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Literature summary for 3.1.1.1 extracted from

  • Landowski, C.P.; Lorenzi, P.L.; Song, X.; Amidon, G.L.
    Nucleoside ester prodrug substrate specificity of liver carboxylesterase (2006), J. Pharmacol. Exp. Ther., 316, 572-580.
    View publication on PubMed
Search for more literature for 3.1.1.1

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.08
-
 L-phenylalanine butyl ester pH 7.4, 37°C Sus scrofa
0.14
-
 4-nitrophenyl butyrate pH 7.4, 37°C Sus scrofa
0.17
-
 5'-L-phenylalanyl-gemcitabine pH 7.4, 37°C Sus scrofa
0.22
-
 5'-D-phenylalanyl-gemcitabine pH 7.4, 37°C Sus scrofa
0.4
-
 N-acetyl L-phenylalanine ethyl ester pH 7.4, 37°C Sus scrofa
0.46
-
 5'-L-phenylalanine-floxuridine pH 7.4, 37°C Sus scrofa
0.51
-
 3'-L-phenylalanyl-gemcitabine pH 7.4, 37°C Sus scrofa
0.52
-
 4-nitrophenyl acetate pH 7.4, 37°C Sus scrofa
0.63
-
 5'-cinnamic acid-floxuridine pH 7.4, 37°C Sus scrofa
0.85
-
 5'-L-isoleucyl-gemcitabine pH 7.4, 37°C Sus scrofa
0.9
-
 5'-D-phenylalanyl-BDCRB pH 7.4, 37°C Sus scrofa
0.9
-
 3'-L-valyl-gemcitabine pH 7.4, 37°C Sus scrofa
0.91
-
 5'-L-phenylalanyl-BDCRB pH 7.4, 37°C Sus scrofa
0.94
-
 3'-L-isoleucyl-gemcitabine pH 7.4, 37°C Sus scrofa
0.96
-
 5'-L-valyl-gemcitabine pH 7.4, 37°C Sus scrofa
0.97
-
 3'-D-phenylalanyl-gemcitabine pH 7.4, 37°C Sus scrofa
1.16
-
 5'-D-valyl-gemcitabine pH 7.4, 37°C Sus scrofa
1.18
-
 L-phenylalanine ethyl ester pH 7.4, 37°C Sus scrofa
1.43
-
 3'-D-valyl-gemcitabine pH 7.4, 37°C Sus scrofa
4.21
-
 irinotecan pH 7.4, 37°C Sus scrofa

Organism

Organism UniProt Comment Textmining
Sus scrofa
-
 isoenzyme carboxylase 1
-

Source Tissue

Source Tissue Comment Organism Textmining
liver
-
 Sus scrofa
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3'-D-phenylalanyl-gemcitabine + H2O
-
 Sus scrofa D-phenylalanine + gemcitabine
-
 ?
3'-D-valyl-gemcitabine + H2O
-
 Sus scrofa D-valine + gemcitabine
-
 ?
3'-L-isoleucyl-gemcitabine + H2O
-
 Sus scrofa L-isoleucine + gemcitabine
-
 ?
3'-L-phenylalanyl-gemcitabine + H2O
-
 Sus scrofa L-phenylalanine + gemcitabine
-
 ?
3'-L-valyl-gemcitabine + H2O
-
 Sus scrofa L-valine + gemcitabine
-
 ?
4-nitrophenyl acetate + H2O
-
 Sus scrofa 4-nitrophenol + acetate
-
 ?
4-nitrophenyl butanoate + H2O
-
 Sus scrofa 4-nitrophenol + butanoate
-
 ?
5'-D-phenylalanyl-2-bromo-5,6-dichloro-1-(beta-D-ribofuranosyl)benzimidazole + H2O
-
 Sus scrofa D-phenylalanine + 2-bromo-5,6-dichloro-1-(beta-D-ribofuranosyl)benzimidazole
-
 ?
5'-D-phenylalanyl-gemcitabine + H2O
-
 Sus scrofa D-phenylalanine + gemcitabine
-
 ?
5'-D-valyl-gemcitabine + H2O
-
 Sus scrofa D-valine + gemcitabine
-
 ?
5'-L-isoleucyl-gemcitabine + H2O
-
 Sus scrofa L-isoleucine + gemcitabine
-
 ?
5'-L-phenylalanyl-2-bromo-5,6-dichloro-1-(beta-D-ribofuranosyl)benzimidazole + H2O
-
 Sus scrofa L-phenylalanine + 2-bromo-5,6-dichloro-1-(beta-D-ribofuranosyl)benzimidazole
-
 ?
5'-L-phenylalanyl-gemcitabine + H2O
-
 Sus scrofa L-phenylalanine + gemcitabine
-
 ?
5'-L-valyl-gemcitabine + H2O
-
 Sus scrofa L-valine + gemcitabine
-
 ?
5'-O-cinnamoyl-2'-deoxy-5-fluorouridine + H2O
-
 Sus scrofa cinnamic acid + 2'-deoxy-5-fluorouridine
-
 ?
5'-O-L-phenylalanyl-2'-deoxy-5-fluorouridine + H2O
-
 Sus scrofa L-phenylalanine + 2'-deoxy-5-fluorouridine
-
 ?
irinotecan + H2O
-
 Sus scrofa ?
-
 ?
L-phenylalanine butyl ester + H2O
-
 Sus scrofa L-phenylalanine + butanol
-
 ?
L-phenylalanine ethyl ester + H2O
-
 Sus scrofa L-phenylalanine + ethanol
-
 ?
additional information enzyme shows high catalytic efficiency hydrolyzing prodrugs containing a phenylalanyl moiety, but is over 100fold less efficient with valyl or isoleucyl prodrugs Sus scrofa ?
-
 ?
N-acetyl L-phenylalanine ethyl ester + H2O
-
 Sus scrofa N-acetyl L-phenylalanine + ethanol
-
 ?

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.008
-
 5'-D-valyl-gemcitabine pH 7.4, 37°C Sus scrofa
0.008
-
 5'-L-valyl-gemcitabine pH 7.4, 37°C Sus scrofa
0.01
-
 irinotecan pH 7.4, 37°C Sus scrofa
0.08
-
 3'-L-isoleucyl-gemcitabine pH 7.4, 37°C Sus scrofa
0.08
-
 L-phenylalanine butyl ester pH 7.4, 37°C Sus scrofa
0.11
-
 3'-L-valyl-gemcitabine pH 7.4, 37°C Sus scrofa
0.33
-
 5'-L-isoleucyl-gemcitabine pH 7.4, 37°C Sus scrofa
0.45
-
 N-acetyl L-phenylalanine ethyl ester pH 7.4, 37°C Sus scrofa
0.55
-
 5'-D-phenylalanyl-BDCRB pH 7.4, 37°C Sus scrofa
0.62
-
 5'-L-phenylalanine-floxuridine pH 7.4, 37°C Sus scrofa
1.1
-
 5'-L-phenylalanyl-gemcitabine pH 7.4, 37°C Sus scrofa
1.1
-
 5'-D-phenylalanyl-gemcitabine pH 7.4, 37°C Sus scrofa
1.1
-
 3'-D-valyl-gemcitabine pH 7.4, 37°C Sus scrofa
1.38
-
 5'-cinnamic acid-floxuridine pH 7.4, 37°C Sus scrofa
6.1
-
 3'-L-phenylalanyl-gemcitabine pH 7.4, 37°C Sus scrofa
8
-
 5'-L-phenylalanyl-BDCRB pH 7.4, 37°C Sus scrofa
8.7
-
 3'-D-phenylalanyl-gemcitabine pH 7.4, 37°C Sus scrofa
20
-
 4-nitrophenyl acetate pH 7.4, 37°C Sus scrofa
27.4
-
 4-nitrophenyl butyrate pH 7.4, 37°C Sus scrofa
63.6
-
 L-phenylalanine ethyl ester pH 7.4, 37°C Sus scrofa