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Literature summary for 3.4.11.18 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)

Cloned (Comment) Organism
expressed in Escherichia coli Mycobacterium tuberculosis

Crystallization (Commentary)

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

Inhibitors

Inhibitors Comment Organism Structure
(2R,3R,4S,5R,E)-3,4,5-trihydroxy-N-[(1-isobutyrylpiperidin-3-yl)-methyl]-2-methoxy-8,8-dimethylnon-6-enamide
-
Mycobacterium tuberculosis
(2R,3R,4S,5R,E)-3,4,5-trihydroxy-N-[2-(mesityloxy)ethyl]-2-methoxy-8,8-dimethylnon-6-enamide
-
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
-
Mycobacterium tuberculosis
(2R,3R,4S,5R,E)-N-(2-amino-2-oxoethyl)-3,4,5-trihydroxy-2-methoxy-8,8-dimethylnon-6-enamide
-
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
-
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
-
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
-
Mycobacterium tuberculosis

Metals/Ions

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

Organism

Organism UniProt Comment Textmining
Mycobacterium tuberculosis
-
-
-

Purification (Commentary)

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

Substrates and Products (Substrate)

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

Synonyms

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

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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