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Literature summary extracted from

  • Grzywa, R.; Sokol, A.M.; Sienczyk, M.; Radziszewicz, M.; Kosciolek, B.; Carty, M.P.; Oleksyszyn, J.
    New aromatic monoesters of alpha-aminoaralkylphosphonic acids as inhibitors of aminopeptidase N/CD13 (2010), Bioorg. Med. Chem., 18, 2930-2936.
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
3.4.11.2 1-amino-2-ethylbutylphosphonic acid monophenyl ester
-
Sus scrofa
3.4.11.2 1-amino-2-methylbutylphosphonic acid monophenyl ester
-
Sus scrofa
3.4.11.2 1-amino-2-methylpropylphosphonic acid monophenyl ester
-
Sus scrofa
3.4.11.2 1-amino-2-phenylethylphosphonic acid monophenyl ester
-
Sus scrofa
3.4.11.2 1-amino-3-phenylpropylphosphonic acid mono-(2,3,5-trimethylphenyl) ester
-
Sus scrofa
3.4.11.2 1-amino-3-phenylpropylphosphonic acid mono-(2,5-dimethylphenyl) ester
-
Sus scrofa
3.4.11.2 1-amino-3-phenylpropylphosphonic acid mono-(3,4-dimethylphenyl) ester
-
Sus scrofa
3.4.11.2 1-amino-3-phenylpropylphosphonic acid mono-(4-(1,1,3,3-tetramethyl)butylphenyl) ester
-
Sus scrofa
3.4.11.2 1-amino-3-phenylpropylphosphonic acid mono-(4-carboxyphenyl) ester
-
Sus scrofa
3.4.11.2 1-amino-3-phenylpropylphosphonic acid mono-(4-ethylphenyl) ester
-
Sus scrofa
3.4.11.2 1-amino-3-phenylpropylphosphonic acid mono-(4-isopropylphenyl) ester
-
Sus scrofa
3.4.11.2 1-amino-3-phenylpropylphosphonic acid mono-(4-methoxyphenyl) ester
-
Sus scrofa
3.4.11.2 1-amino-3-phenylpropylphosphonic acid mono-(4-tert-butylphenyl) ester
-
Sus scrofa
3.4.11.2 1-amino-3-phenylpropylphosphonic acid monophenyl ester
-
Sus scrofa
3.4.11.2 1-aminoethylphosphonic acid mono-(2,3,5-trimethylphenyl) ester
-
Sus scrofa
3.4.11.2 1-aminoethylphosphonic acid mono-(4-ethylphenyl) ester
-
Sus scrofa
3.4.11.2 1-aminoethylphosphonic acid mono-(4-tert-butylphenyl) ester
-
Sus scrofa
3.4.11.2 1-aminohexylphosphonic acid monophenyl ester
-
Sus scrofa
3.4.11.2 1-aminopentylphosphonic acid mono-(2,5-dimethylphenyl) ester
-
Sus scrofa
3.4.11.2 1-aminopentylphosphonic acid mono-(3,4-dimethylphenyl) ester
-
Sus scrofa
3.4.11.2 1-aminopentylphosphonic acid mono-(4-carboxyphenyl) ester
-
Sus scrofa
3.4.11.2 1-aminopentylphosphonic acid mono-(4-methoxyphenyl) ester
-
Sus scrofa
3.4.11.2 1-aminopentylphosphonic acid mono-(4-methylphenyl) ester
-
Sus scrofa
3.4.11.2 1-aminopentylphosphonic acid monophenyl ester
-
Sus scrofa
3.4.11.2 1-aminopropylphosphonic acid mono-(2,5-dimethylphenyl) ester
-
Sus scrofa
3.4.11.2 1-aminopropylphosphonic acid mono-(3,4-dimethylphenyl) ester
-
Sus scrofa
3.4.11.2 1-aminopropylphosphonic acid mono-(4-carboxyphenyl) ester
-
Sus scrofa
3.4.11.2 1-aminopropylphosphonic acid mono-(4-methylphenyl) ester
-
Sus scrofa
3.4.11.2 1-aminopropylphosphonic acid mono-(4-tert-butylphenyl) ester
-
Sus scrofa
3.4.11.2 bestatin
-
Sus scrofa
3.4.11.2 L-Leu poor inhibitor Sus scrofa
3.4.11.2 L-Phe poor inhibitor Sus scrofa
3.4.11.2 phenyl [amino(phenyl)methyl]phosphonate
-
Sus scrofa

Organism

EC Number Organism UniProt Comment Textmining
3.4.11.2 Sus scrofa
-
-
-

Source Tissue

EC Number Source Tissue Comment Organism Textmining
3.4.11.2 kidney
-
Sus scrofa
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3.4.11.2 L-Leu-7-amido-4-methylcoumarin + H2O
-
Sus scrofa L-Leu + 7-amino-4-methylcoumarin
-
?

Synonyms

EC Number Synonyms Comment Organism
3.4.11.2 aminopeptidase N
-
Sus scrofa
3.4.11.2 CD13
-
Sus scrofa

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
3.4.11.2 0.0005
-
in sodium phosphate buffer (pH 7.2), at 25°C Sus scrofa 1-amino-3-phenylpropylphosphonic acid mono-(4-isopropylphenyl) ester
3.4.11.2 0.001
-
in sodium phosphate buffer (pH 7.2), at 25°C Sus scrofa 1-aminopentylphosphonic acid mono-(4-methylphenyl) ester
3.4.11.2 0.0011
-
in sodium phosphate buffer (pH 7.2), at 25°C Sus scrofa 1-aminopropylphosphonic acid mono-(4-tert-butylphenyl) ester
3.4.11.2 0.0014
-
in sodium phosphate buffer (pH 7.2), at 25°C Sus scrofa 1-aminopentylphosphonic acid mono-(3,4-dimethylphenyl) ester
3.4.11.2 0.0019
-
in sodium phosphate buffer (pH 7.2), at 25°C Sus scrofa 1-amino-3-phenylpropylphosphonic acid mono-(4-tert-butylphenyl) ester
3.4.11.2 0.0022
-
in sodium phosphate buffer (pH 7.2), at 25°C Sus scrofa 1-amino-3-phenylpropylphosphonic acid mono-(3,4-dimethylphenyl) ester
3.4.11.2 0.0029
-
in sodium phosphate buffer (pH 7.2), at 25°C Sus scrofa 1-amino-3-phenylpropylphosphonic acid mono-(4-methoxyphenyl) ester
3.4.11.2 0.003
-
in sodium phosphate buffer (pH 7.2), at 25°C Sus scrofa 1-aminopropylphosphonic acid mono-(3,4-dimethylphenyl) ester
3.4.11.2 0.0048
-
in sodium phosphate buffer (pH 7.2), at 25°C Sus scrofa 1-aminohexylphosphonic acid monophenyl ester
3.4.11.2 0.005
-
in sodium phosphate buffer (pH 7.2), at 25°C Sus scrofa 1-amino-3-phenylpropylphosphonic acid mono-(2,3,5-trimethylphenyl) ester
3.4.11.2 0.0056
-
in sodium phosphate buffer (pH 7.2), at 25°C Sus scrofa 1-aminopentylphosphonic acid monophenyl ester
3.4.11.2 0.0061
-
in sodium phosphate buffer (pH 7.2), at 25°C Sus scrofa 1-amino-3-phenylpropylphosphonic acid monophenyl ester
3.4.11.2 0.0063
-
in sodium phosphate buffer (pH 7.2), at 25°C Sus scrofa 1-amino-3-phenylpropylphosphonic acid mono-(4-(1,1,3,3-tetramethyl)butylphenyl) ester
3.4.11.2 0.007
-
in sodium phosphate buffer (pH 7.2), at 25°C Sus scrofa 1-aminopropylphosphonic acid mono-(4-methylphenyl) ester
3.4.11.2 0.0082
-
in sodium phosphate buffer (pH 7.2), at 25°C Sus scrofa 1-amino-2-phenylethylphosphonic acid monophenyl ester
3.4.11.2 0.0082
-
in sodium phosphate buffer (pH 7.2), at 25°C Sus scrofa 1-aminoethylphosphonic acid mono-(4-tert-butylphenyl) ester
3.4.11.2 0.0083
-
in sodium phosphate buffer (pH 7.2), at 25°C Sus scrofa 1-aminoethylphosphonic acid mono-(4-ethylphenyl) ester
3.4.11.2 0.0093
-
in sodium phosphate buffer (pH 7.2), at 25°C Sus scrofa 1-amino-2-methylbutylphosphonic acid monophenyl ester
3.4.11.2 0.013
-
in sodium phosphate buffer (pH 7.2), at 25°C Sus scrofa 1-amino-3-phenylpropylphosphonic acid mono-(4-ethylphenyl) ester
3.4.11.2 0.014
-
in sodium phosphate buffer (pH 7.2), at 25°C Sus scrofa 1-amino-2-methylpropylphosphonic acid monophenyl ester
3.4.11.2 0.014
-
in sodium phosphate buffer (pH 7.2), at 25°C Sus scrofa 1-aminoethylphosphonic acid mono-(2,3,5-trimethylphenyl) ester
3.4.11.2 0.015
-
in sodium phosphate buffer (pH 7.2), at 25°C Sus scrofa 1-amino-3-phenylpropylphosphonic acid mono-(2,5-dimethylphenyl) ester
3.4.11.2 0.021
-
in sodium phosphate buffer (pH 7.2), at 25°C Sus scrofa phenyl [amino(phenyl)methyl]phosphonate
3.4.11.2 0.022
-
in sodium phosphate buffer (pH 7.2), at 25°C Sus scrofa 1-amino-3-phenylpropylphosphonic acid mono-(4-carboxyphenyl) ester
3.4.11.2 0.055
-
in sodium phosphate buffer (pH 7.2), at 25°C Sus scrofa 1-aminopentylphosphonic acid mono-(4-carboxyphenyl) ester
3.4.11.2 0.1
-
IC50 above 0.1 mM, in sodium phosphate buffer (pH 7.2), at 25°C Sus scrofa 1-amino-2-ethylbutylphosphonic acid monophenyl ester
3.4.11.2 0.12
-
in sodium phosphate buffer (pH 7.2), at 25°C Sus scrofa 1-aminopropylphosphonic acid mono-(2,5-dimethylphenyl) ester
3.4.11.2 0.2
-
in sodium phosphate buffer (pH 7.2), at 25°C Sus scrofa 1-aminopropylphosphonic acid mono-(4-carboxyphenyl) ester
3.4.11.2 0.2
-
IC50 above 0.2 mM, in sodium phosphate buffer (pH 7.2), at 25°C Sus scrofa 1-aminopentylphosphonic acid mono-(2,5-dimethylphenyl) ester
3.4.11.2 0.21
-
in sodium phosphate buffer (pH 7.2), at 25°C Sus scrofa 1-aminopentylphosphonic acid mono-(4-methoxyphenyl) ester