BRENDA - Enzyme Database

Molecular specificity of aryl sulfotransferase IV (tyrosine-ester sulfotransferase) for xenobiotic substrates and inhibitors

Duffel, M.W.; Chem. Biol. Interact. 92, 3-14 (1994) View publication on PubMed

Data extracted from this reference:

Inhibitors
EC Number
Inhibitors
Commentary
Organism
Structure
2.8.2.9
1-naphthaldehyde
reversible
Rattus norvegicus
2.8.2.9
1-naphthoic acid
-
Rattus norvegicus
2.8.2.9
1-naphthylacetic acid
competitive with respect to 1-napththalenemethanol
Rattus norvegicus
2.8.2.9
2-naphthaldehyde
reversible
Rattus norvegicus
2.8.2.9
2-naphthoic acid
reversible
Rattus norvegicus
2.8.2.9
2-naphthylacetic acid
competitive with respect to 1-napththalenemethanol
Rattus norvegicus
2.8.2.9
4-chloro-N-hydroxyaniline
at high concentrations
Rattus norvegicus
2.8.2.9
benzoic acid
competitive with respect to 1-napththalenemethanol
Rattus norvegicus
2.8.2.9
naproxen
competitive with respect to 1-napththalenemethanol
Rattus norvegicus
2.8.2.9
phenylacetic acid
competitive with respect to 1-naphthalenemethanol
Rattus norvegicus
2.8.2.9
R-(+)-2-methyl-1-phenylpropanol
competitive, reversible inhibitor, stereochemical configuration is important, the other enantiomer acts as substrate
Rattus norvegicus
2.8.2.9
S-(+)-1,2,3,4-tetrahydro-1-naphthol
competitive, reversible inhibitor, stereochemical configuration is important, the other enantiomer acts as substrate
Rattus norvegicus
2.8.2.9
salicylic acid
competitive with respect to 1-napththalenemethanol
Rattus norvegicus
KM Value [mM]
EC Number
KM Value [mM]
KM Value Maximum [mM]
Substrate
Commentary
Organism
Structure
2.8.2.9
0.026
-
4-chloro-N-hydroxyaniline
pH 7, 37°C
Rattus norvegicus
2.8.2.9
0.12
-
N-hydroxy-N-methylaniline
pH 7, 37°C
Rattus norvegicus
2.8.2.9
0.65
-
N-hydroxy-N-ethylaniline
pH 7, 37°C
Rattus norvegicus
Organism
EC Number
Organism
UniProt
Commentary
Textmining
2.8.2.9
Rattus norvegicus
-
-
-
Source Tissue
EC Number
Source Tissue
Commentary
Organism
Textmining
2.8.2.9
liver
-
Rattus norvegicus
-
Substrates and Products (Substrate)
EC Number
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
Substrate Product ID
2.8.2.9
(1S)-2-methyl-1-phenylpropan-1-ol
stereochemical configuration is important, the other enantiomer acts as inhibitor
644831
Rattus norvegicus
adenosine 3',5'-bisphosphate + (1S)-2-methyl-1-phenylpropyl sulfate
-
-
-
?
2.8.2.9
3'-phosphoadenylylsulfate + 4-chloro-N-hydroxyaniline
-
644831
Rattus norvegicus
adenosine 3',5'-bisphosphate + ?
-
-
-
?
2.8.2.9
3'-phosphoadenylylsulfate + N-hydroxy-N-ethylaniline
-
644831
Rattus norvegicus
adenosine 3',5'-bisphosphate + ?
-
-
-
?
2.8.2.9
3'-phosphoadenylylsulfate + N-hydroxy-N-methylaniline
-
644831
Rattus norvegicus
adenosine 3',5'-bisphosphate + ?
-
-
-
?
2.8.2.9
additional information
-
644831
Rattus norvegicus
?
-
-
-
?
2.8.2.9
R-(-)-1,2,3,4-tetrahydro-1-naphthol
stereochemical configuration is important, the other enantiomer acts as inhibitor
644831
Rattus norvegicus
adenosine 3',5'-bisphosphate + (R)-(-)-1,2,3,4-tetrahydro-1-naphthyl sulfate
-
-
-
?
Ki Value [mM]
EC Number
Ki Value [mM]
Ki Value maximum [mM]
Inhibitor
Commentary
Organism
Structure
2.8.2.9
0.016
-
1-naphthoic acid
pH 7, 37°C
Rattus norvegicus
2.8.2.9
0.029
-
1-naphthaldehyde
pH 7, 37°C
Rattus norvegicus
2.8.2.9
0.041
-
2-naphthoic acid
pH 7, 37°C
Rattus norvegicus
2.8.2.9
0.067
-
salicylic acid
pH 7, 37°C
Rattus norvegicus
2.8.2.9
0.089
-
2-naphthaldehyde
pH 7, 37°C
Rattus norvegicus
2.8.2.9
0.13
-
naproxen
pH 7, 37°C
Rattus norvegicus
2.8.2.9
0.2
-
1-naphthylacetic acid
pH 7, 37°C
Rattus norvegicus
2.8.2.9
0.28
-
benzoic acid
pH 7, 37°C
Rattus norvegicus
2.8.2.9
0.41
-
2-naphthylacetic acid
pH 7, 37°C
Rattus norvegicus
2.8.2.9
1.1
-
phenylacetic acid
pH 7, 37°C
Rattus norvegicus
Inhibitors (protein specific)
EC Number
Inhibitors
Commentary
Organism
Structure
2.8.2.9
1-naphthaldehyde
reversible
Rattus norvegicus
2.8.2.9
1-naphthoic acid
-
Rattus norvegicus
2.8.2.9
1-naphthylacetic acid
competitive with respect to 1-napththalenemethanol
Rattus norvegicus
2.8.2.9
2-naphthaldehyde
reversible
Rattus norvegicus
2.8.2.9
2-naphthoic acid
reversible
Rattus norvegicus
2.8.2.9
2-naphthylacetic acid
competitive with respect to 1-napththalenemethanol
Rattus norvegicus
2.8.2.9
4-chloro-N-hydroxyaniline
at high concentrations
Rattus norvegicus
2.8.2.9
benzoic acid
competitive with respect to 1-napththalenemethanol
Rattus norvegicus
2.8.2.9
naproxen
competitive with respect to 1-napththalenemethanol
Rattus norvegicus
2.8.2.9
phenylacetic acid
competitive with respect to 1-naphthalenemethanol
Rattus norvegicus
2.8.2.9
R-(+)-2-methyl-1-phenylpropanol
competitive, reversible inhibitor, stereochemical configuration is important, the other enantiomer acts as substrate
Rattus norvegicus
2.8.2.9
S-(+)-1,2,3,4-tetrahydro-1-naphthol
competitive, reversible inhibitor, stereochemical configuration is important, the other enantiomer acts as substrate
Rattus norvegicus
2.8.2.9
salicylic acid
competitive with respect to 1-napththalenemethanol
Rattus norvegicus
Ki Value [mM] (protein specific)
EC Number
Ki Value [mM]
Ki Value maximum [mM]
Inhibitor
Commentary
Organism
Structure
2.8.2.9
0.016
-
1-naphthoic acid
pH 7, 37°C
Rattus norvegicus
2.8.2.9
0.029
-
1-naphthaldehyde
pH 7, 37°C
Rattus norvegicus
2.8.2.9
0.041
-
2-naphthoic acid
pH 7, 37°C
Rattus norvegicus
2.8.2.9
0.067
-
salicylic acid
pH 7, 37°C
Rattus norvegicus
2.8.2.9
0.089
-
2-naphthaldehyde
pH 7, 37°C
Rattus norvegicus
2.8.2.9
0.13
-
naproxen
pH 7, 37°C
Rattus norvegicus
2.8.2.9
0.2
-
1-naphthylacetic acid
pH 7, 37°C
Rattus norvegicus
2.8.2.9
0.28
-
benzoic acid
pH 7, 37°C
Rattus norvegicus
2.8.2.9
0.41
-
2-naphthylacetic acid
pH 7, 37°C
Rattus norvegicus
2.8.2.9
1.1
-
phenylacetic acid
pH 7, 37°C
Rattus norvegicus
KM Value [mM] (protein specific)
EC Number
KM Value [mM]
KM Value Maximum [mM]
Substrate
Commentary
Organism
Structure
2.8.2.9
0.026
-
4-chloro-N-hydroxyaniline
pH 7, 37°C
Rattus norvegicus
2.8.2.9
0.12
-
N-hydroxy-N-methylaniline
pH 7, 37°C
Rattus norvegicus
2.8.2.9
0.65
-
N-hydroxy-N-ethylaniline
pH 7, 37°C
Rattus norvegicus
Source Tissue (protein specific)
EC Number
Source Tissue
Commentary
Organism
Textmining
2.8.2.9
liver
-
Rattus norvegicus
-
Substrates and Products (Substrate) (protein specific)
EC Number
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
ID
2.8.2.9
(1S)-2-methyl-1-phenylpropan-1-ol
stereochemical configuration is important, the other enantiomer acts as inhibitor
644831
Rattus norvegicus
adenosine 3',5'-bisphosphate + (1S)-2-methyl-1-phenylpropyl sulfate
-
-
-
?
2.8.2.9
3'-phosphoadenylylsulfate + 4-chloro-N-hydroxyaniline
-
644831
Rattus norvegicus
adenosine 3',5'-bisphosphate + ?
-
-
-
?
2.8.2.9
3'-phosphoadenylylsulfate + N-hydroxy-N-ethylaniline
-
644831
Rattus norvegicus
adenosine 3',5'-bisphosphate + ?
-
-
-
?
2.8.2.9
3'-phosphoadenylylsulfate + N-hydroxy-N-methylaniline
-
644831
Rattus norvegicus
adenosine 3',5'-bisphosphate + ?
-
-
-
?
2.8.2.9
additional information
-
644831
Rattus norvegicus
?
-
-
-
?
2.8.2.9
R-(-)-1,2,3,4-tetrahydro-1-naphthol
stereochemical configuration is important, the other enantiomer acts as inhibitor
644831
Rattus norvegicus
adenosine 3',5'-bisphosphate + (R)-(-)-1,2,3,4-tetrahydro-1-naphthyl sulfate
-
-
-
?