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Literature summary for 3.1.6.1 extracted from

  • Hanson, S.R.; Whalen, L.J.; Wong, C.H.
    Synthesis and evaluation of general mechanism-based inhibitors of sulfatases based on (difluoro)methyl phenyl sulfate and cyclic phenyl sulfamate motifs (2006), Bioorg. Med. Chem., 14, 8386-8395.
    View publication on PubMedView publication on EuropePMC

Cloned(Commentary)

Cloned (Comment) Organism
expression in Escherichia coli Pseudomonas aeruginosa

Inhibitors

Inhibitors Comment Organism Structure
1,2,3-benzoxathiazine 2,2-dioxide irreversible Pseudomonas aeruginosa
2-(difluoromethyl)phenyl hydrogen sulfate competitive Pseudomonas aeruginosa
3,4-dihydro-1,2,3-benzoxathiazine 2,2-dioxide irreversible Pseudomonas aeruginosa
3H-1,2,3-benzoxathiazole 2,2-dioxide irreversible Pseudomonas aeruginosa
4-(difluoromethyl)phenyl hydrogen sulfate competitive Pseudomonas aeruginosa
phenyl sulfamate irreversible Pseudomonas aeruginosa

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.0066
-
4-Methylumbelliferyl sulfate pH 8.9, 30°C Pseudomonas aeruginosa
0.042
-
4-nitrophenyl sulfate pH 8.9, 30°C Pseudomonas aeruginosa
0.55
-
2-methyl-4-nitrophenyl sulfate pH 8.9, 30°C Pseudomonas aeruginosa

Organism

Organism UniProt Comment Textmining
Pseudomonas aeruginosa
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2-methyl-4-nitrophenyl sulfate + H2O
-
Pseudomonas aeruginosa 2-methyl-4-nitrophenol + sulfate
-
?
4-methylumbelliferyl sulfate + H2O
-
Pseudomonas aeruginosa 4-methylumbelliferone + sulfate
-
?
4-nitrophenyl sulfate + H2O
-
Pseudomonas aeruginosa 4-nitrophenol + sulfate
-
?

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.0045
-
phenyl sulfamate pH 8.9, 30°C Pseudomonas aeruginosa
0.029
-
4-(difluoromethyl)phenyl hydrogen sulfate pH 8.9, 30°C Pseudomonas aeruginosa
0.401
-
3H-1,2,3-benzoxathiazole 2,2-dioxide pH 8.9, 30°C Pseudomonas aeruginosa
0.975
-
3,4-dihydro-1,2,3-benzoxathiazine 2,2-dioxide pH 8.9, 30°C Pseudomonas aeruginosa
1.302
-
2-(difluoromethyl)phenyl hydrogen sulfate pH 8.9, 30°C Pseudomonas aeruginosa