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Literature summary for 3.4.11.2 extracted from

  • Weglarz-Tomczak, E.; Poreba, M.; Byzia, A.; Berlicki, L.; Nocek, B.; Mulligan, R.; Joachimiak, A.; Drag, M.; Mucha, A.
    An integrated approach to the ligand binding specificity of Neisseria meningitidis M1 alanine aminopeptidase by fluorogenic substrate profiling, inhibitory studies and molecular modeling (2013), Biochimie, 95, 419-428.
    View publication on PubMedView publication on EuropePMC
Search for more literature for 3.4.11.2

Cloned(Commentary)

Cloned (Comment) Organism
expressed in Escherichia coli Neisseria meningitidis

Inhibitors

Inhibitors Comment Organism Structure
(1-amino-3-phenylpropyl)phosphinic acid
-
 Neisseria meningitidis
(1-amino-3-phenylpropyl)phosphonic acid
-
 Neisseria meningitidis
(1-amino-4-carbamimidamidobutyl)phosphonic acid
-
 Neisseria meningitidis
3-[(1-amino-3-phenylpropyl)(hydroxy)phosphoryl]-2-(4-hydroxybenzyl)propanoic acid
-
 Neisseria meningitidis
3-[(1-amino-3-phenylpropyl)(hydroxy)phosphoryl]-2-benzylpropanoic acid
-
 Neisseria meningitidis
N-[[(1-amino-3-phenylpropyl)(hydroxy)phosphoryl]methy]tyrosine
-
 Neisseria meningitidis

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.027
-
 L-hArg-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
0.028
-
 L-Nva-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
0.03
-
 L-Abu(Bth)-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
0.041
-
 L-hCha-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
0.046
-
 L-Tyr-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
0.047
-
 L-hTyr-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
0.048
-
 L-Igl-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
0.05
-
 L-2-NaI-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
0.05
-
 L-Glu(Bzl)-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
0.052
-
 L-Nle-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
0.056
-
 L-hLeu-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
0.057
-
 3-OH-L-Pro-2-NaI-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
0.059
-
 L-allyl-Gly-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
0.059
-
 6-Obzl-L-Nle-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
0.06
-
 L-Arg(NO2)-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
0.061
-
 L-neopentyl-Gly-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
0.064
-
 L-Arg-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
0.079
-
 L-hSer-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
0.08
-
 L-Met-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
0.085
-
 L-Leu-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
0.088
-
 L-Lys-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
0.1
-
 L-hPhe-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
0.117
-
 L-Asp(Bzl)-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
0.121
-
 L-propargyl-Gly-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
0.121
-
 L-Cha-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
0.146
-
 L-hSer(Bzl)-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
0.149
-
 4-Cl-L-Phe-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
0.161
-
 L-2-amino-3-(2-benzothiazolyl)butyric acid-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
0.174
-
 L-Ala-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
0.25
-
 L-Phe-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C, value above Neisseria meningitidis
0.25
-
 4-Br-L-Phe-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C, value above Neisseria meningitidis
0.25
-
 L-Gln-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C, value above Neisseria meningitidis
0.25
-
 Gly-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C, value higher than Neisseria meningitidis

Organism

Organism UniProt Comment Textmining
Neisseria meningitidis
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3-OH-L-Pro-2-NaI-7-amido-4-carbamoylmethylcoumarin + H2O
-
 Neisseria meningitidis 3-OH-L-Pro + 7-amino-4-carbamoylmethylcoumarin
-
 ?
4-Br-L-Phe-7-amido-4-carbamoylmethylcoumarin + H2O
-
 Neisseria meningitidis 4-Br-L-Phe + 7-amino-4-carbamoylmethylcoumarin
-
 ?
4-Cl-L-Phe-7-amido-4-carbamoylmethylcoumarin + H2O
-
 Neisseria meningitidis 4-Cl-L-Phe + 7-amino-4-carbamoylmethylcoumarin
-
 ?
6-O-Bzl-L-Nle-7-amido-4-carbamoylmethylcoumarin + H2O
-
 Neisseria meningitidis 6-O-Bzl-L-Nle + 7-amino-4-carbamoylmethylcoumarin
-
 ?
Gly-7-amido-4-carbamoylmethylcoumarin + H2O
-
 Neisseria meningitidis Gly + 7-amino-4-carbamoylmethylcoumarin
-
 ?
L-2-amino-3-(2-benzothiazolyl)butyric acid-7-amido-4-carbamoylmethylcoumarin + H2O
-
 Neisseria meningitidis L-2-amino-3-(2-benzothiazolyl)butyric acid + 7-amino-4-carbamoylmethylcoumarin
-
 ?
L-2-NaI-7-amido-4-carbamoylmethylcoumarin + H2O
-
 Neisseria meningitidis L-2-NaI + 7-amino-4-carbamoylmethylcoumarin
-
 ?
L-Abu(Bth)-7-amido-4-carbamoylmethylcoumarin + H2O
-
 Neisseria meningitidis L-Abu(Bth) + 7-amino-4-carbamoylmethylcoumarin
-
 ?
L-Ala-7-amido-4-carbamoylmethylcoumarin + H2O
-
 Neisseria meningitidis L-Ala + 7-amino-4-carbamoylmethylcoumarin
-
 ?
L-allyl-Gly-7-amido-4-carbamoylmethylcoumarin + H2O
-
 Neisseria meningitidis L-allyl-Gly + 7-amino-4-carbamoylmethylcoumarin
-
 ?
L-Arg(NO2)-7-amido-4-carbamoylmethylcoumarin + H2O
-
 Neisseria meningitidis L-Arg(NO2) + 7-amino-4-carbamoylmethylcoumarin
-
 ?
L-Arg-7-amido-4-carbamoylmethylcoumarin + H2O
-
 Neisseria meningitidis L-Arg + 7-amino-4-carbamoylmethylcoumarin
-
 ?
L-Asp(Bzl)-7-amido-4-carbamoylmethylcoumarin + H2O
-
 Neisseria meningitidis L-Asp(Bzl) + 7-amino-4-carbamoylmethylcoumarin
-
 ?
L-Cha-7-amido-4-carbamoylmethylcoumarin + H2O
-
 Neisseria meningitidis L-Cha + 7-amino-4-carbamoylmethylcoumarin
-
 ?
L-Gln-7-amido-4-carbamoylmethylcoumarin + H2O
-
 Neisseria meningitidis L-Gln + 7-amino-4-carbamoylmethylcoumarin
-
 ?
L-Glu(Bzl)-7-amido-4-carbamoylmethylcoumarin + H2O
-
 Neisseria meningitidis L-Glu(Bzl) + 7-amino-4-carbamoylmethylcoumarin
-
 ?
L-hArg-7-amido-4-carbamoylmethylcoumarin + H2O
-
 Neisseria meningitidis L-hArg + 7-amino-4-carbamoylmethylcoumarin
-
 ?
L-hCha-7-amido-4-carbamoylmethylcoumarin + H2O
-
 Neisseria meningitidis L-hCha + 7-amino-4-carbamoylmethylcoumarin
-
 ?
L-hLeu-7-amido-4-carbamoylmethylcoumarin + H2O
-
 Neisseria meningitidis L-hLeu + 7-amino-4-carbamoylmethylcoumarin
-
 ?
L-hPhe-7-amido-4-carbamoylmethylcoumarin + H2O
-
 Neisseria meningitidis L-hPhe + 7-amino-4-carbamoylmethylcoumarin
-
 ?
L-hSer(Bzl)-7-amido-4-carbamoylmethylcoumarin + H2O
-
 Neisseria meningitidis L-hSer(Bzl) + 7-amino-4-carbamoylmethylcoumarin
-
 ?
L-hSer-7-amido-4-carbamoylmethylcoumarin + H2O
-
 Neisseria meningitidis L-hSer + 7-amino-4-carbamoylmethylcoumarin
-
 ?
L-hTyr-7-amido-4-carbamoylmethylcoumarin + H2O
-
 Neisseria meningitidis L-hTyr + 7-amino-4-carbamoylmethylcoumarin
-
 ?
L-Igl-7-amido-4-carbamoylmethylcoumarin + H2O
-
 Neisseria meningitidis L-Igl + 7-amino-4-carbamoylmethylcoumarin
-
 ?
L-Leu-7-amido-4-carbamoylmethylcoumarin + H2O
-
 Neisseria meningitidis L-Leu + 7-amino-4-carbamoylmethylcoumarin
-
 ?
L-Lys-7-amido-4-carbamoylmethylcoumarin + H2O
-
 Neisseria meningitidis L-Lys + 7-amino-4-carbamoylmethylcoumarin
-
 ?
L-Met-7-amido-4-carbamoylmethylcoumarin + H2O
-
 Neisseria meningitidis L-Met + 7-amino-4-carbamoylmethylcoumarin
-
 ?
L-neopentyl-Gly-7-amido-4-carbamoylmethylcoumarin + H2O
-
 Neisseria meningitidis L-neopentyl-Gly + 7-amino-4-carbamoylmethylcoumarin
-
 ?
L-Nle-7-amido-4-carbamoylmethylcoumarin + H2O
-
 Neisseria meningitidis L-Nle + 7-amino-4-carbamoylmethylcoumarin
-
 ?
L-Nva-7-amido-4-carbamoylmethylcoumarin + H2O
-
 Neisseria meningitidis L-Nva + 7-amino-4-carbamoylmethylcoumarin
-
 ?
L-Phe-7-amido-4-carbamoylmethylcoumarin + H2O
-
 Neisseria meningitidis L-Phe + 7-amino-4-carbamoylmethylcoumarin
-
 ?
L-propargyl-Gly-7-amido-4-carbamoylmethylcoumarin + H2O
-
 Neisseria meningitidis L-propargyl-Gly + 7-amino-4-carbamoylmethylcoumarin
-
 ?
L-Tyr-7-amido-4-carbamoylmethylcoumarin + H2O
-
 Neisseria meningitidis L-Tyr + 7-amino-4-carbamoylmethylcoumarin
-
 ?

Synonyms

Synonyms Comment Organism
NmAPN
-
 Neisseria meningitidis

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
37
-
 assay at Neisseria meningitidis

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
1.19
-
 3-OH-L-Pro-2-NaI-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
1.64
-
 L-neopentyl-Gly-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
1.66
-
 L-Tyr-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
1.72
-
 L-Igl-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
2.6
-
 L-2-NaI-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
2.65
-
 L-hLeu-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
2.72
-
 L-Nle-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
3.19
-
 L-hCha-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
3.24
-
 6-Obzl-L-Nle-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
3.33
-
 L-Nva-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
3.45
-
 L-Leu-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
3.64
-
 L-Asp(Bzl)-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
3.84
-
 L-Cha-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
4.16
-
 L-hSer(Bzl)-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
4.9
-
 L-allyl-Gly-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
5.05
-
 4-Cl-L-Phe-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
5.25
-
 L-Abu(Bth)-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
5.6
-
 L-Glu(Bzl)-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
5.99
-
 L-Met-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
6.15
-
 L-Lys-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
6.23
-
 L-hSer-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
7.25
-
 L-Arg(NO2)-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
7.74
-
 L-propargyl-Gly-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
8.63
-
 L-hArg-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
12.7
-
 L-hTyr-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
13
-
 L-hPhe-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
13.1
-
 L-Arg-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
13.8
-
 L-2-amino-3-(2-benzothiazolyl)butyric acid-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
28.4
-
 L-Ala-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7.5
-
 assay at Neisseria meningitidis

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.000054
-
 3-[(1-amino-3-phenylpropyl)(hydroxy)phosphoryl]-2-(4-hydroxybenzyl)propanoic acid pH 7.5, 37°C Neisseria meningitidis
0.000302
-
 3-[(1-amino-3-phenylpropyl)(hydroxy)phosphoryl]-2-benzylpropanoic acid pH 7.5, 37°C Neisseria meningitidis
0.00126
-
 (1-amino-3-phenylpropyl)phosphonic acid pH 7.5, 37°C Neisseria meningitidis
0.00145
-
 (1-amino-3-phenylpropyl)phosphinic acid pH 7.5, 37°C Neisseria meningitidis
0.00146
-
 (1-amino-4-carbamimidamidobutyl)phosphonic acid pH 7.5, 37°C Neisseria meningitidis
0.00251
-
 N-[[(1-amino-3-phenylpropyl)(hydroxy)phosphoryl]methy]tyrosine pH 7.5, 37°C Neisseria meningitidis

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.00007
-
 pH 7.5, 37°C Neisseria meningitidis 3-[(1-amino-3-phenylpropyl)(hydroxy)phosphoryl]-2-(4-hydroxybenzyl)propanoic acid
0.000397
-
 pH 7.5, 37°C Neisseria meningitidis 3-[(1-amino-3-phenylpropyl)(hydroxy)phosphoryl]-2-benzylpropanoic acid
0.00166
-
 pH 7.5, 37°C Neisseria meningitidis (1-amino-3-phenylpropyl)phosphonic acid
0.00191
-
 pH 7.5, 37°C Neisseria meningitidis (1-amino-3-phenylpropyl)phosphinic acid
0.00191
-
 pH 7.5, 37°C Neisseria meningitidis (1-amino-4-carbamimidamidobutyl)phosphonic acid
0.00329
-
 pH 7.5, 37°C Neisseria meningitidis N-[[(1-amino-3-phenylpropyl)(hydroxy)phosphoryl]methy]tyrosine

kcat/KM [mM/s]

kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
21
-
 3-OH-L-Pro-2-NaI-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
27
-
 L-neopentyl-Gly-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
28
-
 L-hSer(Bzl)-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
31
-
 L-Cha-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
31
-
 L-Asp(Bzl)-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
34
-
 4-Cl-L-Phe-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
35
-
 L-Igl-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
36
-
 L-Tyr-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
40
-
 L-Leu-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
46
-
 L-hLeu-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
51
-
 L-2-NaI-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
52
-
 L-Nle-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
54
-
 6-Obzl-L-Nle-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
63
-
 L-propargyl-Gly-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
69
-
 L-Lys-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
74
-
 L-Met-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
77
-
 L-hCha-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
79
-
 L-hSer-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
82
-
 L-allyl-Gly-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
85
-
 L-2-amino-3-(2-benzothiazolyl)butyric acid-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
111
-
 L-Glu(Bzl)-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
116
-
 L-Nva-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
120
-
 L-Arg(NO2)-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
129
-
 L-hPhe-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
163
-
 L-Ala-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
173
-
 L-Abu(Bth)-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
205
-
 L-Arg-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
270
-
 L-hTyr-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis
312
-
 L-hArg-7-amido-4-carbamoylmethylcoumarin pH 7.5, 37°C Neisseria meningitidis