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Literature summary extracted from

  • Lu, J.P.; Yuan, X.H.; Yuan, H.; Wang, W.L.; Wan, B.; Franzblau, S.G.; Ye, Q.Z.
    Inhibition of Mycobacterium tuberculosis methionine aminopeptidases by bengamide derivatives (2011), ChemMedChem, 6, 1041-1048.
    View publication on PubMedView publication on EuropePMC

Cloned(Commentary)

EC Number Cloned (Comment) Organism
3.4.11.18 expressed in Escherichia coli Mycobacterium tuberculosis

Crystallization (Commentary)

EC Number Crystallization (Comment) Organism
3.4.11.18 hanging-drop vapor-diffusion method Mycobacterium tuberculosis

Inhibitors

EC Number Inhibitors Comment Organism Structure
3.4.11.18 (2R,3R,4S,5R,E)-3,4,5-trihydroxy-N-[(1-isobutyrylpiperidin-3-yl)-methyl]-2-methoxy-8,8-dimethylnon-6-enamide
-
Mycobacterium tuberculosis
3.4.11.18 (2R,3R,4S,5R,E)-3,4,5-trihydroxy-N-[2-(mesityloxy)ethyl]-2-methoxy-8,8-dimethylnon-6-enamide
-
Mycobacterium tuberculosis
3.4.11.18 (2R,3R,4S,5R,E)-N-(2,3-dihydro-1H-inden-2-yl)-3,4,5-trihydroxy-2-methoxy-8,8-dimethylnon-6-enamide
-
Mycobacterium tuberculosis
3.4.11.18 (2R,3R,4S,5R,E)-N-(2-amino-2-oxoethyl)-3,4,5-trihydroxy-2-methoxy-8,8-dimethylnon-6-enamide
-
Mycobacterium tuberculosis
3.4.11.18 (2R,3R,4S,5R,E)-N-[3-(4-fluorophenyl)-3-(furan-2-yl)propyl]-3,4,5-trihydroxy-2-methoxy-8,8-dimethylnon-6-enamide
-
Mycobacterium tuberculosis
3.4.11.18 (2R,3R,4S,5R,E)-N-[3-(furan-2-yl)-3-phenylpropyl]-3,4,5-trihydroxy-2-methoxy-8,8-dimethylnon-6-enamide
-
Mycobacterium tuberculosis
3.4.11.18 (2R,3R,4S,5R,E)-N-[[1-(cyclopropanecarbonyl)piperidin-3-yl]methyl]-3,4,5-trihydroxy-2-methoxy-8,8-dimethylnon-6-enamide
-
Mycobacterium tuberculosis

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
3.4.11.18 Co2+
-
Mycobacterium tuberculosis
3.4.11.18 Fe2+
-
Mycobacterium tuberculosis
3.4.11.18 Mn2+
-
Mycobacterium tuberculosis
3.4.11.18 Ni2+
-
Mycobacterium tuberculosis

Organism

EC Number Organism UniProt Comment Textmining
3.4.11.18 Mycobacterium tuberculosis
-
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
3.4.11.18 as apoenzyme which can be activated by Co2+, Mn2+, Ni2+, Fe2+ Mycobacterium tuberculosis

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3.4.11.18 L-methionine-7-amido-4-methylcoumarin + H2O
-
Mycobacterium tuberculosis L-methionine + 7-amino-4-methylcoumarin
-
?
3.4.11.18 L-methionyl-7-amido-4-methylcoumarin + H2O
-
Mycobacterium tuberculosis L-methionine + 7-amino-4-methylcoumarin
-
?

Synonyms

EC Number Synonyms Comment Organism
3.4.11.18 methionine aminopeptidase type 1a
-
Mycobacterium tuberculosis
3.4.11.18 methionine aminopeptidase type 1c
-
Mycobacterium tuberculosis

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
3.4.11.18 0.0002
-
apoenyme activated by Mn2+, pH 7.5, 22°C Mycobacterium tuberculosis (2R,3R,4S,5R,E)-N-[3-(4-fluorophenyl)-3-(furan-2-yl)propyl]-3,4,5-trihydroxy-2-methoxy-8,8-dimethylnon-6-enamide
3.4.11.18 0.0004
-
apoenyme activated by Mn2+, pH 7.5, 22°C Mycobacterium tuberculosis (2R,3R,4S,5R,E)-N-[3-(furan-2-yl)-3-phenylpropyl]-3,4,5-trihydroxy-2-methoxy-8,8-dimethylnon-6-enamide
3.4.11.18 0.00054
-
apoenyme activated by Mn2+, pH 7.5, 22°C Mycobacterium tuberculosis (2R,3R,4S,5R,E)-3,4,5-trihydroxy-N-[2-(mesityloxy)ethyl]-2-methoxy-8,8-dimethylnon-6-enamide
3.4.11.18 0.00062
-
apoenyme activated by Mn2+, pH 7.5, 22°C Mycobacterium tuberculosis (2R,3R,4S,5R,E)-N-(2-amino-2-oxoethyl)-3,4,5-trihydroxy-2-methoxy-8,8-dimethylnon-6-enamide
3.4.11.18 0.00076
-
apoenyme activated by Mn2+, pH 7.5, 22°C Mycobacterium tuberculosis (2R,3R,4S,5R,E)-N-(2,3-dihydro-1H-inden-2-yl)-3,4,5-trihydroxy-2-methoxy-8,8-dimethylnon-6-enamide
3.4.11.18 0.00096
-
apoenyme activated by Mn2+, pH 7.5, 22°C Mycobacterium tuberculosis (2R,3R,4S,5R,E)-N-[[1-(cyclopropanecarbonyl)piperidin-3-yl]methyl]-3,4,5-trihydroxy-2-methoxy-8,8-dimethylnon-6-enamide
3.4.11.18 0.0013
-
apoenyme activated by Mn2+, pH 7.5, 22°C Mycobacterium tuberculosis (2R,3R,4S,5R,E)-3,4,5-trihydroxy-N-[(1-isobutyrylpiperidin-3-yl)-methyl]-2-methoxy-8,8-dimethylnon-6-enamide
3.4.11.18 0.0037
-
apoenyme activated by Fe2+, pH 7.5, 22°C Mycobacterium tuberculosis (2R,3R,4S,5R,E)-N-(2-amino-2-oxoethyl)-3,4,5-trihydroxy-2-methoxy-8,8-dimethylnon-6-enamide
3.4.11.18 0.0042
-
apoenyme activated by Fe2+, pH 7.5, 22°C Mycobacterium tuberculosis (2R,3R,4S,5R,E)-3,4,5-trihydroxy-N-[2-(mesityloxy)ethyl]-2-methoxy-8,8-dimethylnon-6-enamide
3.4.11.18 0.0045
-
apoenyme activated by Fe2+, pH 7.5, 22°C Mycobacterium tuberculosis (2R,3R,4S,5R,E)-3,4,5-trihydroxy-N-[2-(mesityloxy)ethyl]-2-methoxy-8,8-dimethylnon-6-enamide
3.4.11.18 0.0055
-
apoenyme activated by Fe2+, pH 7.5, 22°C Mycobacterium tuberculosis (2R,3R,4S,5R,E)-N-[3-(furan-2-yl)-3-phenylpropyl]-3,4,5-trihydroxy-2-methoxy-8,8-dimethylnon-6-enamide
3.4.11.18 0.006
-
apoenyme activated by Co2+, pH 7.5, 22°C Mycobacterium tuberculosis (2R,3R,4S,5R,E)-N-[3-(furan-2-yl)-3-phenylpropyl]-3,4,5-trihydroxy-2-methoxy-8,8-dimethylnon-6-enamide
3.4.11.18 0.0067
-
apoenyme activated by Fe2+, pH 7.5, 22°C Mycobacterium tuberculosis (2R,3R,4S,5R,E)-N-[3-(4-fluorophenyl)-3-(furan-2-yl)propyl]-3,4,5-trihydroxy-2-methoxy-8,8-dimethylnon-6-enamide
3.4.11.18 0.0069
-
apoenyme activated by Mn2+, pH 7.5, 22°C Mycobacterium tuberculosis (2R,3R,4S,5R,E)-3,4,5-trihydroxy-N-[2-(mesityloxy)ethyl]-2-methoxy-8,8-dimethylnon-6-enamide
3.4.11.18 0.0079
-
apoenyme activated by Co2+, pH 7.5, 22°C Mycobacterium tuberculosis (2R,3R,4S,5R,E)-3,4,5-trihydroxy-N-[2-(mesityloxy)ethyl]-2-methoxy-8,8-dimethylnon-6-enamide
3.4.11.18 0.0081
-
apoenyme activated by Co2+, pH 7.5, 22°C Mycobacterium tuberculosis (2R,3R,4S,5R,E)-N-[3-(4-fluorophenyl)-3-(furan-2-yl)propyl]-3,4,5-trihydroxy-2-methoxy-8,8-dimethylnon-6-enamide
3.4.11.18 0.011
-
apoenyme activated by Mn2+, pH 7.5, 22°C Mycobacterium tuberculosis (2R,3R,4S,5R,E)-N-[3-(furan-2-yl)-3-phenylpropyl]-3,4,5-trihydroxy-2-methoxy-8,8-dimethylnon-6-enamide
3.4.11.18 0.011
-
apoenyme activated by Mn2+, pH 7.5, 22°C Mycobacterium tuberculosis (2R,3R,4S,5R,E)-N-(2,3-dihydro-1H-inden-2-yl)-3,4,5-trihydroxy-2-methoxy-8,8-dimethylnon-6-enamide
3.4.11.18 0.012
-
apoenyme activated by Mn2+, pH 7.5, 22°C Mycobacterium tuberculosis (2R,3R,4S,5R,E)-N-[3-(4-fluorophenyl)-3-(furan-2-yl)propyl]-3,4,5-trihydroxy-2-methoxy-8,8-dimethylnon-6-enamide
3.4.11.18 0.014
-
apoenyme activated by Fe2+, pH 7.5, 22°C Mycobacterium tuberculosis (2R,3R,4S,5R,E)-N-(2-amino-2-oxoethyl)-3,4,5-trihydroxy-2-methoxy-8,8-dimethylnon-6-enamide
3.4.11.18 0.018
-
apoenyme activated by Fe2+, pH 7.5, 22°C Mycobacterium tuberculosis (2R,3R,4S,5R,E)-N-(2,3-dihydro-1H-inden-2-yl)-3,4,5-trihydroxy-2-methoxy-8,8-dimethylnon-6-enamide
3.4.11.18 0.021
-
apoenyme activated by Co2+, pH 7.5, 22°C Mycobacterium tuberculosis (2R,3R,4S,5R,E)-N-(2-amino-2-oxoethyl)-3,4,5-trihydroxy-2-methoxy-8,8-dimethylnon-6-enamide
3.4.11.18 0.026
-
apoenyme activated by Ni2+, pH 7.5, 22°C Mycobacterium tuberculosis (2R,3R,4S,5R,E)-N-[3-(furan-2-yl)-3-phenylpropyl]-3,4,5-trihydroxy-2-methoxy-8,8-dimethylnon-6-enamide
3.4.11.18 0.031
-
apoenyme activated by Co2+, pH 7.5, 22°C Mycobacterium tuberculosis (2R,3R,4S,5R,E)-N-(2,3-dihydro-1H-inden-2-yl)-3,4,5-trihydroxy-2-methoxy-8,8-dimethylnon-6-enamide
3.4.11.18 0.033
-
apoenyme activated by Ni2+, pH 7.5, 22°C Mycobacterium tuberculosis (2R,3R,4S,5R,E)-3,4,5-trihydroxy-N-[2-(mesityloxy)ethyl]-2-methoxy-8,8-dimethylnon-6-enamide
3.4.11.18 0.039
-
apoenyme activated by Co2+, pH 7.5, 22°C Mycobacterium tuberculosis (2R,3R,4S,5R,E)-N-[3-(furan-2-yl)-3-phenylpropyl]-3,4,5-trihydroxy-2-methoxy-8,8-dimethylnon-6-enamide
3.4.11.18 0.045
-
apoenyme activated by Co2+, pH 7.5, 22°C Mycobacterium tuberculosis (2R,3R,4S,5R,E)-3,4,5-trihydroxy-N-[(1-isobutyrylpiperidin-3-yl)-methyl]-2-methoxy-8,8-dimethylnon-6-enamide
3.4.11.18 0.049
-
apoenyme activated by Mn2+, pH 7.5, 22°C Mycobacterium tuberculosis (2R,3R,4S,5R,E)-N-(2-amino-2-oxoethyl)-3,4,5-trihydroxy-2-methoxy-8,8-dimethylnon-6-enamide
3.4.11.18 0.05
-
apoenyme activated by Co2+, pH 7.5, 22°C Mycobacterium tuberculosis (2R,3R,4S,5R,E)-N-(2-amino-2-oxoethyl)-3,4,5-trihydroxy-2-methoxy-8,8-dimethylnon-6-enamide
3.4.11.18 0.052
-
apoenyme activated by Co2+, pH 7.5, 22°C Mycobacterium tuberculosis (2R,3R,4S,5R,E)-N-[3-(4-fluorophenyl)-3-(furan-2-yl)propyl]-3,4,5-trihydroxy-2-methoxy-8,8-dimethylnon-6-enamide
3.4.11.18 0.061
-
apoenyme activated by Fe2+, pH 7.5, 22°C Mycobacterium tuberculosis (2R,3R,4S,5R,E)-N-[3-(furan-2-yl)-3-phenylpropyl]-3,4,5-trihydroxy-2-methoxy-8,8-dimethylnon-6-enamide
3.4.11.18 0.067
-
apoenyme activated by Fe2+, pH 7.5, 22°C Mycobacterium tuberculosis (2R,3R,4S,5R,E)-3,4,5-trihydroxy-N-[(1-isobutyrylpiperidin-3-yl)-methyl]-2-methoxy-8,8-dimethylnon-6-enamide
3.4.11.18 0.068
-
apoenyme activated by Fe2+, pH 7.5, 22°C Mycobacterium tuberculosis (2R,3R,4S,5R,E)-N-[3-(4-fluorophenyl)-3-(furan-2-yl)propyl]-3,4,5-trihydroxy-2-methoxy-8,8-dimethylnon-6-enamide
3.4.11.18 0.068
-
apoenyme activated by Mn2+, pH 7.5, 22°C Mycobacterium tuberculosis (2R,3R,4S,5R,E)-3,4,5-trihydroxy-N-[(1-isobutyrylpiperidin-3-yl)-methyl]-2-methoxy-8,8-dimethylnon-6-enamide
3.4.11.18 0.075
-
apoenyme activated by Co2+, pH 7.5, 22°C Mycobacterium tuberculosis (2R,3R,4S,5R,E)-3,4,5-trihydroxy-N-[2-(mesityloxy)ethyl]-2-methoxy-8,8-dimethylnon-6-enamide
3.4.11.18 0.08
-
apoenyme activated by Ni2+, pH 7.5, 22°C Mycobacterium tuberculosis (2R,3R,4S,5R,E)-N-[3-(4-fluorophenyl)-3-(furan-2-yl)propyl]-3,4,5-trihydroxy-2-methoxy-8,8-dimethylnon-6-enamide
3.4.11.18 0.088
-
apoenyme activated by Co2+, pH 7.5, 22°C Mycobacterium tuberculosis (2R,3R,4S,5R,E)-N-[[1-(cyclopropanecarbonyl)piperidin-3-yl]methyl]-3,4,5-trihydroxy-2-methoxy-8,8-dimethylnon-6-enamide
3.4.11.18 0.11
-
apoenyme activated by Fe2+, pH 7.5, 22°C Mycobacterium tuberculosis (2R,3R,4S,5R,E)-N-[[1-(cyclopropanecarbonyl)piperidin-3-yl]methyl]-3,4,5-trihydroxy-2-methoxy-8,8-dimethylnon-6-enamide
3.4.11.18 0.114
-
apoenyme activated by Ni2+, pH 7.5, 22°C Mycobacterium tuberculosis (2R,3R,4S,5R,E)-N-(2-amino-2-oxoethyl)-3,4,5-trihydroxy-2-methoxy-8,8-dimethylnon-6-enamide
3.4.11.18 0.12
-
apoenyme activated by Ni2+, pH 7.5, 22°C Mycobacterium tuberculosis (2R,3R,4S,5R,E)-N-(2-amino-2-oxoethyl)-3,4,5-trihydroxy-2-methoxy-8,8-dimethylnon-6-enamide
3.4.11.18 0.14
-
apoenyme activated by Ni2+, pH 7.5, 22°C Mycobacterium tuberculosis (2R,3R,4S,5R,E)-N-(2,3-dihydro-1H-inden-2-yl)-3,4,5-trihydroxy-2-methoxy-8,8-dimethylnon-6-enamide
3.4.11.18 0.141
-
apoenyme activated by Ni2+, pH 7.5, 22°C Mycobacterium tuberculosis (2R,3R,4S,5R,E)-3,4,5-trihydroxy-N-[(1-isobutyrylpiperidin-3-yl)-methyl]-2-methoxy-8,8-dimethylnon-6-enamide
3.4.11.18 0.15
-
apoenyme activated by Ni2+, pH 7.5, 22°C Mycobacterium tuberculosis (2R,3R,4S,5R,E)-N-[3-(furan-2-yl)-3-phenylpropyl]-3,4,5-trihydroxy-2-methoxy-8,8-dimethylnon-6-enamide
3.4.11.18 0.179
-
apoenyme activated by Fe2+, pH 7.5, 22°C Mycobacterium tuberculosis (2R,3R,4S,5R,E)-3,4,5-trihydroxy-N-[(1-isobutyrylpiperidin-3-yl)-methyl]-2-methoxy-8,8-dimethylnon-6-enamide
3.4.11.18 0.187
-
apoenyme activated by Mn2+, pH 7.5, 22°C Mycobacterium tuberculosis (2R,3R,4S,5R,E)-N-[[1-(cyclopropanecarbonyl)piperidin-3-yl]methyl]-3,4,5-trihydroxy-2-methoxy-8,8-dimethylnon-6-enamide
3.4.11.18 0.201
-
apoenyme activated by Fe2+, pH 7.5, 22°C Mycobacterium tuberculosis (2R,3R,4S,5R,E)-N-(2,3-dihydro-1H-inden-2-yl)-3,4,5-trihydroxy-2-methoxy-8,8-dimethylnon-6-enamide