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Literature summary for 3.6.1.27 extracted from

  • Wang, Y.; Desai, J.; Zhang, Y.; Malwal, S.R.; Shin, C.J.; Feng, X.; Sun, H.; Liu, G.; Guo, R.T.; Oldfield, E.
    Bacterial cell growth inhibitors targeting undecaprenyl diphosphate synthase and undecaprenyl diphosphate phosphatase (2016), ChemMedChem, 11, 2311-2319 .
    View publication on PubMedView publication on EuropePMC
Search for more literature for 3.6.1.27

Application

Application Comment Organism
pharmacology the enzyme is an attractive drug target since it is not used by humans Escherichia coli

Inhibitors

Inhibitors Comment Organism Structure
(5-bromo-2-[[3-(octyloxy)phenyl]methoxy]phenyl)phosphonic acid
-
 Escherichia coli
2-(N-methyl-3-(octyloxy)benzamido)phenylphosphonic acid
-
 Escherichia coli
2-methoxy-6-[3-(octyloxy)benzamido]benzoic acid
-
 Escherichia coli
2-[3,4-bis(2-methoxyethoxy)benzamido]-5-bromobenzoic acid
-
 Escherichia coli
2-[3-(hexyloxy)benzamido]benzoic acid
-
 Escherichia coli
2-[3-(octyloxy)benzamido]-5-(trifluoromethoxy)benzoic acid most potent inhibitor Escherichia coli
2-[3-(octyloxy)benzamido]-5-phosphonobenzoic acid
-
 Escherichia coli
2-[3-(octyloxy)benzamido]benzoic acid
-
 Escherichia coli
2-[methyl[3-(octyloxy)benzoyl]amino]benzoic acid
-
 Escherichia coli
3,4,5-trimethoxy-2-[3-(octyloxy)benzamido]benzoic acid
-
 Escherichia coli
3-fluoro-2-[3-(octyloxy)benzamido]benzoic acid
-
 Escherichia coli
3-[3-(hexyloxy)benzamido]-4-hydroxybenzoic acid
-
 Escherichia coli
3-[3-(octyloxy)benzamido]benzene-1,2-dicarboxylic acid
-
 Escherichia coli
3-[3-(octyloxy)benzamido]benzoic acid
-
 Escherichia coli
4,5-difluoro-2-[3-(octyloxy)benzamido]benzoic acid
-
 Escherichia coli
4-hydroxy-3-[3-(octyloxy)benzamido]benzoic acid
-
 Escherichia coli
4-[3-(octyloxy)benzamido]benzene-1,3-dicarboxylic acid
-
 Escherichia coli
5-(diethoxyphosphoryl)-2-[3-(octyloxy)benzamido]benzoic acid
-
 Escherichia coli
5-(methanesulfonyl)-2-[3-(octyloxy)benzamido]benzoic acid
-
 Escherichia coli
5-bromo-2-[3-(3,3-dimethylbut-1-yn-1-yl)benzamido]benzoic acid
-
 Escherichia coli
5-bromo-2-[3-(octyloxy)benzamido]benzoic acid
-
 Escherichia coli
5-chloro-2-[3-(octyloxy)benzamido]benzoic acid
-
 Escherichia coli
5-fluoro-2-(3-(octyloxy)benzamido)benzoic acid
-
 Escherichia coli
5-fluoro-2-[3-(hexyloxy)benzamido]benzoic acid
-
 Escherichia coli
5-fluoro-2-[3-(octyloxy)benzamido]benzoic acid
-
 Escherichia coli
5-hydroxy-2-[3-(octyloxy)benzamido]benzoic acid
-
 Escherichia coli
5-methoxy-2-[3-(octyloxy)benzamido]benzoic acid
-
 Escherichia coli
5-methoxy-4-(2-methoxyethoxy)-2-[3-(octyloxy)benzamido]benzoic acid
-
 Escherichia coli
5-nitro-2-[3-(octyloxy)benzamido]benzoic acid
-
 Escherichia coli
5-[3-(octyloxy)benzamido]benzene-1,3-dicarboxylic acid
-
 Escherichia coli
bacitracin
-
 Escherichia coli
N-(2-carbamoylphenyl)-3-(octyloxy)benzamide
-
 Escherichia coli
[2-[3-(octyloxy)benzamido]phenyl]phosphonic acid
-
 Escherichia coli
[3-[3-(octyloxy)benzamido]phenyl]phosphonic acid
-
 Escherichia coli

Localization

Localization Comment Organism GeneOntology No. Textmining
membrane
-
 Escherichia coli 16020
-

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
ditrans,octacis-undecaprenyl diphosphate + H2O Escherichia coli
-
 ditrans,octacis-undecaprenyl phosphate + phosphate
-
 ?
undecaprenyl diphosphate + H2O Escherichia coli
-
 undecaprenyl phosphate + phosphate
-
 ?

Organism

Organism UniProt Comment Textmining
Escherichia coli
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
ditrans,octacis-undecaprenyl diphosphate + H2O
-
 Escherichia coli ditrans,octacis-undecaprenyl phosphate + phosphate
-
 ?
undecaprenyl diphosphate + H2O
-
 Escherichia coli undecaprenyl phosphate + phosphate
-
 ?

Synonyms

Synonyms Comment Organism
undecaprenyl diphosphate phosphatase
-
 Escherichia coli
UppP
-
 Escherichia coli

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.00083
-
 at pH 7.5 and 20°C Escherichia coli 2-[3-(octyloxy)benzamido]-5-(trifluoromethoxy)benzoic acid
0.00083
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli 2-[3-(octyloxy)benzamido]-5-(trifluoromethoxy)benzoic acid
0.0013
-
 at pH 7.5 and 20°C Escherichia coli 5-nitro-2-[3-(octyloxy)benzamido]benzoic acid
0.0013
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli 5-fluoro-2-[3-(octyloxy)benzamido]benzoic acid
0.0027
-
 at pH 7.5 and 20°C Escherichia coli 5-fluoro-2-(3-(octyloxy)benzamido)benzoic acid
0.0027
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli 5-fluoro-2-[3-(octyloxy)benzamido]benzoic acid
0.003
-
 at pH 7.5 and 20°C Escherichia coli 5-chloro-2-[3-(octyloxy)benzamido]benzoic acid
0.003
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli 5-chloro-2-[3-(octyloxy)benzamido]benzoic acid
0.0034
-
 at pH 7.5 and 20°C Escherichia coli 4,5-difluoro-2-[3-(octyloxy)benzamido]benzoic acid
0.0034
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli 4,5-difluoro-2-[3-(octyloxy)benzamido]benzoic acid
0.0042
-
 at pH 7.5 and 20°C Escherichia coli 2-[3-(octyloxy)benzamido]-5-phosphonobenzoic acid
0.0042
-
 at pH 7.5 and 20°C Escherichia coli 5-bromo-2-[3-(octyloxy)benzamido]benzoic acid
0.0042
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli 2-[3-(octyloxy)benzamido]-5-phosphonobenzoic acid
0.0042
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli 5-bromo-2-[3-(octyloxy)benzamido]benzoic acid
0.0065
-
 at pH 7.5 and 20°C Escherichia coli 2-(N-methyl-3-(octyloxy)benzamido)phenylphosphonic acid
0.0065
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli [2-[3-(octyloxy)benzamido]phenyl]phosphonic acid
0.0067
-
 at pH 7.5 and 20°C Escherichia coli (5-bromo-2-[[3-(octyloxy)phenyl]methoxy]phenyl)phosphonic acid
0.0067
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli (5-bromo-2-[[3-(octyloxy)phenyl]methoxy]phenyl)phosphonic acid
0.0071
-
 at pH 7.5 and 20°C Escherichia coli [3-[3-(octyloxy)benzamido]phenyl]phosphonic acid
0.0085
-
 at pH 7.5 and 20°C Escherichia coli 3-fluoro-2-[3-(octyloxy)benzamido]benzoic acid
0.0085
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli 5-(diethoxyphosphoryl)-2-[3-(octyloxy)benzamido]benzoic acid
0.0098
-
 at pH 7.5 and 20°C Escherichia coli 5-(methanesulfonyl)-2-[3-(octyloxy)benzamido]benzoic acid
0.0098
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli 5-(methanesulfonyl)-2-[3-(octyloxy)benzamido]benzoic acid
0.01
-
 at pH 7.5 and 20°C Escherichia coli 2-[3-(octyloxy)benzamido]benzoic acid
0.01
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli 2-[3-(octyloxy)benzamido]benzoic acid
0.011
-
 at pH 7.5 and 20°C Escherichia coli 5-hydroxy-2-[3-(octyloxy)benzamido]benzoic acid
0.011
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli 5-hydroxy-2-[3-(octyloxy)benzamido]benzoic acid
0.02
-
 at pH 7.5 and 20°C Escherichia coli 5-fluoro-2-[3-(hexyloxy)benzamido]benzoic acid
0.02
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli 5-fluoro-2-[3-(hexyloxy)benzamido]benzoic acid
0.031
-
 at pH 7.5 and 20°C Escherichia coli 4-hydroxy-3-[3-(octyloxy)benzamido]benzoic acid
0.031
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli 3-[3-(hexyloxy)benzamido]-4-hydroxybenzoic acid
0.032
-
 pH and temperature not specified in the publication Escherichia coli bacitracin
0.032
-
 at pH 7.5 and 20°C Escherichia coli bacitracin
0.045
-
 at pH 7.5 and 20°C Escherichia coli 2-[3-(hexyloxy)benzamido]benzoic acid
0.045
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli 2-[3-(hexyloxy)benzamido]benzoic acid
0.073
-
 at pH 7.5 and 20°C Escherichia coli 3-[3-(octyloxy)benzamido]benzoic acid
0.073
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli 3-[3-(octyloxy)benzamido]benzoic acid
0.2
-
 IC50 above 0.2 mM, at pH 7.5 and 20°C Escherichia coli 2-methoxy-6-[3-(octyloxy)benzamido]benzoic acid
0.2
-
 IC50 above 0.2 mM, at pH 7.5 and 20°C Escherichia coli 2-[3,4-bis(2-methoxyethoxy)benzamido]-5-bromobenzoic acid
0.2
-
 IC50 above 0.2 mM, at pH 7.5 and 20°C Escherichia coli 2-[methyl[3-(octyloxy)benzoyl]amino]benzoic acid
0.2
-
 IC50 above 0.2 mM, at pH 7.5 and 20°C Escherichia coli 3,4,5-trimethoxy-2-[3-(octyloxy)benzamido]benzoic acid
0.2
-
 IC50 above 0.2 mM, at pH 7.5 and 20°C Escherichia coli 3-[3-(octyloxy)benzamido]benzene-1,2-dicarboxylic acid
0.2
-
 IC50 above 0.2 mM, at pH 7.5 and 20°C Escherichia coli 4-[3-(octyloxy)benzamido]benzene-1,3-dicarboxylic acid
0.2
-
 IC50 above 0.2 mM, at pH 7.5 and 20°C Escherichia coli 5-(diethoxyphosphoryl)-2-[3-(octyloxy)benzamido]benzoic acid
0.2
-
 IC50 above 0.2 mM, at pH 7.5 and 20°C Escherichia coli 5-bromo-2-[3-(3,3-dimethylbut-1-yn-1-yl)benzamido]benzoic acid
0.2
-
 IC50 above 0.2 mM, at pH 7.5 and 20°C Escherichia coli 5-methoxy-2-[3-(octyloxy)benzamido]benzoic acid
0.2
-
 IC50 above 0.2 mM, at pH 7.5 and 20°C Escherichia coli 5-methoxy-4-(2-methoxyethoxy)-2-[3-(octyloxy)benzamido]benzoic acid
0.2
-
 IC50 above 0.2 mM, at pH 7.5 and 20°C Escherichia coli 5-[3-(octyloxy)benzamido]benzene-1,3-dicarboxylic acid
0.2
-
 IC50 above 0.2 mM, at pH 7.5 and 20°C Escherichia coli N-(2-carbamoylphenyl)-3-(octyloxy)benzamide