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Literature summary for 3.4.11.9 extracted from

  • Stockel-Maschek, A.; Stiebitz, B.; Koelsch, R.; Neubert, K.
    Novel 3-amino-2-hydroxy acids containing protease inhibitors. Part 1: Synthesis and kinetic characterization as aminopeptidase P inhibitors (2005), Bioorg. Med. Chem., 13, 4806-4820.
    View publication on PubMed

Inhibitors

Inhibitors Comment Organism Structure
(2R,3R)-3-amino-1-oxo-4-phenyl-1-(1,3-thiazolidin-3-yl)butan-2-ol
-
Escherichia coli
(2R,3R)-3-amino-1-oxo-4-phenyl-1-(1,3-thiazolidin-3-yl)butan-2-ol
-
Rattus norvegicus
(2R,3R)-3-amino-2-hydroxy-4-phenylbutanoyl-L-Pro
-
Escherichia coli
(2R,3R)-3-amino-2-hydroxy-4-phenylbutanoyl-L-Pro
-
Rattus norvegicus
(2R,3S)-3-amino-1-oxo-4-phenyl-1-(1,3-thiazolidin-3-yl)butan-2-ol
-
Escherichia coli
(2R,3S)-3-amino-1-oxo-4-phenyl-1-(1,3-thiazolidin-3-yl)butan-2-ol
-
Rattus norvegicus
(2R,3S)-3-amino-2-hydroxy-4-phenylbutanoyl-L-Pro
-
Escherichia coli
(2R,3S)-3-amino-2-hydroxy-4-phenylbutanoyl-L-Pro
-
Rattus norvegicus
(2S,3R)-3-amino-1-oxo-4-phenyl-1-(1,3-thiazolidin-3-yl)butan-2-ol
-
Escherichia coli
(2S,3R)-3-amino-1-oxo-4-phenyl-1-(1,3-thiazolidin-3-yl)butan-2-ol
-
Rattus norvegicus
(2S,3R)-3-amino-2-hydroxy-4-phenylbutanoyl pyrrolidide
-
Escherichia coli
(2S,3R)-3-amino-2-hydroxy-4-phenylbutanoyl pyrrolidide
-
Rattus norvegicus
(2S,3R)-3-amino-2-hydroxy-4-phenylbutanoyl-L-Pro
-
Escherichia coli
(2S,3R)-3-amino-2-hydroxy-4-phenylbutanoyl-L-Pro
-
Rattus norvegicus
(2S,3R)-3-amino-2-hydroxy-4-phenylbutanoyl-L-Pro-L-Phe-OMe
-
Escherichia coli
(2S,3R)-3-amino-2-hydroxy-4-phenylbutanoyl-L-Pro-L-Phe-OMe
-
Rattus norvegicus
(2S,3R)-3-amino-2-hydroxy-4-phenylbutanoyl-L-Pro-OMe
-
Escherichia coli
(2S,3R)-3-amino-2-hydroxy-4-phenylbutanoyl-L-Pro-OMe
-
Rattus norvegicus
(2S,3R)-3-amino-2-hydroxy-5-methylhexanoyl-thiazolidide
-
Escherichia coli
(2S,3R)-3-amino-2-hydroxy-5-methylhexanoyl-thiazolidide
-
Rattus norvegicus
(2S,3R)-3-amino-5-methyl-1-oxo-1-(1,3-thiazolidin-3-yl)hexan-2-ol
-
Escherichia coli
(2S,3R)-3-amino-5-methyl-1-oxo-1-(1,3-thiazolidin-3-yl)hexan-2-ol
-
Rattus norvegicus
(2S,3S)-3-amino-2-hydroxy-4-phenylbutanoyl-L-Pro-OMe
-
Escherichia coli
(2S,3S)-3-amino-2-hydroxy-4-phenylbutanoyl-L-Pro-OMe
-
Rattus norvegicus

Organism

Organism UniProt Comment Textmining
Escherichia coli
-
-
-
Rattus norvegicus
-
-
-

Source Tissue

Source Tissue Comment Organism Textmining
intestine
-
Rattus norvegicus
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
Abz-L-Lys-L-Pro-L-Pro-p-nitroanilide + H2O
-
Escherichia coli Abz-L-Lys + L-Pro-L-Pro-p-nitroanilide
-
?
Abz-L-Lys-L-Pro-L-Pro-p-nitroanilide + H2O
-
Rattus norvegicus Abz-L-Lys + L-Pro-L-Pro-p-nitroanilide
-
?

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.00126
-
(2S,3R)-3-amino-2-hydroxy-4-phenylbutanoyl-L-Pro-L-Phe-OMe pH 7.4, 30°C Escherichia coli
0.0026
-
(2S,3R)-3-amino-2-hydroxy-4-phenylbutanoyl-L-Pro-OMe pH 7.4, 30°C Escherichia coli
0.0043
-
(2S,3R)-3-amino-5-methyl-1-oxo-1-(1,3-thiazolidin-3-yl)hexan-2-ol pH 7.4, 30°C Rattus norvegicus
0.014
-
(2S,3R)-3-amino-2-hydroxy-4-phenylbutanoyl-L-Pro pH 7.4, 30°C Escherichia coli
0.014
-
(2S,3R)-3-amino-2-hydroxy-5-methylhexanoyl-thiazolidide pH 7.4, 30°C Escherichia coli
0.016
-
(2R,3S)-3-amino-2-hydroxy-4-phenylbutanoyl-L-Pro pH 7.4, 30°C Escherichia coli
0.0198
-
(2S,3R)-3-amino-2-hydroxy-4-phenylbutanoyl pyrrolidide pH 7.4, 30°C Escherichia coli
0.0229
-
(2S,3R)-3-amino-5-methyl-1-oxo-1-(1,3-thiazolidin-3-yl)hexan-2-ol pH 7.4, 30°C Escherichia coli
0.024
-
(2S,3R)-3-amino-2-hydroxy-4-phenylbutanoyl-L-Pro-OMe pH 7.4, 30°C Rattus norvegicus
0.027
-
(2S,3R)-3-amino-1-oxo-4-phenyl-1-(1,3-thiazolidin-3-yl)butan-2-ol pH 7.4, 30°C Rattus norvegicus
0.0282
-
(2R,3S)-3-amino-1-oxo-4-phenyl-1-(1,3-thiazolidin-3-yl)butan-2-ol pH 7.4, 30°C Escherichia coli
0.0307
-
(2S,3R)-3-amino-1-oxo-4-phenyl-1-(1,3-thiazolidin-3-yl)butan-2-ol pH 7.4, 30°C Escherichia coli
0.032
-
(2S,3R)-3-amino-2-hydroxy-4-phenylbutanoyl-L-Pro pH 7.4, 30°C Rattus norvegicus
0.037
-
(2S,3R)-3-amino-2-hydroxy-4-phenylbutanoyl pyrrolidide pH 7.4, 30°C Rattus norvegicus
0.057
-
(2S,3R)-3-amino-2-hydroxy-4-phenylbutanoyl-L-Pro-L-Phe-OMe pH 7.4, 30°C Rattus norvegicus
0.0603
-
(2R,3R)-3-amino-1-oxo-4-phenyl-1-(1,3-thiazolidin-3-yl)butan-2-ol pH 7.4, 30°C Escherichia coli
0.0789
-
(2R,3S)-3-amino-1-oxo-4-phenyl-1-(1,3-thiazolidin-3-yl)butan-2-ol pH 7.4, 30°C Rattus norvegicus
0.11
-
(2S,3R)-3-amino-2-hydroxy-5-methylhexanoyl-thiazolidide pH 7.4, 30°C Rattus norvegicus
0.12
-
(2R,3S)-3-amino-2-hydroxy-4-phenylbutanoyl-L-Pro pH 7.4, 30°C Rattus norvegicus
0.158
-
(2S,3S)-3-amino-2-hydroxy-4-phenylbutanoyl-L-Pro-OMe pH 7.4, 30°C Escherichia coli
0.19
-
(2R,3R)-3-amino-2-hydroxy-4-phenylbutanoyl-L-Pro pH 7.4, 30°C Escherichia coli
0.269
-
(2R,3R)-3-amino-1-oxo-4-phenyl-1-(1,3-thiazolidin-3-yl)butan-2-ol pH 7.4, 30°C Rattus norvegicus
0.854
-
(2S,3S)-3-amino-2-hydroxy-4-phenylbutanoyl-L-Pro-OMe pH 7.4, 30°C Rattus norvegicus
2.1
-
(2R,3R)-3-amino-2-hydroxy-4-phenylbutanoyl-L-Pro pH 7.4, 30°C Rattus norvegicus