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Literature summary extracted from

  • Song, Y.; Lin, F.; Yin, F.; Hensler, M.; Poveda, C.; Mukkamala, D.; Cao, R.; Wang, H.; Morita, C.; Pacanowska, D.; Nizet, V.; Oldfield, E.
    Phosphonosulfonates are potent, selective inhibitors of dehydrosqualene synthase and staphyloxanthin biosynthesis in Staphylococcus aureus (2009), J. Med. Chem., 52, 976-988.
    View publication on PubMedView publication on EuropePMC

Cloned(Commentary)

EC Number Cloned (Comment) Organism
2.5.1.96 expression in Escherichia coli Staphylococcus aureus

Inhibitors

EC Number Inhibitors Comment Organism Structure
2.5.1.96 (S)-1-phosphono-4-(3-phenoxyphenyl)butylsulfonic acid far more active than (R)-compound both in vitro an in cells Staphylococcus aureus
2.5.1.96 1-phosphono-4-[3-(3,4-difluorophenoxy)phenyl]butylsulfonic acid
-
Staphylococcus aureus
2.5.1.96 1-phosphono-4-[3-(3-fluorophenoxy)phenyl]butylsulfonic acid
-
Staphylococcus aureus
2.5.1.96 1-phosphono-4-[3-(4-fluorophenoxy)phenyl]butylsulfonic acid
-
Staphylococcus aureus
2.5.1.96 1-phosphono-4-[3-(4-propylphenoxy)phenyl]butylsulfonic acid potent inhibitor in cell-based assay Staphylococcus aureus
2.5.1.96 4-(4-biphenyl)butyldiphosphonic acid
-
Staphylococcus aureus
2.5.1.96 4-[4-(4-trifluoromethylphenyl)phenyl]butyldiphosphonic acid
-
Staphylococcus aureus

Organism

EC Number Organism UniProt Comment Textmining
2.5.1.96 Staphylococcus aureus A9JQL9
-
-

Synonyms

EC Number Synonyms Comment Organism
2.5.1.96 CrtM
-
Staphylococcus aureus
2.5.1.96 dehydrosqualene synthase
-
Staphylococcus aureus

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
2.5.1.96 0.0002
-
pH 7.4, 20°C Staphylococcus aureus 4-[4-(4-trifluoromethylphenyl)phenyl]butyldiphosphonic acid
2.5.1.96 0.0005
-
pH 7.4, 20°C Staphylococcus aureus 4-(4-biphenyl)butyldiphosphonic acid
2.5.1.96 0.0014
-
pH 7.4, 20°C Staphylococcus aureus (S)-1-phosphono-4-(3-phenoxyphenyl)butylsulfonic acid
2.5.1.96 0.0021
-
pH 7.4, 20°C Staphylococcus aureus 1-phosphono-4-[3-(3-fluorophenoxy)phenyl]butylsulfonic acid
2.5.1.96 0.0022
-
pH 7.4, 20°C Staphylococcus aureus 1-phosphono-4-[3-(4-propylphenoxy)phenyl]butylsulfonic acid
2.5.1.96 0.0022
-
pH 7.4, 20°C Staphylococcus aureus 1-phosphono-4-[3-(3,4-difluorophenoxy)phenyl]butylsulfonic acid
2.5.1.96 0.0023
-
pH 7.4, 20°C Staphylococcus aureus 1-phosphono-4-[3-(4-fluorophenoxy)phenyl]butylsulfonic acid