-amido-4-methylcoumarin + H2O
L-serine + 7-amino-4-methylcoumarin
show the reaction diagram
-
-
-
-
?
L-tyrosine-7-amido-4-methylcoumarin + H2O
L-tyrosine + 7-amino-4-methylcoumarin
show the reaction diagram
-
-
-
-
?
L-Val-4-nitroanilide + H2O
L-Val + 4-nitroaniline
show the reaction diagram
-
-
-
-
?
L-valine 2-naphthylamide + H2O
L-valine + 2-naphthylamine
show the reaction diagram
-
-
-
-
?
leukotriene A4 + H2O
(5S,6S)-dihydroxy-7,9-trans-11,14-cis-eicosatetraenoic acid
show the reaction diagram
-
-
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
show the reaction diagram
-
-
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
show the reaction diagram
leukotriene A4 + H2O
leukotriene B4 + (5S,12R)-dihydroxy-6,10-trans-8,14,cis-eicosatetraenoic acid
show the reaction diagram
-
-
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
show the reaction diagram
-
product ratio 9:1
-
?
leukotriene A5 + H2O
?
show the reaction diagram
lysine-4-nitroanilide + H2O
lysine + 4-nitroaniline
show the reaction diagram
-
-
-
-
?
proline-4-nitroanilide + H2O
proline + 4-nitroaniline
show the reaction diagram
-
-
-
-
?
additional information
?
-
NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
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
show the reaction diagram
leukotriene A4 + H2O
leukotriene B4
show the reaction diagram
leukotriene A4 + H2O
leukotriene B4 + 5(S),12R-dihydroxy-6,10-trans-8,14-ciseicosatetraenoic acid
show the reaction diagram
Q6IP81
-
product ratio 9:1
-
?
additional information
?
-
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Br-
-
stimulates peptidase and epoxide hydrolase activity (i.e. conversion of leukotriene A4 into leukotriene B4), SCN- most effective, followed by Cl- and Br-
Cl-
-
stimulates peptidase activity, not epoxide hydrolase activity (i.e. conversion of leukotriene A4 into leukotriene B4), SCN- most effective, followed by Cl- and Br-
Thiocyanate
-
stimulates peptidase and epoxide hydrolase activity (i.e. conversion of leukotriene A4 into leukotriene B4), SCN- most effective, followed by Cl- and Br-
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(1-[2-[4-(benzooxazol-2-yloxy)phenoxy]ethyl]piperidin-4-yl)methanol
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-
(1-[2-[4-(benzothiazol-2-yloxy)phenoxy]ethyl]piperidin-4-yl)-carbamic acid tert-butyl ester
-
-
(1-[2-[4-(benzothiazol-2-yloxy)phenoxy]ethyl]piperidin-4-yl)-methanol
-
-
(2R)-2-([4-[4-(thiophen-2-yl)benzyl]phenoxy]methyl)piperidine
-
-
(2R)-2-([4-[4-(thiophen-3-yl)benzyl]phenoxy]methyl)piperidine
-
-
(2R)-2-([4-[4-(thiophen-3-yl)phenoxy]phenoxy]methyl)piperidine
-
-
(2R)-2-[(4-phenoxyphenoxy)methyl]piperidine
-
-
(2R)-2-[[(2S)-2-methyl-3-sulfanylpropanoyl]amino]-3-[(4-nitrobenzyl)sulfanyl]propanoic acid
-
-
(2R)-2-[[(2S)-2-methyl-3-sulfanylpropanoyl]amino]-3-[(4-phenoxybenzyl)sulfanyl]propanoic acid
-
-
(2R)-2-[[(2S)-2-methyl-3-sulfanylpropanoyl]amino]-3-[(4-propylbenzyl)sulfanyl]propanoic acid
-
-
(2R)-2-[[(2S)-2-methyl-3-sulfanylpropanoyl]amino]-3-[[4-(trifluoromethoxy)benzyl]sulfanyl]propanoic acid
-
-
(2R)-2-[[(2S)-2-methyl-3-sulfanylpropanoyl]amino]-3-[[4-(trifluoromethyl)benzyl]sulfanyl]propanoic acid
-
-
(2R)-2-[[4-(4-chlorobenzyl)phenoxy]methyl]piperidine
-
-
(2R)-2-[[4-(4-chlorophenoxy)phenoxy]methyl]-1-(1,2,4-oxadiazol-2(3H)-ylmethyl)piperidine
-
-
(2R)-2-[[4-(4-chlorophenoxy)phenoxy]methyl]piperidine
-
-
(2R)-2-[[4-(4-fluorophenoxy)phenoxy]methyl]piperidine
-
-
(2R)-2-[[4-(biphenyl-4-yloxy)phenoxy]methyl]piperidine
-
-
(2R)-3-(benzylsulfanyl)-2-[[(2S)-2-methyl-3-sulfanylpropanoyl]amino]propanoic acid
-
-
(2R)-3-[(4-bromobenzyl)sulfanyl]-2-[[(2S)-2-methyl-3-sulfanylpropanoyl]amino]propanoic acid
-
-
(2R)-3-[(4-chlorobenzyl)sulfanyl]-2-[[(2S)-2-methyl-3-sulfanylpropanoyl]amino]propanoic acid
-
-
(2R)-3-[(4-cyanobenzyl)sulfanyl]-2-[[(2S)-2-methyl-3-sulfanylpropanoyl]amino]propanoic acid
-
-
(2R)-3-[(4-ethoxybenzyl)sulfanyl]-2-[[(2S)-2-methyl-3-sulfanylpropanoyl]amino]propanoic acid
-
-
(2R)-3-[(4-ethylbenzyl)sulfanyl]-2-[[(2S)-2-methyl-3-sulfanylpropanoyl]amino]propanoic acid
-
-
(2R)-3-[(4-fluorobenzyl)sulfanyl]-2-[[(2S)-2-methyl-3-sulfanylpropanoyl]amino]propanoic acid
-
-
(2R)-3-[(4-iodobenzyl)sulfanyl]-2-[[(2S)-2-methyl-3-sulfanylpropanoyl]amino]propanoic acid
-
-
(2R)-3-[(4-methoxybenzyl)sulfanyl]-2-[[(2S)-2-methyl-3-sulfanylpropanoyl]amino]propanoic acid
-
-
(2R)-3-[(4-methylbenzyl)sulfanyl]-2-[[(2S)-2-methyl-3-sulfanylpropanoyl]amino]propanoic acid
-
-
(2R)-3-[(biphenyl-4-ylmethyl)sulfanyl]-2-[[(2S)-2-methyl-3-sulfanylpropanoyl]amino]propanoic acid
-
-
(2R)-3-[[3-(dimethylamino)benzyl]sulfanyl]-2-[[(2S)-2-methyl-3-sulfanylpropanoyl]amino]propanoic acid
-
-
(2R)-3-[[4-(1-methylethyl)benzyl]sulfanyl]-2-[[(2S)-2-methyl-3-sulfanylpropanoyl]amino]propanoic acid
-
-
(2R)-3-[[4-(dimethylamino)benzyl]sulfanyl]-2-[(3-sulfanylbutanoyl)amino]propanoic acid
-
-
(2R)-3-[[4-(dimethylamino)benzyl]sulfanyl]-2-[(3-sulfanylpropanoyl)amino]propanoic acid
-
-
(2R)-3-[[4-(dimethylamino)benzyl]sulfanyl]-2-[(4-sulfanylbutanoyl)amino]propanoic acid
-
-
(2R)-3-[[4-(dimethylamino)benzyl]sulfanyl]-2-[(sulfanylacetyl)amino]propanoic acid
-
-
(2R)-3-[[4-(dimethylamino)benzyl]sulfanyl]-2-[[(2R)-2-methyl-3-sulfanylpropanoyl]amino]propanoic acid
-
-
(2R)-3-[[4-(dimethylamino)benzyl]sulfanyl]-2-[[(2R)-2-sulfanylpropanoyl]amino]propanoic acid
-
-
(2R)-3-[[4-(dimethylamino)benzyl]sulfanyl]-2-[[(2S)-2-methyl-3-sulfanylpropanoyl]amino]propanoic acid
-
SA6541
(2R)-3-[[4-(dimethylamino)benzyl]sulfanyl]-2-[[(2S)-2-sulfanylpropanoyl]amino]propanoic acid
-
-
(2R)-3-[[4-(methoxysulfinyl)benzyl]sulfanyl]-2-[[(2S)-2-methyl-3-sulfanylpropanoyl]amino]propanoic acid
-
-
(2R)-3-[[4-(methylsulfanyl)benzyl]sulfanyl]-2-[[(2S)-2-methyl-3-sulfanylpropanoyl]amino]propanoic acid
-
-
(2S)-1-[(2R)-2-methyl-3-sulfanylpropanoyl]pyrrolidine-2-carboxylic acid
-
5% inhibition at 1 mM
(2S)-1-[(2R)-2-sulfanylpropanoyl]pyrrolidine-2-carboxylic acid
-
-
(2S)-2-([4-[4-(trifluoromethyl)phenoxy]phenoxy]methyl)piperidine
-
-
(2S)-2-amino-5-oxo-5-[(4-phenoxyphenyl)amino]-1-pentanesulfonic acid
-
-
(2S)-2-amino-N-[4-(phenylmethoxy)phenyl]-3-[4-(1H-imidazole)]propanamide dihydrochloride
-
-
(2S)-2-amino-N-[4-(phenylmethoxy)phenyl]-propanamide hydrochloride
-
-
(2S)-2-amino-N-[4-(phenylmethoxy)phenyl]benzenepropanamide hydrochloride
-
-
(2S)-2-[(4-benzylphenoxy)methyl]piperidine
-
-
(2S)-2-[(4-phenoxyphenoxy)methyl]piperidine
-
-
(2S)-2-[[4-(4-chlorobenzyl)phenoxy]methyl]piperidine
-
-
(2S)-2-[[4-(biphenyl-4-yloxy)phenoxy]methyl]piperidine
-
-
(2S)-3-[[4-(dimethylamino)benzyl]sulfanyl]-2-[[(2S)-2-methyl-3-sulfanylpropanoyl]amino]propanoic acid
-
-
(2S)-4-[[4-(dimethylamino)benzyl]sulfanyl]-2-[[(2S)-2-methyl-3-sulfanylpropanoyl]amino]butanoic acid
-
-
(2S)-N-[4-(phenylmethoxy)phenyl]-2-pyrrolidinecarboxamide hydrochloride
-
-
(2S,3S)-2-amino-3-methyl-N-[4-(phenylmethoxy)-phenyl]pentanamide
-
-
(2S,4R)-3-(2-methyl-3-sulfanylpropanoyl)-2-naphthalen-1-yl-1,3-thiazolidine-4-carboxylic acid
-
58% inhibition at 1 mM
(2S,4S)-1-[(2S)-2-methyl-3-sulfanylpropanoyl]-4-[(2-phenylethyl)sulfanyl]pyrrolidine-2-carboxylic acid
-
-
(2S,4S)-1-[(2S)-2-methyl-3-sulfanylpropanoyl]-4-[(3-phenylpropyl)sulfanyl]pyrrolidine-2-carboxylic acid
-
-
(2S,4S)-1-[(2S)-2-methyl-3-sulfanylpropanoyl]-4-[(naphthalen-1-ylmethyl)sulfanyl]pyrrolidine-2-carboxylic acid
-
-
(2S,4S)-1-[(2S)-2-methyl-3-sulfanylpropanoyl]-4-[(naphthalen-2-ylmethyl)sulfanyl]pyrrolidine-2-carboxylic acid
-
-
(2S,4S)-4-(benzylsulfanyl)-1-[(2S)-2-methyl-3-sulfanylpropanoyl]pyrrolidine-2-carboxylic acid
-
-
(2S,4S)-4-[(2-methylbenzyl)sulfanyl]-1-[(2S)-2-methyl-3-sulfanylpropanoyl]pyrrolidine-2-carboxylic acid
-
-
(2S,4S)-4-[(3-methylbenzyl)sulfanyl]-1-[(2S)-2-methyl-3-sulfanylpropanoyl]pyrrolidine-2-carboxylic acid
-
-
(2S,4S)-4-[[4-(methylsulfanyl)benzyl]sulfanyl]-1-[(2S)-2-methyl-3-sulfanylpropanoyl]pyrrolidine-2-carboxylic acid
-
-
(4-fluorophenyl)(pyridin-4-yl)methanone
-
-
(4R)-2-furan-2-yl-3-[(2S)-2-methyl-3-sulfanylpropanoyl]-1,3-thiazolidine-4-carboxylic acid
-
36% inhibition at 1 mM
(4R)-3-[(2R)-2-methyl-3-sulfanylpropanoyl]-1,3-thiazolidine-4-carboxylic acid
-
18% inhibition at 1 mM
(4R)-3-[(2S)-2-methyl-3-sulfanylpropanoyl]-1,3-thiazolidine-4-carboxylic acid
-
58% inhibition at 1 mM
(4R)-3-[(2S)-2-methyl-3-sulfanylpropanoyl]-2-pyridin-4-yl-1,3-thiazolidine-4-carboxylic acid
-
25% inhibition at 1 mM
(4R)-3-[(2S)-2-methyl-3-sulfanylpropanoyl]-2-thiophen-2-yl-1,3-thiazolidine-4-carboxylic acid
-
14% inhibition at 1 mM
(4R)-4-[[4-(1-methylethyl)benzyl]sulfanyl]-1-[(2S)-2-methyl-3-sulfanylpropanoyl]-L-proline
-
-
(4R)-N-mercaptoacylthiazolidine-4-carboxylic acid
-
-
-
(4S)-4,5-diamino-N-(4-phenoxyphenyl)pentanamide
-
-
(4S)-4-([2-[4-(1-methylethyl)phenyl]ethyl]sulfanyl)-1-[(2S)-2-methyl-3-sulfanylpropanoyl]-L-proline
-
-
(4S)-4-([3-[4-(1-methylethyl)phenyl]propyl]sulfanyl)-1-[(2S)-2-methyl-3-sulfanylpropanoyl]-L-proline
-
-
(4S)-4-amino-4-(2-(1,3,4-triazolyl))-N-(4-phenoxyphenyl)butanamide trifluoroacetate
-
-
(4S)-4-amino-5-(1-phthalimido)-N-(4-phenoxyphenyl)pentanamide trifluoroacetate
-
-
(4S)-4-amino-5-(1H-pyrrol-1-yl)-N-(4-phenoxyphenyl)pentanamide bistrifluoroacetate
-
-
(4S)-4-amino-5-(2-thio-5-amino-1,3,4-thiadiazol-2-yl)-N-(4-phenoxyphenyl)pentanamide bistrifluoroacetate
-
-
(4S)-4-amino-5-hydroxy-N-(4-phenoxyphenyl)pentanamide
-
-
(4S)-4-amino-5-methoxy-N-(4-phenoxyphenyl)-pentanamide
-
-
(4S)-4-[(4-cyclohexylbenzyl)sulfanyl]-1-[(2S)-2-methyl-3-sulfanylpropanoyl]-L-proline
-
-
(4S)-4-[(4-tert-butylbenzyl)sulfanyl]-1-[(2S)-2-methyl-3-sulfanylpropanoyl]-L-proline
-
-
(4S)-4-[[4-(1-methylethyl)benzyl]sulfanyl]-1-[(2S)-2-methyl-3-sulfanylpropanoyl]-L-proline
-
-
(R)-2-(4-benzylphenoxymethyl)pyrrolidine
-
-
(R)-2-[4-(4-chlorophenoxy)phenoxymethyl]pyrrolidine
-
-
(R)-2-[4-(4-thiophene-3-ylbenzoyl)phenoxymethyl]pyrrolidine
-
-
(S)-2-((S)-2-(2-(((R)-1-amino-2-phenylethyl)(hydroxy)phosphoryl)acetamido)-3-phenylpropanamido)-3-phenylpropanoic acid
-
RB3041, tight slow-binding LTA4H inhibitor
(S)-2-((S)-2-(2-(((R)-1-aminoethyl)(hydroxy)phosphoryl)acetamido)-3-(biphenyl-4-yl)propanamido)propanoic acid
-
RB3040, tight slow-binding LTA4H inhibitor
1'-[2-[4-(benzothiazol-2-yloxy)phenoxy]ethyl][1,4']bipiperidinyl-2-one
-
-
1,10-phenanthroline
-
-
1-(1-[2-[4-(1,3-benzothiazol-2-yloxy)phenoxy]ethyl]piperidin-4-yl)pyrrolidin-2-one
1-(1-[2-[4-(benzothiazol-2-yloxy)phenoxy]ethyl]piperidin-4-yl)pyrrolidin-2-one
-
-
1-(1-[2-[4-(benzothiazol-2-yloxy)phenyl]ethyl]piperidin-4-yl)pyrrolidin-2-one
-
-
1-(1-[2-[4-([1,3]thiazolo[4,5-b]pyridin-2-yloxy)phenoxy]ethyl]piperidin-4-yl)pyrrolidin-2-one
-
-
1-(1-[2-[4-([1,3]thiazolo[4,5-b]pyridin-2-yloxy)phenyl]ethyl]piperidin-4-yl)pyrrolidin-2-one
-
-
1-(1-[[6-(1,3-benzothiazol-2-yloxy)-1-benzofuran-3-yl]methyl]piperidin-4-yl)pyrrolidin-2-one
1-(1-[[6-([1,3]thiazolo[4,5-b]pyridin-2-yloxy)-1-benzofuran-3-yl]methyl]piperidin-4-yl)pyrrolidin-2-one
1-(2,2'-bithiophen-5-yl)methanamine
-
-
1-(2-(4-(2-(trifluoromethyl)phenoxy)phenoxy)ethyl)pyrrolidine
-
dual target inhibitor against cyclooxygenase COX-2 and leukotriene A4 hydrolyase in the enzyme assays and the human whole blood assay with IC50 values in the micromolar to submicromolar range. Inhibitor shows good selectivity for COX-2 over COX-1
1-(2-(4-(2-nitrophenoxy)phenoxy)ethyl)pyrrolidine
-
dual target inhibitor against cyclooxygenase COX-2 and leukotriene A4 hydrolyase in the enzyme assays and the human whole blood assay with IC50 values in the micromolar to submicromolar range. Inhibitor shows good selectivity for COX-2 over COX-1
1-(2-(4-(4-chlorophenoxy)phenoxy)ethyl)pyrrolidine
-
-
1-(2-(4-(4-fluorophenoxy)phenoxy)ethyl)pyrrolidine
-
-
1-(2-(4-(4-nitrophenoxy)phenoxy)ethyl)pyrrolidine
-
-
1-(2-(4-phenoxyphenoxy)ethyl)pyrrolidine
-
i.e. nimesulide
1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-[[4-(furan-2-yl)-5-hydroxy-4H-1,2,4-triazol-3-yl]sulfanyl]ethanone
-
compound identified by pharmacophore modeling, binds both human leukotriene hydrolase hLTA4H and the human leukotriene C4 synthase hLTC4S with good binding characteristics
1-(5-[2-[4-([1,3]thiazolo[4,5-b]pyridin-2-yloxy)phenoxy]ethyl]-2,5-diazabicyclo[2.2.1]hept-2-yl)ethanone
-
-
1-(5-[2-[4-([1,3]thiazolo[4,5-b]pyridin-2-yloxy)phenyl]ethyl]-2,5-diazabicyclo[2.2.1]hept-2-yl)ethanone
-
-
1-(5-[[5-([1,3]thiazolo[4,5-b]pyridin-2-yloxy)-1-benzofuran-3-yl]methyl]-2,5-diazabicyclo[2.2.1]hept-2-yl)ethanone
1-(5-[[5-([1,3]thiazolo[4,5-c]pyridin-2-yloxy)-1-benzofuran-3-yl]methyl]-2,5-diazabicyclo[2.2.1]hept-2-yl)ethanone
1-(5-[[5-([1,3]thiazolo[5,4-b]pyridin-2-yloxy)-1-benzofuran-3-yl]methyl]-2,5-diazabicyclo[2.2.1]hept-2-yl)ethanone
1-(5-[[6-(1,3-benzothiazol-2-yloxy)-1-benzofuran-3-yl]methyl]-2,5-diazabicyclo[2.2.1]hept-2-yl)ethanone
1-(5-[[6-([1,3]thiazolo[4,5-b]pyridin-2-yloxy)-1-benzofuran-3-yl]methyl]-2,5-diazabicyclo[2.2.1]hept-2-yl)ethanone
1-(5-[[6-([1,3]thiazolo[4,5-c]pyridin-2-yloxy)-1-benzofuran-3-yl]methyl]-2,5-diazabicyclo[2.2.1]hept-2-yl)ethanone
1-(5-[[6-([1,3]thiazolo[5,4-b]pyridin-2-yloxy)-1-benzofuran-3-yl]methyl]-2,5-diazabicyclo[2.2.1]hept-2-yl)ethanone
1-benzyl-3-[(4-benzylphenoxy)methyl]piperazine
-
-
1-chloro-2,4-dinitrobenzene
-
weak
1-[1-[4-(benzothiazol-2-yloxy)benzyl]piperidin-4-yl]pyrrolidin-2-one
-
-
1-[1-[4-([1,3]thiazolo[4,5-b]pyridin-2-yloxy)benzyl]piperidin-4-yl]pyrrolidin-2-one
-
-
1-[2-(1H-indol-5-yloxy)ethyl]piperidine-4-carboxylic acid
-
-
1-[2-[4-(benzooxazol-2-yloxy)phenoxy]ethyl]-4-phenylpiperidin-4-ol
-
-
1-[2-[4-(benzooxazol-2-yloxy)phenoxy]ethyl]piperidin-4-ol
-
-
1-[2-[4-(benzothiazol-2-yloxy)phenoxy]ethyl]-4-phenylpiperidin-4-ol
-
-
1-[2-[4-(benzothiazol-2-yloxy)phenoxy]ethyl]piperidin-4-ol
-
-
1-[2-[4-(benzothiazol-2-yloxy)phenoxy]ethyl]piperidin-4-ylamine
-
-
1-[2-[4-(benzothiazol-2-yloxy)phenoxy]ethyl]piperidine-4-carboxylic acid amide
-
-
1-[2-[4-(benzothiazol-2-yloxy)phenyl]ethyl]piperidin-4-ol
-
-
1-[2-[4-(benzothiazol-2-yloxy)phenyl]ethyl]piperidine-4-carboxylic acid amide
-
-
1-[2-[4-([1,3]thiazolo[4,5-b]pyridin-2-yloxy)phenoxy]ethyl]piperidine-4-carboxamide
-
-
1-[2-[4-([1,3]thiazolo[4,5-b]pyridin-2-yloxy)phenyl]ethyl]piperidine-4-carboxamide
-
-
1-[4-(1,3-benzothiazol-2-yloxy)benzyl]piperidine-4-carboxamide
-
-
1-[4-(1,3-benzothiazol-2-yloxy)benzyl]piperidine-4-carboxylic acid
1-[4-(benzothiazol-2-yloxy)benzyl]piperidin-4-ol
-
-
1-[4-(benzothiazol-2-yloxy)benzyl]piperidine-4-carboxylic acid
-
-
1-[4-(benzothiazol-2-yloxy)benzyl]piperidine-4-carboxylic acid amide
-
-
1-[4-(thiophen-2-yl)phenyl]methanamine
-
-
1-[4-([1,3]thiazolo[4,5-b]pyridin-2-yloxy)benzyl]piperidine-4-carboxamide
-
-
1-[4-([1,3]thiazolo[5,4-b]pyridin-2-yloxy)benzyl]piperidine-4-carboxamide
-
-
1-[5-[2-[4-([1,3]thiazolo[4,5-b]pyridin-2-yloxy)phenoxy]ethyl]hexahydropyrrolo[3,4-c]pyrrol-2(1H)-yl]ethanone
-
-
1-[5-[2-[4-([1,3]thiazolo[4,5-b]pyridin-2-yloxy)phenyl]ethyl]hexahydropyrrolo[3,4-c]pyrrol-2(1H)-yl]ethanone
-
-
1-[5-[4-([1,3]thiazolo[4,5-b]pyridin-2-yloxy)benzyl]-2,5-diazabicyclo[2.2.1]hept-2-yl]ethanone
-
-
1-[5-[4-([1,3]thiazolo[4,5-b]pyridin-2-yloxy)benzyl]hexahydropyrrolo[3,4-c]pyrrol-2(1H)-yl]ethanone
-
-
1-[[6-(1,3-benzothiazol-2-yloxy)-1-benzofuran-3-yl]methyl]piperidine-4-carboxylic acid
1-[[6-([1,3]thiazolo[4,5-b]pyridin-2-yloxy)-1-benzofuran-3-yl]methyl]piperidine-4-carboxylic acid
14,15-Leukotriene A4
-
-
1H-indol-5-ol
-
-
2,3-Butanedione
-
preincubation with bestatin partially protects enzyme from inactivation
2,4-dimethyl-N-[[2-(thiophen-2-yl)-1,3-thiazol-4-yl]methyl]-1,3-thiazole-5-sulfonamide
-
compound identified by pharmacophore modeling, binds both human leukotriene hydrolase hLTA4H and the human leukotriene C4 synthase hLTC4S with good binding characteristics
2-(4-piperidin-1-ylmethylphenoxy)benzothiazole
-
-
2-(5-(2-(4-phenoxyphenoxy)ethoxy)-1H-indol-3-yl)ethanaminium chloride
-
-
-
2-(5-(3-phenoxybenzyloxy)-1H-indol-3-yl)ethanaminium chloride
-
-
-
2-(5-(4-phenylbenzyloxy)-1H-indol-3-yl)ethanaminium chloride
-
-
-
2-amino-N-[4-(phenylmethoxy)phenyl]-acetamide
-
-
2-bromo-4-[(methyl[2-oxo-2-[(4-phenoxyphenyl)amino]ethyl]amino)methyl]benzoic acid
-
-
2-fluoro-4-[(methyl[2-oxo-2-[(4-phenoxyphenyl)amino]ethyl]amino)methyl]benzoic acid
-
-
2-oxo-3-amino carboxylic esters
2-[(4-benzylphenoxy)methyl]piperazine
-
-
2-[(4-benzylphenoxy)methyl]piperidine
-
-
2-[(4-phenoxyphenoxy)methyl]piperidine
-
-
2-[4-(2-azepan-1-ylethoxy)phenoxy]-1H-benzoimidazole
-
-
2-[4-(2-azepan-1-ylethoxy)phenoxy]benzooxazole
-
-
2-[4-(2-azepan-1-ylethoxy)phenoxy]benzothiazole
-
-
2-[4-(2-morpholin-4-ylethoxy)phenoxy]-1-(2-trimethylsilanylethoxymethyl)-1H-benzoimidazole
-
-
2-[4-(2-morpholin-4-ylethoxy)phenoxy]-1H-benzoimidazole
-
-
2-[4-(2-morpholin-4-ylethoxy)phenoxy]benzooxazole
-
-
2-[4-(2-morpholin-4-ylethoxy)phenoxy]benzothiazole
-
-
2-[4-(2-piperidin-1-ylethoxy)phenoxy]-1H-benzoimidazole
-
-
2-[4-(2-piperidin-1-ylethoxy)phenoxy]benzooxazole
-
-
2-[4-(2-piperidin-1-ylethoxy)phenoxy]benzothiazole
-
-
2-[4-(2-piperidin-1-ylethyl)phenoxy]benzothiazole
-
-
2-[4-(2-pyrrolidin-1-ylethoxy)phenoxy]-1H-benzoimidazole
-
-
2-[4-(2-pyrrolidin-1-ylethoxy)phenoxy]benzooxazole
-
-
2-[4-(2-pyrrolidin-1-ylethoxy)phenoxy]benzothiazole
-
-
2-[4-(piperidin-1-ylmethyl)phenoxy][1,3]thiazolo[4,5-b]pyridine
-
-
2-[4-(piperidin-1-ylmethyl)phenoxy][1,3]thiazolo[4,5-c]pyridine
-
-
2-[4-(piperidin-1-ylmethyl)phenoxy][1,3]thiazolo[5,4-c]pyridine
-
-
2-[4-[2-(piperidin-1-yl)ethoxy]phenoxy][1,3]thiazolo[4,5-b]pyridine
-
-
2-[4-[2-(piperidin-1-yl)ethyl]phenoxy][1,3]thiazolo[4,5-b]pyridine
-
-
2-[4-[4-[2-[1-pyrrolidinyl]ethoxy]phenoxy]phenyl]-oxazole
-
-
2-[[2-(piperidin-1-ylmethyl)-1-benzofuran-5-yl]oxy]-1,3-benzothiazole
2-[[2-(piperidin-1-ylmethyl)-1-benzofuran-5-yl]oxy][1,3]thiazolo[4,5-b]pyridine
2-[[2-(piperidin-1-ylmethyl)-1-benzofuran-6-yl]oxy]-1,3-benzothiazole
2-[[2-(piperidin-1-ylmethyl)-1-benzofuran-6-yl]oxy][1,3]thiazolo[4,5-b]pyridine
2-[[3-(morpholin-4-ylmethyl)-1-benzofuran-6-yl]oxy]-1,3-benzothiazole
2-[[3-(morpholin-4-ylmethyl)-1-benzofuran-6-yl]oxy][1,3]thiazolo[4,5-b]pyridine
2-[[3-(piperidin-1-ylmethyl)-1-benzofuran-6-yl]oxy]-1,3-benzothiazole
2-[[3-(piperidin-1-ylmethyl)-1-benzofuran-6-yl]oxy][1,3]thiazolo[4,5-b]pyridine
2-[[4-methyl-5-([[2-oxo-2-(phenylamino)ethyl]sulfanyl]methyl)-4H-1,2,4-triazol-3-yl]sulfanyl]-N-phenylacetamide
-
compound identified by pharmacophore modeling, binds both human leukotriene hydrolase hLTA4H and the human leukotriene C4 synthase hLTC4S with good binding characteristics
2S-2,6-diamino-N-[4-(phenylmethoxy)phenyl]hexanamide dihydrochloride
-
-
3-(1-[2-[4-(benzothiazol-2-yloxy)phenoxy]ethyl]piperidin-4-yl)oxazolidin-2-one
-
-
3-(1-[2-[4-(benzothiazol-2-yloxy)phenyl]ethyl]piperidin-4-yl)oxazolidin-2-one
-
-
3-(2-(5-(4-phenylbenzyloxy)-1H-indol-3-yl)ethylamino)propanoic acid
-
-
-
3-(4-benzyloxyphenyl)-2-(R)-amino-1-propanethiol
-
it are about 50 derivates and related structures synthesized and assayed their inhibition of enzyme catalyzes hxdrolysis of L-alanine-4-nitroanilide
-
3-(4-fluorophenyl)-5-[2-methyl-5-(pyrrolidin-1-ylsulfonyl)furan-3-yl]-1,2,4-oxadiazole
-
compound identified by pharmacophore modeling, binds both human leukotriene hydrolase hLTA4H and the human leukotriene C4 synthase hLTC4S with good binding characteristics
3-(benzyloxy)pyridin-2-amine
-
-
3-amino-3,4-dihydro-1H-naphthalen-2-one O-(2-phenylethyl)oxime
-
-
3-amino-3,4-dihydro-1H-naphthalen-2-one O-(3-phenylpropyl)oxime
-
-
3-amino-3,4-dihydro-1H-naphthalen-2-one O-(4-phenylbutyl)oxime
-
-
3-amino-3,4-dihydro-1H-naphthalen-2-one O-(5-phenylpentyl)oxime
-
-
3-fluoro-4-[(methyl[2-oxo-2-[(4-phenoxyphenyl)amino]ethyl]amino)methyl]benzoic acid
-
-
3-[(2R)-2-[[4-(4-chlorophenoxy)phenoxy]methyl]piperidin-1-yl]propanoic acid
-
-
3-[1-[4-(benzothiazol-2-yloxy)benzyl]piperidin-4-yl]oxazolidin-2-one
-
-
3-[[4-(1-methylethyl)benzyl]sulfanyl]-N-[(2S)-2-methyl-3-sulfanylpropanoyl]-L-valine
-
-
4-((R)-2-(4-(4-chlorophenoxy)phenoxymethyl)pyrrolidin-1-yl)-l-butyric acid
-
-
4-((S)-2-[4-(4-chlorophenoxy)phenoxymethyl]pyrrolidin-1-yl)-butyric acid
-
-
4-(2-amino-1,3-thiazol-4-yl)phenol
-
-
4-(4-benzylphenyl)thiazol-2-amine
-
-
-
4-([(1R,5S)-3-[(4-benzylphenyl)amino]-8-azabicyclo[3.2.1]oct-8-yl]methyl)benzoic acid
-
-
4-([(1R,5S)-3-[(4-phenoxyphenyl)amino]-8-azabicyclo[3.2.1]oct-8-yl]methyl)benzoic acid
-
-
4-([(2R)-2-[(methyl[2-oxo-2-[(4-phenoxyphenyl)amino]ethyl]amino)methyl]pyrrolidin-1-yl]methyl)benzoic acid
-
-
4-([2-[(methyl[2-oxo-2-[(4-phenoxyphenyl)amino]ethyl]amino)methyl]pyrrolidin-1-yl]methyl)benzoic acid
-
-
4-([4-[([4-[4-(1,3-oxazol-2-yl)phenoxy]phenyl]amino)methyl]piperidin-1-yl]methyl)benzoic acid
-
-
4-([methyl[2-(methyl[2-oxo-2-[(4-phenoxyphenyl)amino]ethyl]amino)ethyl]amino]methyl)benzoic acid
-
-
4-([methyl[2-([4-[4-(1,3-oxazol-2-yl)phenoxy]phenyl]amino)ethyl]amino]methyl)benzoic acid
-
-
4-([methyl[3-([2-oxo-2-[(4-phenoxyphenyl)amino]ethyl]amino)propyl]amino]methyl)benzoic acid
-
-
4-([methyl[3-([4-[4-(1,3-oxazol-2-yl)phenoxy]phenyl]amino)propyl]amino]methyl)benzoic acid
-
-
4-([methyl[4-([4-[4-(1,3-oxazol-2-yl)phenoxy]phenyl]amino)cyclohexyl]amino]methyl)benzoic acid
-
-
4-([[2,2-dimethyl-3-(methyl[2-oxo-2-[(4-phenoxyphenyl)amino]ethyl]amino)propyl](methyl)amino]methyl)benzoic acid
-
-
4-([[3-(methyl[2-oxo-2-[(4-phenoxyphenyl)amino]ethyl]amino)propyl]amino]methyl)benzoic acid
-
-
4-([[3-([2-oxo-2-[(4-phenoxyphenyl)amino]ethyl]amino)propyl]amino]methyl)benzoic acid
-
-
4-([[4-([4-[4-(1,3-oxazol-2-yl)phenoxy]phenyl]amino)cyclohexyl]amino]methyl)benzoic acid
-
-
4-amino-N-[4-(phenylmethoxy)phenyl]butanamide hydrochloride
-
-
4-dimethylamino-N-[4-(phenylmethoxy)phenyl]-butanamide trifluoroacetate
-
-
4-methylamino-N-[4-(phenylmethoxy)phenyl]butanamide trifluoroacetate
-
-
4-[(2R)-2-[[4-(4-chlorophenoxy)phenoxy]methyl]piperidin-1-yl]butanoic acid
-
-
4-[(2R)-2-[[4-(4-chlorophenoxy)phenoxy]methyl]pyrrolidin-1-yl]butanoic acid
4-[(2S)-2-([4-(4-chlorophenoxy)phenoxy]methyl)-1-pyrrolidinyl]butanoic acid
-
i.e. DG-051
4-[(2S)-2-([4-[4-(thiophen-3-yl)benzyl]phenoxy]methyl)piperidin-1-yl]butanoic acid
-
-
4-[(2S)-2-[[4-(4-chloro-2-hydroxyphenoxy)phenoxy]methyl]pyrrolidin-1-yl]butanoic acid
4-[(2S)-2-[[4-(4-chloro-3-hydroxyphenoxy)phenoxy]methyl]pyrrolidin-1-yl]butanoic acid
4-[(2S)-2-[[4-(4-chlorophenoxy)phenoxy]methyl]-1-oxidopyrrolidin-1-yl]butanoic acid
4-[(2S)-2-[[4-(4-chlorophenoxy)phenoxy]methyl]piperidin-1-yl]butanoic acid
-
-
4-[(4-[2-oxo-2-[(4-phenoxyphenyl)amino]ethyl]-1,4-diazepan-1-yl)methyl]benzoic acid
-
-
4-[(4-[2-oxo-2-[(4-phenoxyphenyl)amino]ethyl]piperazin-1-yl)methyl]benzoic acid
-
-
4-[(5-[2-oxo-2-[(4-phenoxyphenyl)amino]ethyl]-2,5-diazabicyclo[2.2.1]hept-2-yl)methyl]benzoic acid
-
-
4-[(methyl[2-oxo-2-[(4-phenoxyphenyl)amino]ethyl]amino)methyl]-3-nitrobenzoic acid
-
-
4-[(methyl[2-oxo-2-[(4-phenoxyphenyl)amino]ethyl]amino)methyl]benzoic acid
-
-
4-[(methyl[2-oxo-2-[(4-phenoxyphenyl)amino]ethyl]amino)methyl]cyclohexanecarboxylic acid
-
-
4-[(methyl[[(2R)-1-[2-oxo-2-[(4-phenoxyphenyl)amino]ethyl]piperidin-2-yl]methyl]amino)methyl]benzoic acid
-
-
4-[(methyl[[(2R)-1-[2-oxo-2-[(4-phenoxyphenyl)amino]ethyl]pyrrolidin-2-yl]methyl]amino)methyl]benzoic acid
-
-
4-[(methyl[[(2S)-1-[2-oxo-2-[(4-phenoxyphenyl)amino]ethyl]piperidin-2-yl]methyl]amino)methyl]benzoic acid
-
-
4-[(methyl[[(2S)-1-[2-oxo-2-[(4-phenoxyphenyl)amino]ethyl]pyrrolidin-2-yl]methyl]amino)methyl]benzoic acid
-
-
4-[2-(methyl[2-oxo-2-[(4-phenoxyphenyl)amino]ethyl]amino)ethyl]benzoic acid
-
-
4-[2-[(1R,5S)-3-([4-[4-(1,3-oxazol-2-yl)phenoxy]phenyl]amino)-8-azabicyclo[3.2.1]oct-8-yl]ethyl]benzoic acid
-
-
4-[2-[3-([4-[4-(1,3-oxazol-2-yl)phenoxy]phenyl]amino)piperidin-1-yl]ethyl]benzoic acid
-
-
4-[2-[4-([4-[4-(1,3-oxazol-2-yl)phenoxy]phenyl]amino)piperidin-1-yl]ethyl]benzoic acid
-
-
4-[[(1R,5S)-3-([4-[3-(1,3-oxazol-2-yl)phenoxy]phenyl]amino)-8-azabicyclo[3.2.1]oct-8-yl]methyl]benzoic acid
-
JNJ-26993135
4-[[(1R,5S)-3-([4-[4-(1,3-oxazol-2-yl)phenoxy]phenyl]amino)-8-azabicyclo[3.2.1]oct-8-yl]methyl]benzoic acid
-
-
4-[[(1R,5S)-3-([4-[4-(1,3-thiazol-2-yl)phenoxy]phenyl]amino)-8-azabicyclo[3.2.1]oct-8-yl]methyl]benzoic acid
-
-
4-[[(1R,5S)-3-([4-[4-(1H-pyrrol-1-yl)phenoxy]phenyl]amino)-8-azabicyclo[3.2.1]oct-8-yl]methyl]benzoic acid
-
-
4-[[(1R,5S)-3-([4-[4-(trifluoromethyl)phenoxy]phenyl]amino)-8-azabicyclo[3.2.1]oct-8-yl]methyl]benzoic acid
-
-
4-[[(1R,5S)-3-[[4-(1,3-benzothiazol-2-yloxy)phenyl]amino]-8-azabicyclo[3.2.1]oct-8-yl]methyl]benzoic acid
-
-
4-[[(1R,5S)-3-[[4-(2-chlorophenoxy)phenyl]amino]-8-azabicyclo[3.2.1]oct-8-yl]methyl]benzoic acid
-
-
4-[[(1R,5S)-3-[[4-(2-fluorophenoxy)phenyl]amino]-8-azabicyclo[3.2.1]oct-8-yl]methyl]benzoic acid
-
-
4-[[(1R,5S)-3-[[4-(4-chlorophenoxy)phenyl]amino]-8-azabicyclo[3.2.1]oct-8-yl]methyl]benzoic acid
-
-
4-[[(1R,5S)-3-[[4-(4-fluorophenoxy)phenyl]amino]-8-azabicyclo[3.2.1]oct-8-yl]methyl]benzoic acid
-
-
4-[[(1R,5S)-3-[[4-(4-methoxyphenoxy)phenyl]amino]-8-azabicyclo[3.2.1]oct-8-yl]methyl]benzoic acid
-
-
4-[[(1R,5S)-3-[[4-(benzyloxy)phenyl]amino]-8-azabicyclo[3.2.1]oct-8-yl]methyl]benzoic acid
-
-
4-[[(1R,5S)-3-[[4-(biphenyl-4-yloxy)phenyl]amino]-8-azabicyclo[3.2.1]oct-8-yl]methyl]benzoic acid
-
-
4-[[(1R,5S)-3-[[4-(pyridin-4-ylmethyl)phenyl]amino]-8-azabicyclo[3.2.1]oct-8-yl]methyl]benzoic acid
-
-
4-[[(3-[[2-([4-[(2R)-2-hydroxy-2-phenylethoxy]phenyl]amino)-2-oxoethyl](methyl)amino]propyl)(methyl)amino]methyl]benzoic acid
-
-
4-[[(3R)-3-(methyl[2-oxo-2-[(4-phenoxyphenyl)amino]ethyl]amino)pyrrolidin-1-yl]methyl]benzoic acid
-
-
4-[[(3S)-3-(methyl[2-oxo-2-[(4-phenoxyphenyl)amino]ethyl]amino)pyrrolidin-1-yl]methyl]benzoic acid
-
-
4-[[3-([4-[4-(1,3-oxazol-2-yl)phenoxy]phenyl]amino)piperidin-1-yl]methyl]benzoic acid
-
-
4-[[3-([4-[4-(1,3-oxazol-2-yl)phenoxy]phenyl]amino)pyrrolidin-1-yl]methyl]benzoic acid
-
-
4-[[4-(1-[2-oxo-2-[(4-phenoxyphenyl)amino]ethyl]hydrazino)piperidin-1-yl]methyl]benzoic acid
-
-
4-[[4-(methyl[2-oxo-2-[(4-phenoxyphenyl)amino]ethyl]amino)azepan-1-yl]methyl]benzoic acid
-
-
4-[[4-([4-[4-(1,3-oxazol-2-yl)phenoxy]phenyl]amino)azepan-1-yl]methyl]benzoic acid
-
-
4-[[4-([4-[4-(1,3-oxazol-2-yl)phenoxy]phenyl]amino)piperidin-1-yl]methyl]benzoic acid
-
-
4-[[methyl(1-[2-oxo-2-[(4-phenoxyphenyl)amino]ethyl]azepan-4-yl)amino]methyl]benzoic acid
-
-
4-[[methyl(1-[2-oxo-2-[(4-phenoxyphenyl)amino]ethyl]piperidin-4-yl)amino]methyl]benzoic acid
-
-
4-[[methyl(3-[methyl[2-([4-[4-(1,3-oxazol-2-yl)phenoxy]phenyl]amino)-2-oxoethyl]amino]propyl)amino]methyl]benzoic acid
-
-
4-[[[3-[(2-[[4-(2-fluorophenoxy)phenyl]amino]-2-oxoethyl)(methyl)amino]propyl](methyl)amino]methyl]benzoic acid
-
-
4-[[[3-[(2-[[4-(4-chlorophenoxy)phenyl]amino]-2-oxoethyl)(methyl)amino]propyl](methyl)amino]methyl]benzoic acid
-
-
4-[[[3-[(2-[[4-(4-fluorophenoxy)phenyl]amino]-2-oxoethyl)(methyl)amino]propyl](methyl)amino]methyl]benzoic acid
-
-
4-[[[3-[[2-[(4-benzylphenyl)amino]-2-oxoethyl](methyl)amino]propyl](methyl)amino]methyl]benzoic acid
-
-
5-(2-pyrrolidin-1-ylethoxy)-1H-indole
-
-
5-chloro-1H-indole
-
-
5-fluoro-1H-indole
-
-
5-hydroxytryptamine
-
-
5-oxo-5-[[4-(phenylmethoxy)phenyl]amino]pentanoic acid
-
-
5-[(methyl[2-oxo-2-[(4-phenoxyphenyl)amino]ethyl]amino)methyl]furan-2-carboxylic acid
-
-
6-chloro-2-[4-(piperidin-1-ylmethyl)phenoxy][1,3]thiazolo[4,5-b]pyridine
-
-
6-fluoro-2-[4-(piperidin-1-ylmethyl)phenoxy][1,3]thiazolo[4,5-b]pyridine
-
-
7,11-trans-9-cis-Leukotriene A4
-
-
7-methyl-2-[4-(piperidin-1-ylmethyl)phenoxy][1,3]thiazolo[4,5-b]pyridine
-
-
7-trans-9,11-cis-Leukotriene A4
-
-
8-Hydroxy-quinoline-5-sulfonic acid
-
-
acetic acid (1-[2-[4-(benzothiazol-2-yloxy)phenyl]ethyl]piperidin-4-ylcarbamoyl)methyl ester
-
-
acetic acid [1-[4-(benzothiazol-2-yloxy)benzyl]piperidin-4-ylcarbamoyl]methyl ester
-
-
Acetic anhydride
-
complete loss of peptidase activity and epoxide hydrolase activity
aminohydroxamic acid
ammonium sulfate
-
-
benzyl[4-((R)-1-pyrrolidin-2-ylmethoxy)phenyl]amine
-
-
bestatin
captopril
Cd2+
-
-
citraconic anhydride
-
complete loss of peptidase activity and epoxide hydrolase activity
Cu2+
-
-
DG-051
diamide/glutathione combination
-
complete loss of peptidase activity and epoxide hydrolase activity
-
dihydroresveratrol
-
-
hydroxamic acid
iodoacetamide
-
weak
iodoacetic acid
-
weak
JMC08-4
-
i.e. 1,2-amino-3-[5-(benzyloxy)-1H-indol-3-yl] propanoic acid
-
JNJ 26993135
-
a selective LTA4H inhibitor, leads to reduction of TH2 cytokines and mucin levels, and blocks mast cell production of LTB4 and suppresses airway hyperresponsiveness
Kelatorphan
Leu-thiol
-
-
leukotriene A4
leukotriene A4 ethyl ester
-
comparison of inactivation of wild-type and mutant enzymes
leukotriene A4 methyl ester
Leukotriene A5
methyl 3-(2-(5-(3-phenoxybenzyloxy)-1H-indol-3-yl)ethylamino)propanoate
-
-
-
methyl 3-(2-(5-(4-phenylbenzyloxy)-1H-indol-3-yl)ethylamino)propanoate
-
-
-
methyl methanethiosulfonate
-
inhibition of epoxide hydrolase activity, stimulation of peptidase activity
methyl-methane thiosulfonate
-
inhibits aminopeptidase activity and NaCl stimulates this inactivation, beta-mercaptoethanol reactivates this inactivation, bestatin protects inactivation, little effect on epoxid hydrolase activity
methyl-N-[3-[4-(phenylmethyl)-phenoxy]propyl]-beta-alanine
-
-
N-(1-[2-[4-(benzothiazol-2-yloxy)phenyl]ethyl]piperidin-4-yl)acetamide
-
-
N-(1-[[6-(1,3-benzothiazol-2-yloxy)-1-benzofuran-3-yl]methyl]piperidin-4-yl)acetamide
N-(1-[[6-([1,3]thiazolo[4,5-b]pyridin-2-yloxy)-1-benzofuran-3-yl]methyl]piperidin-4-yl)acetamide
N-(2-[[6-(4-fluorophenyl)pyridazin-3-yl]amino]ethyl)-1,2-dimethyl-1H-imidazole-4-sulfonamide
-
compound identified by pharmacophore modeling, binds both human leukotriene hydrolase hLTA4H and the human leukotriene C4 synthase hLTC4S with good binding characteristics
N-(8-[2-[4-([1,3]thiazolo[4,5-b]pyridin-2-yloxy)phenoxy]ethyl]-8-azabicyclo[3.2.1]oct-3-yl)acetamide
-
-
N-(8-[2-[4-([1,3]thiazolo[4,5-b]pyridin-2-yloxy)phenyl]ethyl]-8-azabicyclo[3.2.1]oct-3-yl)acetamide
-
-
N-Acetylimidazole
-
75 min, loss of 92% peptidase activity and 78% of epoxide hydrolase activity, both activities are restored by hydroxylamine and bestatin protects
N-ethylmaleimide
N-mercaptoacyl-L-proline
-
-
-
N-methyl-1-[2-(thiophen-2-yl)phenyl]methanamine
-
-
N-[(3-endo)-8-[[6-(1,3-benzothiazol-2-yloxy)-1-benzofuran-3-yl]methyl]-8-azabicyclo[3.2.1]oct-3-yl]acetamide
N-[(3-endo)-8-[[6-([1,3]thiazolo[4,5-b]pyridin-2-yloxy)-1-benzofuran-3-yl]methyl]-8-azabicyclo[3.2.1]oct-3-yl]acetamide
N-[1-[4-(1,3-benzothiazol-2-yloxy)benzyl]piperidin-4-yl]-2-hydroxyacetamide
N-[1-[4-(benzothiazol-2-yloxy)benzyl]piperidin-4-yl]-2-hydroxyacetamide
-
-
N-[1-[4-(benzothiazol-2-yloxy)benzyl]piperidin-4-yl]acetamide
-
-
N-[2-[(furan-2-ylmethyl)sulfanyl]ethyl]-2-[[1-(4-hydroxyphenyl)-1H-tetrazol-5-yl]sulfanyl]acetamide
-
compound identified by pharmacophore modeling, binds both human leukotriene hydrolase hLTA4H and the human leukotriene C4 synthase hLTC4S with good binding characteristics
N-[3(R)-[(hydroxyamino)carbonyl]-2-benzyl-1-oxopropyl]-L-alanine
-
i.e. kelatorphan, potent inhibitor of Zn-metalloenzymes
N-[3-(4-benzylphenoxy)propyl]-N-methyl-beta-alanine
-
SA-6541
N-[3-[3-(acetylamino)phenoxy]propyl]-3-[3-(pyridin-2-yl)-1,2,4-oxadiazol-5-yl]propanamide
-
compound identified by pharmacophore modeling, binds both human leukotriene hydrolase hLTA4H and the human leukotriene C4 synthase hLTC4S with good binding characteristics
N-[4-(3-chlorophenyl)-2,5-dioxopiperazin-1-yl]-2-[[4-methyl-5-(pyridin-4-yl)-4H-1,2,4-triazol-3-yl]sulfanyl]acetamide
-
compound identified by pharmacophore modeling, binds both human leukotriene hydrolase hLTA4H and the human leukotriene C4 synthase hLTC4S with good binding characteristics
N-[8-[4-([1,3]thiazolo[4,5-b]pyridin-2-yloxy)benzyl]-8-azabicyclo[3.2.1]oct-3-yl]acetamide
-
-
N1-(2-aminoethyl)-N5-(4-phenoxyphenyl)-L-glutamamide hydrochloride
-
-
N1-(2-carboxyethyl)-N5-(4-phenoxyphenyl)-L-glutamamide trifluoroacetate
-
-
N1-(2-hydroxyethyl)-N5-(4-phenoxyphenyl)-L-glutamamide trifluoroacetate
-
-
N1-(3-carboxypropyl)-N5-(4-phenoxyphenyl)-L-glutamamide trifluoroacetate
-
-
N1-(4-carboxybutyl)-N5-(4-phenoxyphenyl)-L-glutamamide bistrifluoroacetate
-
-
N1-hydroxy-N5-[4-(phenylmethoxy)phenyl]-L-glutamamide trifluoroacetate
-
-
N1-[4-(phenylmethoxy)phenyl]-D-aspartamine
-
-
N1-[4-(phenylmethoxy)phenyl]-D-glutamine trifluoroacetate
-
-
N1-[4-(phenylmethoxy)phenyl]-L-aspartamine trifluoroacetate
-
-
N1-[4-(phenylmethoxy)phenyl]-L-glutamamide hydrochloride
-
-
N1-[4-(phenylmethoxy)phenyl]-L-glutamine trifluoroacetate
-
-
N2-methyl-N-(4-phenoxyphenyl)-N2-[4-(1H-tetrazol-5-yl)benzyl]glycinamide
-
-
N2-methyl-N2-[3-[methyl(4-oxobutyl)amino]propyl]-N-(4-phenoxyphenyl)glycinamide
-
-
N2-methyl-N2-[4-[methyl(4-oxobutyl)amino]butyl]-N-(4-phenoxyphenyl)glycinamide
-
-
N2-[3-(dimethylamino)propyl]-N2-methyl-N-(4-phenoxyphenyl)glycinamide
-
-
N2-[3-[benzyl(methyl)amino]propyl]-N2-methyl-N-(4-phenoxyphenyl)glycinamide
-
-
N2-[4-[(aminooxy)sulfinyl]benzyl]-N2-methyl-N-(4-phenoxyphenyl)glycinamide
-
-
N4-[4-(phenylmethoxy)phenyl]-L-aspartamine trifluoroacetate
-
-
N5-(4-phenoxyphenyl)-L-glutamine
-
-
N5-phenyl-L-glutamamide dihydrochloride
-
-
N5-[(4-phenoxy)-3-pyridyl]-L-glutamamide tristrifluoroacetate
-
-
N5-[3-(phenylmethoxy)phenyl]-L-glutamine methyl ester
-
-
N5-[4-(1H-pyrrol-1-yl)phenyl]-L-glutamamide hydrochloride
-
-
N5-[4-(2-hydroxy-3-phenylpropoxy)phenyl]-L-glutamine trifluoroacetate
-
-
N5-[4-(2-methylphenoxy)phenyl]-L-glutamamide hydrochloride
-
-
N5-[4-(2-oxo-3-phenylpropoxy)phenyl]-L-glutamine trifluoroacetate
-
-
N5-[4-(2-phenylethoxy)phenyl]-L-glutamine
-
-
N5-[4-(3-methylphenoxy)phenyl]-L-glutamamide hydrochloride
-
-
N5-[4-(3-phenylpropoxy)phenyl]-L-glutamine
-
-
N5-[4-(4-(3-furyl)phenoxy)phenyl]-L-glutamamide trifluoroacetate
-
-
N5-[4-(4-methylphenoxy)phenyl]-L-glutamamide hydrochloride
-
-
N5-[4-(cyclohexyloxy)phenyl]-L-glutamamide
-
-
N5-[4-(N-methyl-N-phenylamino)phenyl]-L-glutamine methyl ester trifluoroacetate
-
-
N5-[4-(N-phenylamino)phenyl]-L-glutamine bistrifluoroacetate
-
-
N5-[4-(phenylmethoxy)phenyl]-D-glutamine hydrochloride
-
-
N5-[4-(phenylmethoxy)phenyl]-L-glutamamide trifluoroacetate
-
-
N5-[4-(phenylmethoxy)phenyl]-L-glutamine 1,1-dimethylethyl ester
-
-
N5-[4-(phenylmethoxy)phenyl]-L-glutamine hemitrifluoroacetate
-
-
N5-[4-(phenylmethoxy)phenyl]-L-glutamine methyl ester hydrochloride
-
-
N5-[4-benzylphenyl]-L-glutamamide trifluoroacetate
-
-
N5-[4-methoxyphenyl]-L-glutamine methyl ester trifluoroacetate
-
-
N5-[4-[4-(1H-pyrrol-1-yl)phenoxy]phenyl]-L-glutamine hemitrifluoroacetate
-
-
N6-[4-(4-methylphenoxy)phenyl]-L-homoglutamine trifluoroacetate
-
-
Ni2+
-
-
o-phenanthroline
-
-
omega-[(omega-arylalkyl)aryl]alkanoid acids
-
-
-
p-hydroxymercuribenzoate
-
bestatin protects inactivation
Phenylglyoxal
-
preincubation with captopril protects enzyme from inactivation
pyridin-4-yl[4-(2-pyrrolidin-1-ylethoxy)phenyl]methanol
-
-
resveratrol
-
-
S-(4-cyclohexylbenzyl)-N-[(2S)-2-methyl-3-sulfanylpropanoyl]-L-cysteine
-
-
S-(4-tert-butylbenzyl)-N-[(2S)-2-methyl-3-sulfanylpropanoyl]-L-cysteine
-
-
S-[(4-cyclohexylphenyl)(phenyl)methyl]-N-[(2S)-2-methyl-3-sulfanylpropanoyl]-L-cysteine
-
-
S-[1-(4-cyclohexylphenyl)-1-methylethyl]-N-[(2S)-2-methyl-3-sulfanylpropanoyl]-L-cysteine
-
-
S-[1-methyl-1-[4-(1-methylethyl)phenyl]ethyl]-N-[(2S)-2-methyl-3-sulfanylpropanoyl]-L-cysteine
-
-
S-[1-[4-(1-methylethyl)phenyl]butyl]-N-[(2S)-2-methyl-3-sulfanylpropanoyl]-L-cysteine
-
-
S-[1-[4-(1-methylethyl)phenyl]ethyl]-N-[(2S)-2-methyl-3-sulfanylpropanoyl]-L-cysteine
-
-
S-[1-[4-(1-methylethyl)phenyl]pentyl]-N-[(2S)-2-methyl-3-sulfanylpropanoyl]-L-cysteine
-
-
S-[1-[4-(1-methylethyl)phenyl]propyl]-N-[(2S)-2-methyl-3-sulfanylpropanoyl]-L-cysteine
-
-
S-[2-methyl-1-[4-(1-methylethyl)phenyl]propyl]-N-[(2S)-2-methyl-3-sulfanylpropanoyl]-L-cysteine
-
-
S-[4-(diethylamino)benzyl]-N-[(2S)-2-methyl-3-sulfanylpropanoyl]-L-cysteine
-
-
S-[4-(dimethylamino)benzyl]-N-[(2S)-2-methyl-3-sulfanylpropanoyl]-L-cysteine
-
i.e. SA6541, a specific inhibiter of LTA4 hydrolase, that attenuates 5-lipoxygenase metabolite-induced scratching behavior, but does not affect the increase in vascular permeability caused by 5-hydroperoxyeicosatetraenoic acid, 5-HPETE, overview
S-[[4-(1-methylethyl)phenyl](phenyl)methyl]-N-[(2S)-2-methyl-3-sulfanylpropanoyl]-L-cysteine
-
-
SA6541
-
-
SC-57461A
Tetranitromethane
-
preincubation with bestatin prevents the inactivation
thioamine
Trinitrobenzenesulfonate
-
complete loss of peptidase activity and epoxide hydrolase activity
[(2R)-2-[[4-(4-chlorophenoxy)phenoxy]methyl]piperidin-1-yl]acetic acid
-
-
[6]-gingerol
additional information
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
albumin
leukotriene A4
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.47 - 0.68
alanine-4-nitroanilide
1.3
Arg-Ser-Arg
-
wild type enzyme, 500 mM KCl in 250 mM Tris buffer (pH 7.5)
0.2
arginine-4-nitroanilide
-
pH 7.6, 22C
1.9 - 3
L-Ala-p-nitroanilide
0.31 - 1.78
L-alanine 2-naphthylamide
0.00087 - 10.8
L-alanine-4-nitroanilide
1.5 - 2.2
L-Arg-p-nitroanilide
0.137 - 0.587
L-arginine 2-naphthylamide
0.301
L-arginine-7-amido-4-methylcoumarin
-
in 250 mM Tris buffer, pH 7.5, containing 500 mM KCl and 0.1% (w/v) of bovine serum albumin, at 37C
0.488 - 0.698
L-isoleucine 2-naphthylamide
0.105 - 0.771
L-leucine 2-naphthylamide
0.128 - 0.7
L-methionine 2-naphthylamide
0.235 - 0.808
L-valine 2-naphthylamide
0.15 - 2.1
leucine-4-nitroanilide
0.001 - 0.06
leukotriene A4
0.1
lysine-4-nitroanilide
additional information
additional information
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.6
alanine-4-nitroanilide
Homo sapiens
-
pH 7.6, 22C
0.56
Arg-Ser-Arg
Homo sapiens
-
wild type enzyme, 500 mM KCl in 250 mM Tris buffer (pH 7.5)
0.15
arginine-4-nitroanilide
Homo sapiens
-
pH 7.6, 22C
0.001 - 1.7
L-Ala-p-nitroanilide
0.0005 - 0.109
L-alanine 2-naphthylamide
1.9 - 4.3
L-alanine-4-nitroanilide
0.002 - 1.9
L-Arg-p-nitroanilide
0.0003 - 0.039
L-arginine 2-naphthylamide
0.009 - 0.027
L-isoleucine 2-naphthylamide
0.001 - 0.225
L-leucine 2-naphthylamide
0.003 - 0.159
L-methionine 2-naphthylamide
0.004 - 0.034
L-valine 2-naphthylamide
0.15 - 5.2
leucine-4-nitroanilide
0.15 - 20.1
leukotriene A4
0.04
lysine-4-nitroanilide
Homo sapiens
-
pH 7.6, 22C
0.15
proline-4-nitroanilide
Homo sapiens
-
pH 7.6, 22C
additional information
additional information
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.002 - 0.321
L-alanine 2-naphthylamide
1.7 - 3.96
L-alanine-4-nitroanilide
1.497
L-alanine-7-amido-4-methylcoumarin
Homo sapiens
-
in 250 mM Tris buffer, pH 7.5, containing 500 mM KCl and 0.1% (w/v) of bovine serum albumin, at 37C
202535
0.001 - 0.141
L-arginine 2-naphthylamide
0.4706
L-arginine-7-amido-4-methylcoumarin
Homo sapiens
-
in 250 mM Tris buffer, pH 7.5, containing 500 mM KCl and 0.1% (w/v) of bovine serum albumin, at 37C
202204
0.012 - 0.055
L-isoleucine 2-naphthylamide
0.005 - 0.292
L-leucine 2-naphthylamide
0.343
L-leucine-7-amido-4-methylcoumarin
Homo sapiens
-
in 250 mM Tris buffer, pH 7.5, containing 500 mM KCl and 0.1% (w/v) of bovine serum albumin, at 37C
168603
0.617
L-lysine-7-amido-4-methylcoumarin
Homo sapiens
-
in 250 mM Tris buffer, pH 7.5, containing 500 mM KCl and 0.1% (w/v) of bovine serum albumin, at 37C
202536
0.025 - 0.453
L-methionine 2-naphthylamide
0.298
L-methionine-7-amido-4-methylcoumarin
Homo sapiens
-
in 250 mM Tris buffer, pH 7.5, containing 500 mM KCl and 0.1% of bovine serum albumin, at 37C
140255
0.747
L-phenylalanine-7-amido-4-methylcoumarin
Homo sapiens
-
in 250 mM Tris buffer, pH 7.5, containing 500 mM KCl and 0.1% (w/v) of bovine serum albumin, at 37C
202537
0.449
L-proline-7-amido-4-methylcoumarin
Homo sapiens
-
in 250 mM Tris buffer, pH 7.5, containing 500 mM KCl and 0.1% (w/v) of bovine serum albumin, at 37C
40514
0.016 - 0.05
L-valine 2-naphthylamide
0.45 - 0.8
leukotriene A4