EC Number | Crystallization (Comment) | Organism |
---|---|---|
4.2.1.10 | DHQ2 in complex with (2R)-2-p-methoxybenzyl-3-dehydroquinic acid, sitting drop vapour diffusion method, 20 mg/ml protein in 50 mM Tris-HCl, pH 7.5, 1 mM 2-mercaptoethanol, 1 mM EDTA, and 200 mM NaCl, with addition of (2R)-2-p-methoxybenzyl-3-dehydroquinic acid at 0.25 M in methanol and added at a ratio of 1:20 v/v, mixing of 0.002 ml protein solution with 0.002 ml reservoir solution containing 31% w/v PEG 4000 and 0.1 M sodium citrate, pH 5.0, and equilibation against 0.15 ml reservoir solution, room temperature, X-ray diffraction structure determination and analysis at 2.4-2.5 A resolution, modelling | Helicobacter pylori |
4.2.1.10 | DHQ2 in complex with (2R)-2-p-methoxybenzyl-3-dehydroquinic acid, sitting drop vapour diffusion method, 20 mg/ml protein in 50 mM Tris-HCl, pH 7.5, 1 mM 2-mercaptoethanol, 1 mM EDTA, and 200 mM NaCl, with addition of (2R)-2-p-methoxybenzyl-3-dehydroquinic acid at 0.25 M in methanol and added at a ratio of 1:20 v/v, mixing of 0.002 ml protein solution with 0.002 ml reservoir solution containing 32% v/v 2-methyl-2,4-pentanediol, 0.3 M ammonium sulfate and 0.1 M HEPES, pH 7.5, and equilibation against 0.15 ml reservoir solution, room temperature, X-ray diffraction structure determination and analysis at 2.4-2.5 A resolution, modelling | Mycobacterium tuberculosis |
EC Number | Inhibitors | Comment | Organism | Structure |
---|---|---|---|---|
4.2.1.10 | (2R)-2-p-methoxybenzyl-3-dehydroquinic acid | a reversible, competitive inhibitor of DHQ2 | Helicobacter pylori | |
4.2.1.10 | (2R)-2-p-methoxybenzyl-3-dehydroquinic acid | a reversible, competitive inhibitor of DHQ2, pH not specified in the publication, temperature not specified in the publication | Mycobacterium tuberculosis | |
4.2.1.10 | (2R)-2-p-methylbenzyl-3-dehydroquinic acid | a reversible, competitive inhibitor of DHQ2 | Helicobacter pylori | |
4.2.1.10 | (2R)-2-p-methylbenzyl-3-dehydroquinic acid | a reversible, competitive inhibitor of DHQ2, pH not specified in the publication, temperature not specified in the publication | Mycobacterium tuberculosis | |
4.2.1.10 | (2R)-2-pentafluoro-benzyl-3-dehydroquinic acid | a reversible, competitive inhibitor of DHQ2 | Helicobacter pylori | |
4.2.1.10 | (2R)-2-pentafluoro-benzyl-3-dehydroquinic acid | a reversible, competitive inhibitor of DHQ2, pH not specified in the publication, temperature not specified in the publication | Mycobacterium tuberculosis | |
4.2.1.10 | benzo[b]thiophen-5-yl-3-dehydroquinic acid | a reversible, competitive inhibitor of DHQ2 | Helicobacter pylori | |
4.2.1.10 | benzo[b]thiophen-5-yl-3-dehydroquinic acid | a reversible, competitive inhibitor of DHQ2, pH not specified in the publication, temperature not specified in the publication | Mycobacterium tuberculosis | |
4.2.1.10 | additional information | binding mechanism of (2R)-2-benzyl-3-dehydroquinic acids, molecular dynamics simulations, overview | Helicobacter pylori | |
4.2.1.10 | additional information | binding mechanism of (2R)-2-benzyl-3-dehydroquinic acids, molecular dynamics simulations, overview | Mycobacterium tuberculosis |
EC Number | Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
---|---|---|---|---|---|---|---|
4.2.1.10 | 3-dehydroquinate | Mycobacterium tuberculosis | - |
3-dehydroshikimate + H2O | - |
? | |
4.2.1.10 | 3-dehydroquinate | Helicobacter pylori | - |
3-dehydroshikimate + H2O | - |
? |
EC Number | Organism | UniProt | Comment | Textmining |
---|---|---|---|---|
4.2.1.10 | Helicobacter pylori | Q48255 | - |
- |
4.2.1.10 | Mycobacterium tuberculosis | - |
- |
- |
EC Number | Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|---|
4.2.1.10 | 3-dehydroquinate | - |
Mycobacterium tuberculosis | 3-dehydroshikimate + H2O | - |
? | |
4.2.1.10 | 3-dehydroquinate | - |
Helicobacter pylori | 3-dehydroshikimate + H2O | - |
? |
EC Number | Synonyms | Comment | Organism |
---|---|---|---|
4.2.1.10 | DHQ2 | - |
Mycobacterium tuberculosis |
4.2.1.10 | DHQ2 | - |
Helicobacter pylori |
4.2.1.10 | Type II dehydroquinase | - |
Mycobacterium tuberculosis |
4.2.1.10 | Type II dehydroquinase | - |
Helicobacter pylori |
EC Number | IC50 Value | IC50 Value Maximum | Comment | Organism | Inhibitor | Structure |
---|---|---|---|---|---|---|
4.2.1.10 | 0.000026 | - |
pH not specified in the publication, temperature not specified in the publication | Mycobacterium tuberculosis | (2R)-2-p-methoxybenzyl-3-dehydroquinic acid | |
4.2.1.10 | 0.000028 | - |
pH not specified in the publication, temperature not specified in the publication | Mycobacterium tuberculosis | benzo[b]thiophen-5-yl-3-dehydroquinic acid | |
4.2.1.10 | 0.000047 | - |
pH not specified in the publication, temperature not specified in the publication | Mycobacterium tuberculosis | (2R)-2-pentafluoro-benzyl-3-dehydroquinic acid | |
4.2.1.10 | 0.000089 | - |
pH not specified in the publication, temperature not specified in the publication | Mycobacterium tuberculosis | (2R)-2-p-methylbenzyl-3-dehydroquinic acid | |
4.2.1.10 | 0.00016 | - |
pH and temperature not specified in the publication | Helicobacter pylori | benzo[b]thiophen-5-yl-3-dehydroquinic acid | |
4.2.1.10 | 0.00017 | - |
pH and temperature not specified in the publication | Helicobacter pylori | (2R)-2-p-methoxybenzyl-3-dehydroquinic acid | |
4.2.1.10 | 0.00025 | - |
pH and temperature not specified in the publication | Helicobacter pylori | (2R)-2-p-methylbenzyl-3-dehydroquinic acid | |
4.2.1.10 | 0.0026 | - |
pH and temperature not specified in the publication | Helicobacter pylori | (2R)-2-pentafluoro-benzyl-3-dehydroquinic acid |
EC Number | General Information | Comment | Organism |
---|---|---|---|
4.2.1.10 | evolution | There are two distinct dehydroquinases, designated as type I DHQ1, and type II DHQ2, which have different biochemical and biophysical properties and exhibit little sequence similarity. Both subtypes catalyze the same overall reaction through independent mechanisms and with opposite stereochemistry. Type I DHQ occurs in Escherichia coli and Salmonella typhimurium, type II DHQ in Mycobacterium tuberculosis, Streptomyces coelicolor and Helicobacter pylori | Mycobacterium tuberculosis |
4.2.1.10 | evolution | There are two distinct dehydroquinases, designated as type I DHQ1, and type II DHQ2, which have different biochemical and biophysical properties and exhibit little sequence similarity. Both subtypes catalyze the same overall reaction through independent mechanisms and with opposite stereochemistry. Type I DHQ occurs in Escherichia coli and Salmonella typhimurium, type II DHQ in Mycobacterium tuberculosis, Streptomyces coelicolor and Helicobacter pylori | Helicobacter pylori |
4.2.1.10 | metabolism | dehydroquinase is the third enzyme in the shikimic acid pathway and catalyzes the reversible dehydration of 3-dehydroquinic acid to form 3-dehydroshikimic acid | Mycobacterium tuberculosis |
4.2.1.10 | metabolism | dehydroquinase is the third enzyme in the shikimic acid pathway and catalyzes the reversible dehydration of 3-dehydroquinic acid to form 3-dehydroshikimic acid | Helicobacter pylori |