Any feedback?
Please rate this page
(literature.php)
(0/150)

BRENDA support

Literature summary extracted from

  • Han, C.; Zhang, J.; Chen, L.; Chen, K.; Shen, X.; Jiang, H.
    Discovery of Helicobacter pylori shikimate kinase inhibitors: bioassay and molecular modeling (2007), Bioorg. Med. Chem., 15, 656-662.
    View publication on PubMed

Cloned(Commentary)

EC Number Cloned (Comment) Organism
2.7.1.71 expressed in Escherichia coli BL21(DE3) cells Helicobacter pylori

Crystallization (Commentary)

EC Number Crystallization (Comment) Organism
2.7.1.71 molecular modeling and docking of inhibitors. The active site is rather roomy and deep, forming an L-shape channel on the surface of the protein, and compound 3-methoxy-4-[[2-([2-methoxy-4-[(4-oxo-2-thioxo-1,3-thiazolidin-5-ylidene)methyl]phenoxy]methyl)benzyl]oxy]benzaldehyde prefers the corner area of L-shape channel, while compound 5-bromo-2-(5-[[1-(3,4-dichlorophenyl)-3,5-dioxo-4-pyrazolidinylidene]methyl]-2-furyl)benzoic acid binds the short arm of the channel in the binding interactions Helicobacter pylori

Inhibitors

EC Number Inhibitors Comment Organism Structure
2.7.1.71 3-methoxy-4-[[2-([2-methoxy-4-[(4-oxo-2-thioxo-1,3-thiazolidin-5-ylidene)methyl]phenoxy]methyl)benzyl]oxy]benzaldehyde noncompetitive inhibitor with respect to both shikimate and MgATP Helicobacter pylori
2.7.1.71 5-bromo-2-(5-[[1-(3,4-dichlorophenyl)-3,5-dioxo-4-pyrazolidinylidene]methyl]-2-furyl)benzoic acid competitive inhibitor toward shikimate and noncompetitive inhibitor with respect to MgATP Helicobacter pylori

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
2.7.1.71 Mg2+ required for activity Helicobacter pylori

Organism

EC Number Organism UniProt Comment Textmining
2.7.1.71 Helicobacter pylori
-
-
-
2.7.1.71 Helicobacter pylori SS1
-
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
2.7.1.71 immobilized-nickel ion affinity chromatography and Sephacryl S-100 gel filtration Helicobacter pylori

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.7.1.71 ATP + shikimate
-
 Helicobacter pylori ADP + shikimate 3-phosphate
-
 ?
2.7.1.71 ATP + shikimate
-
 Helicobacter pylori SS1 ADP + shikimate 3-phosphate
-
 ?

Cofactor

EC Number Cofactor Comment Organism Structure
2.7.1.71 ATP
-
 Helicobacter pylori

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
2.7.1.71 0.00219
-
 5-bromo-2-(5-[[1-(3,4-dichlorophenyl)-3,5-dioxo-4-pyrazolidinylidene]methyl]-2-furyl)benzoic acid pH 8.0, 25°C Helicobacter pylori
2.7.1.71 0.00219
-
 5-bromo-2-(5-[[1-(3,4-dichlorophenyl)-3,5-dioxo-4-pyrazolidinylidene]methyl]-2-furyl)benzoic acid in 100 mM Tris–HCl (pH 8.0), 50 mM KCl, 5 mM MgCl2, 2 mM ATP, 2 mM phosphoenolpyruvate, 0.7 mM NADH, 3 U/ml proteinase K, 2.5 U/ml lactate dehydrogenase, and 2 mM shikimate, at 25°C Helicobacter pylori
2.7.1.71 0.00948
-
 3-methoxy-4-[[2-([2-methoxy-4-[(4-oxo-2-thioxo-1,3-thiazolidin-5-ylidene)methyl]phenoxy]methyl)benzyl]oxy]benzaldehyde pH 8.0, 25°C Helicobacter pylori
2.7.1.71 0.00948
-
 3-methoxy-4-[[2-([2-methoxy-4-[(4-oxo-2-thioxo-1,3-thiazolidin-5-ylidene)methyl]phenoxy]methyl)benzyl]oxy]benzaldehyde in 100 mM Tris–HCl (pH 8.0), 50 mM KCl, 5 mM MgCl2, 2 mM ATP, 2 mM phosphoenolpyruvate, 0.7 mM NADH, 3 U/ml proteinase K, 2.5 U/ml lactate dehydrogenase, and 2 mM shikimate, at 25°C Helicobacter pylori

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
2.7.1.71 0.0055
-
 in 100 mM Tris–HCl (pH 8.0), 50 mM KCl, 5 mM MgCl2, 2 mM ATP, 2 mM phosphoenolpyruvate, 0.7 mM NADH, 3 U/ml proteinase K, 2.5 U/ml lactate dehydrogenase, and 2 mM shikimate, at 25°C Helicobacter pylori 3-methoxy-4-[[2-([2-methoxy-4-[(4-oxo-2-thioxo-1,3-thiazolidin-5-ylidene)methyl]phenoxy]methyl)benzyl]oxy]benzaldehyde
2.7.1.71 0.0064
-
 in 100 mM Tris–HCl (pH 8.0), 50 mM KCl, 5 mM MgCl2, 2 mM ATP, 2 mM phosphoenolpyruvate, 0.7 mM NADH, 3 U/ml proteinase K, 2.5 U/ml lactate dehydrogenase, and 2 mM shikimate, at 25°C Helicobacter pylori 5-bromo-2-(5-[[1-(3,4-dichlorophenyl)-3,5-dioxo-4-pyrazolidinylidene]methyl]-2-furyl)benzoic acid