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Literature summary for 3.3.2.6 extracted from

  • Kirkland, T.A.; Adler, M.; Bauman, J.G.; Chen, M.; Haeggstroem, J.Z.; King, B.; Kochanny, M.J.; Liang, A.M.; Mendoza, L.; Phillips, G.B.; Thunnissen, M.; Trinh, L.; Whitlow, M.; Ye, B.; Ye, H.; Parkinson, J.; Guilford, W.J.
    Synthesis of glutamic acid analogs as potent inhibitors of leukotriene A4 hydrolase (2008), Bioorg. Med. Chem., 16, 4963-4983.
    View publication on PubMed
Search for more literature for 3.3.2.6

Crystallization (Commentary)

Crystallization (Comment) Organism
liquid-liquid diffusion method, with 28% (w/v) polyethylene glycol, 100 mM imidazole pH 7.2, and 5 mM YbCl3 Homo sapiens

Inhibitors

Inhibitors Comment Organism Structure
(2S)-2-amino-5-oxo-5-[(4-phenoxyphenyl)amino]-1-pentanesulfonic acid
-
 Homo sapiens
(2S)-2-amino-N-[4-(phenylmethoxy)phenyl]-3-[4-(1H-imidazole)]propanamide dihydrochloride
-
 Homo sapiens
(2S)-2-amino-N-[4-(phenylmethoxy)phenyl]-propanamide hydrochloride
-
 Homo sapiens
(2S)-2-amino-N-[4-(phenylmethoxy)phenyl]benzenepropanamide hydrochloride
-
 Homo sapiens
(2S)-N-[4-(phenylmethoxy)phenyl]-2-pyrrolidinecarboxamide hydrochloride
-
 Homo sapiens
(2S,3S)-2-amino-3-methyl-N-[4-(phenylmethoxy)-phenyl]pentanamide
-
 Homo sapiens
(4S)-4,5-diamino-N-(4-phenoxyphenyl)pentanamide
-
 Homo sapiens
(4S)-4-amino-4-(2-(1,3,4-triazolyl))-N-(4-phenoxyphenyl)butanamide trifluoroacetate
-
 Homo sapiens
(4S)-4-amino-5-(1-phthalimido)-N-(4-phenoxyphenyl)pentanamide trifluoroacetate
-
 Homo sapiens
(4S)-4-amino-5-(1H-pyrrol-1-yl)-N-(4-phenoxyphenyl)pentanamide bistrifluoroacetate
-
 Homo sapiens
(4S)-4-amino-5-(2-thio-5-amino-1,3,4-thiadiazol-2-yl)-N-(4-phenoxyphenyl)pentanamide bistrifluoroacetate
-
 Homo sapiens
(4S)-4-amino-5-hydroxy-N-(4-phenoxyphenyl)pentanamide
-
 Homo sapiens
(4S)-4-amino-5-methoxy-N-(4-phenoxyphenyl)-pentanamide
-
 Homo sapiens
2-amino-N-[4-(phenylmethoxy)phenyl]-acetamide
-
 Homo sapiens
2S-2,6-diamino-N-[4-(phenylmethoxy)phenyl]hexanamide dihydrochloride
-
 Homo sapiens
4-amino-N-[4-(phenylmethoxy)phenyl]butanamide hydrochloride
-
 Homo sapiens
4-dimethylamino-N-[4-(phenylmethoxy)phenyl]-butanamide trifluoroacetate
-
 Homo sapiens
4-methylamino-N-[4-(phenylmethoxy)phenyl]butanamide trifluoroacetate
-
 Homo sapiens
5-oxo-5-[[4-(phenylmethoxy)phenyl]amino]pentanoic acid
-
 Homo sapiens
hydroxamic acid
-
 Homo sapiens
N1-(2-aminoethyl)-N5-(4-phenoxyphenyl)-L-glutamamide hydrochloride
-
 Homo sapiens
N1-(2-carboxyethyl)-N5-(4-phenoxyphenyl)-L-glutamamide trifluoroacetate
-
 Homo sapiens
N1-(2-hydroxyethyl)-N5-(4-phenoxyphenyl)-L-glutamamide trifluoroacetate
-
 Homo sapiens
N1-(3-carboxypropyl)-N5-(4-phenoxyphenyl)-L-glutamamide trifluoroacetate
-
 Homo sapiens
N1-(4-carboxybutyl)-N5-(4-phenoxyphenyl)-L-glutamamide bistrifluoroacetate
-
 Homo sapiens
N1-hydroxy-N5-[4-(phenylmethoxy)phenyl]-L-glutamamide trifluoroacetate
-
 Homo sapiens
N1-[4-(phenylmethoxy)phenyl]-D-aspartamine
-
 Homo sapiens
N1-[4-(phenylmethoxy)phenyl]-D-glutamine trifluoroacetate
-
 Homo sapiens
N1-[4-(phenylmethoxy)phenyl]-L-aspartamine trifluoroacetate
-
 Homo sapiens
N1-[4-(phenylmethoxy)phenyl]-L-glutamamide hydrochloride
-
 Homo sapiens
N1-[4-(phenylmethoxy)phenyl]-L-glutamine trifluoroacetate
-
 Homo sapiens
N4-[4-(phenylmethoxy)phenyl]-L-aspartamine trifluoroacetate
-
 Homo sapiens
N5-(4-phenoxyphenyl)-L-glutamine
-
 Homo sapiens
N5-phenyl-L-glutamamide dihydrochloride
-
 Homo sapiens
N5-[(4-phenoxy)-3-pyridyl]-L-glutamamide tristrifluoroacetate
-
 Homo sapiens
N5-[3-(phenylmethoxy)phenyl]-L-glutamine methyl ester
-
 Homo sapiens
N5-[4-(1H-pyrrol-1-yl)phenyl]-L-glutamamide hydrochloride
-
 Homo sapiens
N5-[4-(2-hydroxy-3-phenylpropoxy)phenyl]-L-glutamine trifluoroacetate
-
 Homo sapiens
N5-[4-(2-methylphenoxy)phenyl]-L-glutamamide hydrochloride
-
 Homo sapiens
N5-[4-(2-oxo-3-phenylpropoxy)phenyl]-L-glutamine trifluoroacetate
-
 Homo sapiens
N5-[4-(2-phenylethoxy)phenyl]-L-glutamine
-
 Homo sapiens
N5-[4-(3-methylphenoxy)phenyl]-L-glutamamide hydrochloride
-
 Homo sapiens
N5-[4-(3-phenylpropoxy)phenyl]-L-glutamine
-
 Homo sapiens
N5-[4-(4-(3-furyl)phenoxy)phenyl]-L-glutamamide trifluoroacetate
-
 Homo sapiens
N5-[4-(4-methylphenoxy)phenyl]-L-glutamamide hydrochloride
-
 Homo sapiens
N5-[4-(cyclohexyloxy)phenyl]-L-glutamamide
-
 Homo sapiens
N5-[4-(N-methyl-N-phenylamino)phenyl]-L-glutamine methyl ester trifluoroacetate
-
 Homo sapiens
N5-[4-(N-phenylamino)phenyl]-L-glutamine bistrifluoroacetate
-
 Homo sapiens
N5-[4-(phenylmethoxy)phenyl]-D-glutamine hydrochloride
-
 Homo sapiens
N5-[4-(phenylmethoxy)phenyl]-L-glutamamide trifluoroacetate
-
 Homo sapiens
N5-[4-(phenylmethoxy)phenyl]-L-glutamine 1,1-dimethylethyl ester
-
 Homo sapiens
N5-[4-(phenylmethoxy)phenyl]-L-glutamine hemitrifluoroacetate
-
 Homo sapiens
N5-[4-(phenylmethoxy)phenyl]-L-glutamine methyl ester hydrochloride
-
 Homo sapiens
N5-[4-benzylphenyl]-L-glutamamide trifluoroacetate
-
 Homo sapiens
N5-[4-methoxyphenyl]-L-glutamine methyl ester trifluoroacetate
-
 Homo sapiens
N5-[4-[4-(1H-pyrrol-1-yl)phenoxy]phenyl]-L-glutamine hemitrifluoroacetate
-
 Homo sapiens
N6-[4-(4-methylphenoxy)phenyl]-L-homoglutamine trifluoroacetate
-
 Homo sapiens

Localization

Localization Comment Organism GeneOntology No. Textmining
soluble
-
 Homo sapiens
-
-

Metals/Ions

Metals/Ions Comment Organism Structure
Zn2+ LTA4-h is a bifunctional zinc-dependent metalloenzyme Homo sapiens

Molecular Weight [Da]

Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
69000
-
-
 Homo sapiens

Organism

Organism UniProt Comment Textmining
Homo sapiens P09960
-
-

Purification (Commentary)

Purification (Comment) Organism
-
 Homo sapiens

Source Tissue

Source Tissue Comment Organism Textmining
blood
-
 Homo sapiens
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
leukotriene A4 + H2O
-
 Homo sapiens leukotriene B4
-
 ?

Subunits

Subunits Comment Organism
monomer 1 * 69000 Homo sapiens

Synonyms

Synonyms Comment Organism
leukotriene A4 hydrolase
-
 Homo sapiens
LTA4-h
-
 Homo sapiens

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.000006
-
-
 Homo sapiens N6-[4-(4-methylphenoxy)phenyl]-L-homoglutamine trifluoroacetate
0.000013
-
-
 Homo sapiens N5-[4-(4-methylphenoxy)phenyl]-L-glutamamide hydrochloride
0.000014
-
-
 Homo sapiens (4S)-4-amino-5-hydroxy-N-(4-phenoxyphenyl)pentanamide
0.000017
-
-
 Homo sapiens N5-[4-(2-hydroxy-3-phenylpropoxy)phenyl]-L-glutamine trifluoroacetate
0.000017
-
-
 Homo sapiens N1-(3-carboxypropyl)-N5-(4-phenoxyphenyl)-L-glutamamide trifluoroacetate
0.000018
-
-
 Homo sapiens N5-[4-(2-oxo-3-phenylpropoxy)phenyl]-L-glutamine trifluoroacetate
0.000019
-
-
 Homo sapiens N5-(4-phenoxyphenyl)-L-glutamine
0.000019
-
-
 Homo sapiens N1-(4-carboxybutyl)-N5-(4-phenoxyphenyl)-L-glutamamide bistrifluoroacetate
0.00002
-
-
 Homo sapiens N5-[4-(phenylmethoxy)phenyl]-L-glutamine hemitrifluoroacetate
0.00002
-
-
 Homo sapiens N1-(2-hydroxyethyl)-N5-(4-phenoxyphenyl)-L-glutamamide trifluoroacetate
0.000021
-
-
 Homo sapiens N5-[4-benzylphenyl]-L-glutamamide trifluoroacetate
0.000021
-
-
 Homo sapiens (4S)-4,5-diamino-N-(4-phenoxyphenyl)pentanamide
0.000022
-
-
 Homo sapiens N5-[4-[4-(1H-pyrrol-1-yl)phenoxy]phenyl]-L-glutamine hemitrifluoroacetate
0.000022
-
-
 Homo sapiens N1-(2-carboxyethyl)-N5-(4-phenoxyphenyl)-L-glutamamide trifluoroacetate
0.000022
-
-
 Homo sapiens N1-(2-aminoethyl)-N5-(4-phenoxyphenyl)-L-glutamamide hydrochloride
0.000023
-
-
 Homo sapiens N5-[4-(phenylmethoxy)phenyl]-L-glutamamide trifluoroacetate
0.000025
-
-
 Homo sapiens N1-hydroxy-N5-[4-(phenylmethoxy)phenyl]-L-glutamamide trifluoroacetate
0.000029
-
-
 Homo sapiens N5-[4-(4-(3-furyl)phenoxy)phenyl]-L-glutamamide trifluoroacetate
0.000031
-
-
 Homo sapiens N5-[4-(3-phenylpropoxy)phenyl]-L-glutamine
0.000039
-
-
 Homo sapiens N5-[4-(phenylmethoxy)phenyl]-L-glutamine methyl ester hydrochloride
0.000046
-
-
 Homo sapiens N5-[4-(2-phenylethoxy)phenyl]-L-glutamine
0.00006
-
-
 Homo sapiens N5-[4-(phenylmethoxy)phenyl]-L-glutamine 1,1-dimethylethyl ester
0.000061
-
-
 Homo sapiens 4-amino-N-[4-(phenylmethoxy)phenyl]butanamide hydrochloride
0.000085
-
-
 Homo sapiens (4S)-4-amino-5-(1-phthalimido)-N-(4-phenoxyphenyl)pentanamide trifluoroacetate
0.00013
-
-
 Homo sapiens (2S)-2-amino-5-oxo-5-[(4-phenoxyphenyl)amino]-1-pentanesulfonic acid
0.00015
-
-
 Homo sapiens (2S)-2-amino-N-[4-(phenylmethoxy)phenyl]-propanamide hydrochloride
0.00015
-
-
 Homo sapiens N5-[4-(3-methylphenoxy)phenyl]-L-glutamamide hydrochloride
0.00021
-
-
 Homo sapiens N5-[4-(N-phenylamino)phenyl]-L-glutamine bistrifluoroacetate
0.00028
-
-
 Homo sapiens 2-amino-N-[4-(phenylmethoxy)phenyl]-acetamide
0.00035
-
-
 Homo sapiens (4S)-4-amino-5-(2-thio-5-amino-1,3,4-thiadiazol-2-yl)-N-(4-phenoxyphenyl)pentanamide bistrifluoroacetate
0.00039
-
-
 Homo sapiens (4S)-4-amino-5-(1H-pyrrol-1-yl)-N-(4-phenoxyphenyl)pentanamide bistrifluoroacetate
0.00068
-
-
 Homo sapiens N1-[4-(phenylmethoxy)phenyl]-L-glutamine trifluoroacetate
0.00073
-
-
 Homo sapiens N5-[3-(phenylmethoxy)phenyl]-L-glutamine methyl ester
0.00074
-
-
 Homo sapiens (4S)-4-amino-4-(2-(1,3,4-triazolyl))-N-(4-phenoxyphenyl)butanamide trifluoroacetate
0.0011
-
-
 Homo sapiens N4-[4-(phenylmethoxy)phenyl]-L-aspartamine trifluoroacetate
0.0016
-
-
 Homo sapiens N5-[4-(phenylmethoxy)phenyl]-D-glutamine hydrochloride
0.002
-
 IC50 above 0.002 mM Homo sapiens (2S,3S)-2-amino-3-methyl-N-[4-(phenylmethoxy)-phenyl]pentanamide
0.002
-
 IC50 above 0.002 mM Homo sapiens (2S)-2-amino-N-[4-(phenylmethoxy)phenyl]benzenepropanamide hydrochloride
0.002
-
 IC50 above 0.002 mM Homo sapiens (2S)-N-[4-(phenylmethoxy)phenyl]-2-pyrrolidinecarboxamide hydrochloride
0.002
-
 IC50 above 0.002 mM Homo sapiens N1-[4-(phenylmethoxy)phenyl]-L-glutamamide hydrochloride
0.0026
-
-
 Homo sapiens N5-[(4-phenoxy)-3-pyridyl]-L-glutamamide tristrifluoroacetate
0.0028
-
-
 Homo sapiens N5-[4-(2-methylphenoxy)phenyl]-L-glutamamide hydrochloride
0.0054
-
-
 Homo sapiens N1-[4-(phenylmethoxy)phenyl]-L-aspartamine trifluoroacetate
0.0056
-
-
 Homo sapiens (4S)-4-amino-5-methoxy-N-(4-phenoxyphenyl)-pentanamide
0.0058
-
-
 Homo sapiens (2S)-2,6-diamino-N-[4-(phenylmethoxy)phenyl]hexanamide dihydrochloride
0.0072
-
-
 Homo sapiens N1-[4-(phenylmethoxy)phenyl]-D-glutamine trifluoroacetate
0.008
-
-
 Homo sapiens N5-[4-(N-methyl-N-phenylamino)phenyl]-L-glutamine methyl ester trifluoroacetate
0.0093
-
-
 Homo sapiens N1-[4-(phenylmethoxy)phenyl]-D-aspartamine
0.0094
-
-
 Homo sapiens 4-dimethylamino-N-[4-(phenylmethoxy)phenyl]-butanamide trifluoroacetate
0.0097
-
-
 Homo sapiens N5-[4-(1H-pyrrol-1-yl)phenyl]-L-glutamamide hydrochloride
0.01
-
-
 Homo sapiens (2S)-2-amino-N-[4-(phenylmethoxy)phenyl]-3-[4-(1H-imidazole)]propanamide dihydrochloride
0.011
-
-
 Homo sapiens 4-methylamino-N-[4-(phenylmethoxy)phenyl]butanamide trifluoroacetate
0.018
-
 IC50 above 0.018 mM Homo sapiens 5-oxo-5-[[4-(phenylmethoxy)phenyl]amino]pentanoic acid
0.018
-
 IC50 above 0.018 mM Homo sapiens N5-phenyl-L-glutamamide dihydrochloride
0.018
-
 IC50 above 0.018 mM Homo sapiens N5-[4-methoxyphenyl]-L-glutamine methyl ester trifluoroacetate
0.018
-
 IC50 above 0.018 mM Homo sapiens N5-[4-(cyclohexyloxy)phenyl]-L-glutamamide