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Information on EC 3.4.11.18 - methionyl aminopeptidase and Organism(s) Staphylococcus aureus and UniProt Accession P0A080

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EC Tree
     3 Hydrolases
         3.4 Acting on peptide bonds (peptidases)
             3.4.11 Aminopeptidases
                3.4.11.18 methionyl aminopeptidase
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This record set is specific for:
Staphylococcus aureus
UNIPROT: P0A080 not found.
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The taxonomic range for the selected organisms is: Staphylococcus aureus
The expected taxonomic range for this enzyme is: Bacteria, Eukaryota, Archaea
Synonyms
map-2, metap2, metap, methionine aminopeptidase, metap-2, metap1, methionine aminopeptidase 2, methionine aminopeptidase-2, metap-1, methionyl aminopeptidase, more
SYNONYM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
aminopeptidase, methionine
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-
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initiation factor 2 associated 67 kDa glycoprotein
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-
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L-methionine aminopeptidase
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MetAP
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MetAP-1
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MetAP-2
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MetAP1
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MetAP2
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methionine aminopeptidase
p67
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p67eIF2
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peptidase M
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additional information
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eukaryotes contain both the type I and the type II MetAPs, whereas prokaryotes possess only the type I enzyme
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
hydrolysis of peptide bond
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PATHWAY SOURCE
PATHWAYS
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-, -
CAS REGISTRY NUMBER
COMMENTARY hide
61229-81-0
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SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
Met-Pro-4-nitroanilide + H2O
Met + Pro-4-nitroanilide
show the reaction diagram
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-
-
-
?
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Co2+
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optimal concentration is 0.008 mM
Fe2+
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optimal concentration is 0.008 mM
Ni2+
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enzyme is active at concentrations below 0.002 mM, inhibition at higher concentrations
Zn2+
-
optimal concentration
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
2-amino-4-(methylthio)-1-(1,3-thiazol-2-yl)butan-1-one
50% inhibition at 0.019 mM, formation of uncleavable tetrahedral intermediate upon binding
2-amino-4-(methylthio)-1-pyridin-2-ylbutan-1-one
50% inhibition at 0.016 mM, formation of uncleavable tetrahedral intermediate upon binding
3-amino-1-(cyclopropylamino)heptan-2 -one
50% inhibition at 0.007 mM, formation of uncleavable tetrahedral intermediate upon binding
1-(1H-benzimidazol-2-yl)thiourea
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2-(1,3-thiazol-4-yl)-1H-benzimidazol-5-amine
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2-(1,3-thiazol-4-yl)-1H-imidazo[4,5-c]pyridine
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2-(1H-benzimidazol-2-yl)pyridin-3-ol
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2-(pyridin-2-yl)-1H-benzimidazol-5-amine
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2-(pyridin-2-yl)-1H-benzimidazole
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2-(pyridin-2-yl)-1H-benzimidazole-5-carbonitrile
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2-(pyridin-2-yl)-1H-imidazo[4,5-b]pyrazine
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2-(pyridin-2-yl)-1H-imidazo[4,5-b]pyridine
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2-(pyridin-2-yl)-1H-imidazo[4,5-c]pyridine
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5,6-dimethyl-2-(pyridin-2-yl)-1H-benzimidazole
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5-fluoro-2-(pyridin-2-yl)-1H-benzimidazole
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5-methyl-2-(pyridin-2-yl)-1H-benzimidazole
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5-tert-butyl-2-(1,3-thiazol-4-yl)-1H-benzimidazole
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5-tert-butyl-2-(pyridin-2-yl)-1H-benzimidazole
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6-(1H-benzimidazol-2-yl)pyridin-2(1H)-one
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8-hydroxy quinoline
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MCB2379
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IC50: 599 nM in presence of Co2+, 1455 nM in presence of Zn2+
MCB2813
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IC50: 43.7 nM in presence of Co2+, 300 nM in presence of Zn2+
N-(1,3-thiazol-2-yl)-1H-benzimidazol-2-amine
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N-(1,3-thiazol-2-yl)pyridine-2-carboxamide
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N-(quinolin-8-yl)benzenesulfonamide
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N-2-[(3,5-difluorophenyl)acetyl]-N-[(3S,7R)-1-methyl-2-oxo-7-phenyl-2,3,4,7-tetrahydro-1H-azepin-3-yl]-L-alaninamide
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quinolin-8-yl 4-methylbenzenesulfonate
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.75 - 3.26
Met-Pro-4-nitroanilide
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1.75 - 11.9
Met-Pro-4-nitroanilide
IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0359
1-(1H-benzimidazol-2-yl)thiourea
Staphylococcus aureus
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pH not specified in the publication, temperature not specified in the publication
0.0023
2-(1,3-thiazol-4-yl)-1H-benzimidazol-5-amine
Staphylococcus aureus
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pH not specified in the publication, temperature not specified in the publication
0.0455
2-(1,3-thiazol-4-yl)-1H-imidazo[4,5-c]pyridine
Staphylococcus aureus
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pH not specified in the publication, temperature not specified in the publication
0.0044
2-(1H-benzimidazol-2-yl)pyridin-3-ol
Staphylococcus aureus
-
pH not specified in the publication, temperature not specified in the publication
0.0049
2-(pyridin-2-yl)-1H-benzimidazol-5-amine
Staphylococcus aureus
-
pH not specified in the publication, temperature not specified in the publication
0.0199
2-(pyridin-2-yl)-1H-benzimidazole
Staphylococcus aureus
-
pH not specified in the publication, temperature not specified in the publication
0.033
2-(pyridin-2-yl)-1H-benzimidazole-5-carbonitrile
Staphylococcus aureus
-
pH not specified in the publication, temperature not specified in the publication
0.022
2-(pyridin-2-yl)-1H-imidazo[4,5-b]pyrazine
Staphylococcus aureus
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pH not specified in the publication, temperature not specified in the publication
0.0188
2-(pyridin-2-yl)-1H-imidazo[4,5-b]pyridine
Staphylococcus aureus
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pH not specified in the publication, temperature not specified in the publication
0.0228
2-(pyridin-2-yl)-1H-imidazo[4,5-c]pyridine
Staphylococcus aureus
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pH not specified in the publication, temperature not specified in the publication
0.0179
5,6-dimethyl-2-(pyridin-2-yl)-1H-benzimidazole
Staphylococcus aureus
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pH not specified in the publication, temperature not specified in the publication
0.0401
5-fluoro-2-(pyridin-2-yl)-1H-benzimidazole
Staphylococcus aureus
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pH not specified in the publication, temperature not specified in the publication
0.0194
5-methyl-2-(pyridin-2-yl)-1H-benzimidazole
Staphylococcus aureus
-
pH not specified in the publication, temperature not specified in the publication
0.0417
5-tert-butyl-2-(1,3-thiazol-4-yl)-1H-benzimidazole
Staphylococcus aureus
-
pH not specified in the publication, temperature not specified in the publication
0.0389
5-tert-butyl-2-(pyridin-2-yl)-1H-benzimidazole
Staphylococcus aureus
-
pH not specified in the publication, temperature not specified in the publication
0.0292
6-(1H-benzimidazol-2-yl)pyridin-2(1H)-one
Staphylococcus aureus
-
pH not specified in the publication, temperature not specified in the publication
0.0183
8-hydroxy quinoline
Staphylococcus aureus
-
pH not specified in the publication, temperature not specified in the publication
0.000599 - 0.001455
MCB2379
Staphylococcus aureus
-
IC50: 599 nM in presence of Co2+, 1455 nM in presence of Zn2+
0.0000437 - 0.0003
MCB2813
Staphylococcus aureus
-
IC50: 43.7 nM in presence of Co2+, 300 nM in presence of Zn2+
0.0224
N-(1,3-thiazol-2-yl)-1H-benzimidazol-2-amine
Staphylococcus aureus
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pH not specified in the publication, temperature not specified in the publication
0.0212
N-(1,3-thiazol-2-yl)pyridine-2-carboxamide
Staphylococcus aureus
-
pH not specified in the publication, temperature not specified in the publication
0.0229
N-(quinolin-8-yl)benzenesulfonamide
Staphylococcus aureus
-
pH not specified in the publication, temperature not specified in the publication
0.2
N-2-[(3,5-difluorophenyl)acetyl]-N-[(3S,7R)-1-methyl-2-oxo-7-phenyl-2,3,4,7-tetrahydro-1H-azepin-3-yl]-L-alaninamide
Staphylococcus aureus
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value above 0.2 mM, pH not specified in the publication, temperature not specified in the publication
0.016
quinolin-8-yl 4-methylbenzenesulfonate
Staphylococcus aureus
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pH not specified in the publication, temperature not specified in the publication
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
isoform I
SwissProt
Manually annotated by BRENDA team
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
27000
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gel filtration
CRYSTALLIZATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
in complex with inhibitors 2-amino-4-(methylthio)-1-(1,3-thiazol-2-yl)butan-1-one, 2-amino-4-(methylthio)-1-pyridin-2-ylbutan-1-one, and 3-amino-1-(cyclopropylamino)heptan-2
crystal structure of MetAP-1 as an apoenzyme and its complexes with various 1,2,4-triazole-based derivatives at high-resolution. Form 1 crystals are grown in the presence of 0.1 mM NiCl2 with 25% PEG 3350, 100 mM bis-Tris, pH 6.5, 200 mM LiSO4. Form 2 crystals are grown in the absence of metal ions using 25% PEG, 100 mM bis-Tris, pH 5.5, 200 mM ammonium acetate as precipitating agent
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molecular docking of inhibitor N-2-[(3,5-difluorophenyl)acetyl]-N-[(3S,7R)-1-methyl-2-oxo-7-phenyl-2,3,4,7-tetrahydro-1H-azepin-3-yl]-L-alaninamide and comparison with docking in Escherichia coli structure
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PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
expressed in Escherichia coli
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REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Oefner, C.; Douangamath, A.; D'Arcy, A.; Hafeli, S.; Mareque, D.; MacSweeney, A.; Padilla, J.; Pierau, S.; Schulz, H.; Thormann, M.; Wadman, S.; Dale, G.E.
The 1.15.ANG. crystal structure of the Staphylococcus aureus methionyl-aminopeptidase and complexes with triazole based inhibitors
J. Mol. Biol.
332
13-21
2003
Staphylococcus aureus
Manually annotated by BRENDA team
Douangamath, A.; Dale, G.E.; D'Arcy, A.; Almstetter, M.; Eckl, R.; Frutos-Hoener, A.; Henkel, B.; Illgen, K.; Nerdinger, S.; Schulz, H.; MacSweeney, A.; Thormann, M.; Treml, A.; Pierau, S.; Wadman, S.; Oefner, C.
Crystal structures of Staphylococcus aureus methionine aminopeptidase complexed with keto heterocycle and aminoketone inhibitors reveal the formation of a tetrahedral intermediate
J. Med. Chem.
47
1325-1328
2004
Staphylococcus aureus (P0A080), Staphylococcus aureus
Manually annotated by BRENDA team
Altmeyer, M.A.; Marschner, A.; Schiffmann, R.; Klein, C.D.
Subtype-selectivity of metal-dependent methionine aminopeptidase inhibitors
Bioorg. Med. Chem. Lett.
20
4038-4044
2010
Escherichia coli, Homo sapiens, Staphylococcus aureus
Manually annotated by BRENDA team
Rose, J.A.; Lahiri, S.D.; McKinney, D.C.; Albert, R.; Morningstar, M.L.; Shapiro, A.B.; Fisher, S.L.; Fleming, P.R.
Novel broad-spectrum inhibitors of bacterial methionine aminopeptidase
Bioorg. Med. Chem. Lett.
25
3301-3306
2015
Streptococcus pneumoniae, Haemophilus influenzae, Staphylococcus aureus, Escherichia coli (P0AE18)
Manually annotated by BRENDA team