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Literature summary for 3.4.11.18 extracted from

  • Wang, W.L.; Chai, S.C.; Ye, Q.Z.
    Synthesis and structure-function analysis of Fe(II)-form-selective antibacterial inhibitors of Escherichia coli methionine aminopeptidase (2009), Bioorg. Med. Chem. Lett., 19, 1080-1083.
    View publication on PubMedView publication on EuropePMC

Inhibitors

Inhibitors Comment Organism Structure
4-(1-benzyl-1H-1,2,3-triazol-4-yl)benzene-1,2-diol does only inhibit Fe2+-activated MetAP enzyme, but not Mn2+- or Co2+-activated MetAP enzymes Escherichia coli
4-(1-methyl-1H-imidazol-2-yl)benzene-1,2-diol does only inhibit Fe2+-activated MetAP enzyme, but not Mn2+- or Co2+-activated MetAP enzymes Escherichia coli
4-(5-fluoropyrimidin-2-yl)benzene-1,2-diol does only inhibit Fe2+- or Co2+-activated MetAP enzymes, but not Mn2+-activated MetAP enzyme Escherichia coli
4-(5-methoxy-1,3-oxazol-2-yl)benzene-1,2-diol does only inhibit Fe2+-activated MetAP enzyme, but not Mn2+- or Co2+-activated MetAP enzymes Escherichia coli
4-pyridin-2-ylbenzene-1,2-diol does only inhibit Fe2+-activated MetAP enzyme, but not Mn2+- or Co2+-activated MetAP enzymes Escherichia coli
4-pyrimidin-2-ylbenzene-1,2-diol does only inhibit Fe2+-activated MetAP enzyme, but not Mn2+- or Co2+-activated MetAP enzymes Escherichia coli
ethyl 5-(3,4-dihydroxyphenyl)-1,3-oxazole-4-carboxylate does only inhibit Fe2+-activated MetAP enzyme, but not Mn2+- or Co2+-activated MetAP enzymes Escherichia coli
N-but-3-en-1-yl-5-(3,4-dihydroxyphenyl)-1,3-oxazole-4-carboxamide does only inhibit Fe2+-activated MetAP enzyme, but not Mn2+- or Co2+-activated MetAP enzymes Escherichia coli
N-but-3-en-1-yl-5-(3,4-dihydroxyphenyl)furan-2-carboxamide
-
Escherichia coli
N-cyclobutyl-5-(3,4-dihydroxyphenyl)furan-2-carboxamide
-
Escherichia coli
N-cyclopentyl-5-(3,4-dihydroxyphenyl)-1,3-oxazole-4-carboxamide does only inhibit Fe2+-activated MetAP enzyme, but not Mn2+- or Co2+-activated MetAP enzymes Escherichia coli
N-cyclopentyl-5-(3,4-dihydroxyphenyl)furan-2-carboxamide
-
Escherichia coli
N-cyclopropyl-5-(3,4-dihydroxyphenyl)furan-2-carboxamide does only inhibit Fe2+-activated MetAP enzyme, but not Mn2+- or Co2+-activated MetAP enzymes Escherichia coli

Metals/Ions

Metals/Ions Comment Organism Structure
Co2+ MetAP requires a divalent metal ion for activation, such as Co2+ Escherichia coli
Fe2+ MetAP requires a divalent metal ion for activation, such as Fe2+ Escherichia coli
Mn2+ MetAP requires a divalent metal ion for activation, such as Mn2+ Escherichia coli

Organism

Organism UniProt Comment Textmining
Escherichia coli
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
L-Met-peptide + H2O
-
Escherichia coli L-Met + peptide
-
?

Synonyms

Synonyms Comment Organism
MetAP
-
Escherichia coli
methionine aminopeptidase
-
Escherichia coli

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.0009
-
using Fe2+-activated MetAP enzyme Escherichia coli N-cyclopentyl-5-(3,4-dihydroxyphenyl)furan-2-carboxamide
0.001
-
using Fe2+-activated MetAP enzyme Escherichia coli N-but-3-en-1-yl-5-(3,4-dihydroxyphenyl)furan-2-carboxamide
0.0012
-
using Fe2+-activated MetAP enzyme Escherichia coli N-cyclobutyl-5-(3,4-dihydroxyphenyl)furan-2-carboxamide
0.0067
-
using Mn2+-activated MetAP enzyme Escherichia coli N-but-3-en-1-yl-5-(3,4-dihydroxyphenyl)furan-2-carboxamide
0.0079
-
using Mn2+-activated MetAP enzyme Escherichia coli N-cyclobutyl-5-(3,4-dihydroxyphenyl)furan-2-carboxamide
0.0106
-
using Fe2+-activated MetAP enzyme Escherichia coli 4-(5-fluoropyrimidin-2-yl)benzene-1,2-diol
0.011
-
using Fe2+-activated MetAP enzyme Escherichia coli N-cyclopentyl-5-(3,4-dihydroxyphenyl)-1,3-oxazole-4-carboxamide
0.0112
-
using Fe2+-activated MetAP enzyme Escherichia coli 4-(5-methoxy-1,3-oxazol-2-yl)benzene-1,2-diol
0.0118
-
using Mn2+-activated MetAP enzyme Escherichia coli N-cyclopentyl-5-(3,4-dihydroxyphenyl)furan-2-carboxamide
0.0134
-
using Fe2+-activated MetAP enzyme Escherichia coli N-but-3-en-1-yl-5-(3,4-dihydroxyphenyl)-1,3-oxazole-4-carboxamide
0.014
-
using Fe2+-activated MetAP enzyme Escherichia coli ethyl 5-(3,4-dihydroxyphenyl)-1,3-oxazole-4-carboxylate
0.0148
-
using Fe2+-activated MetAP enzyme Escherichia coli N-cyclopropyl-5-(3,4-dihydroxyphenyl)furan-2-carboxamide
0.0161
-
using Fe2+-activated MetAP enzyme Escherichia coli 4-(1-benzyl-1H-1,2,3-triazol-4-yl)benzene-1,2-diol
0.0193
-
using Fe2+-activated MetAP enzyme Escherichia coli 4-pyridin-2-ylbenzene-1,2-diol
0.0195
-
using Co2+-activated MetAP enzyme Escherichia coli 4-(1-benzyl-1H-1,2,3-triazol-4-yl)benzene-1,2-diol
0.0212
-
using Co2+-activated MetAP enzyme Escherichia coli N-but-3-en-1-yl-5-(3,4-dihydroxyphenyl)furan-2-carboxamide
0.0225
-
using Co2+-activated MetAP enzyme Escherichia coli N-cyclobutyl-5-(3,4-dihydroxyphenyl)furan-2-carboxamide
0.0246
-
using Mn2+-activated MetAP enzyme Escherichia coli 4-(1-benzyl-1H-1,2,3-triazol-4-yl)benzene-1,2-diol
0.0255
-
using Fe2+-activated MetAP enzyme Escherichia coli 4-pyrimidin-2-ylbenzene-1,2-diol
0.0301
-
using Co2+-activated MetAP enzyme Escherichia coli N-cyclopentyl-5-(3,4-dihydroxyphenyl)furan-2-carboxamide
0.0526
-
using Co2+-activated MetAP enzyme Escherichia coli 4-(5-fluoropyrimidin-2-yl)benzene-1,2-diol
0.1
-
IC50 above 0.1 mM, using Fe2+, Co2+, or Mn2+-activated MetAP enzymes Escherichia coli 4-(1-methyl-1H-imidazol-2-yl)benzene-1,2-diol