Crystallization (Comment) | Organism |
---|---|
in complex with inhibitors, using 32% (v/v) 2-methyl-2,4-pentanediol, 0.3 M ammonium sulfate and 0.1 M 4-(2-hydroxyethyl)piperazine-1-ethanesulfonic acid sodium salt, pH 7.5 | Mycobacterium tuberculosis |
Inhibitors | Comment | Organism | Structure |
---|---|---|---|
(1R,4R,5R)-1,4,5-trihydroxy-3-(2-hydroxy)ethylcyclohex-2-ene-1-carboxylic acid | - |
Helicobacter pylori | |
(1R,4R,5R)-1,4,5-trihydroxy-3-(2-hydroxy)ethylcyclohex-2-ene-1-carboxylic acid | - |
Mycobacterium tuberculosis | |
(1R,4R,5R)-1,4,5-trihydroxy-3-hydroxymethylcyclohex-2-en-1-carboxylic acid | - |
Helicobacter pylori | |
(1R,4R,5R)-1,4,5-trihydroxy-3-hydroxymethylcyclohex-2-en-1-carboxylic acid | - |
Mycobacterium tuberculosis | |
(1R,4R,5R)-1,4,5-trihydroxy-3-[(1R)-1-chloro-2-phenylethyl]cyclohex-2-en-1-carboxylic acid | - |
Helicobacter pylori | |
(1R,4R,5R)-1,4,5-trihydroxy-3-[(1R)-1-chloro-2-phenylethyl]cyclohex-2-en-1-carboxylic acid | - |
Mycobacterium tuberculosis | |
(1R,4R,5R)-1,4,5-trihydroxy-3-[(1R)-1-hydroxy-2-phenylethyl]cyclohex-2-en-1-carboxylic acid | - |
Helicobacter pylori | |
(1R,4R,5R)-1,4,5-trihydroxy-3-[(1R)-1-hydroxy-2-phenylethyl]cyclohex-2-en-1-carboxylic acid | - |
Mycobacterium tuberculosis | |
(1R,4R,5R)-1,4,5-trihydroxy-3-[(1S)-1-chloro-2-phenylethyl]cyclohex-2-en-1-carboxylic acid | - |
Helicobacter pylori | |
(1R,4R,5R)-1,4,5-trihydroxy-3-[(1S)-1-chloro-2-phenylethyl]cyclohex-2-en-1-carboxylic acid | - |
Mycobacterium tuberculosis | |
(1R,4R,5R)-1,4,5-trihydroxy-3-[(1S)-1-hydroxy-2-phenylethyl]cyclohex-2-en-1-carboxylic acid | - |
Helicobacter pylori | |
(1R,4R,5R)-1,4,5-trihydroxy-3-[(1S)-1-hydroxy-2-phenylethyl]cyclohex-2-en-1-carboxylic acid | - |
Mycobacterium tuberculosis | |
(1R,4S,5R)-1,4,5-trihydroxy-3-(naphthalen-2-ylmethoxy)cyclohex-2-ene-1-carboxylic acid | competitive inhibitor | Helicobacter pylori | |
(1R,4S,5R)-1,4,5-trihydroxy-3-(naphthalen-2-ylmethoxy)cyclohex-2-ene-1-carboxylic acid | competitive inhibitor | Mycobacterium tuberculosis | |
(1R,4S,5R)-1,4,5-trihydroxy-3-[(5-methyl-1-benzothiophen-2-yl)methoxy]cyclohex-2-ene-1-carboxylic acid | competitive inhibitor | Helicobacter pylori | |
(1R,4S,5R)-1,4,5-trihydroxy-3-[(5-methyl-1-benzothiophen-2-yl)methoxy]cyclohex-2-ene-1-carboxylic acid | competitive inhibitor | Mycobacterium tuberculosis | |
(1R,4S,5R)-3-(1-benzothiophen-2-ylmethoxy)-1,4,5-trihydroxycyclohex-2-ene-1-carboxylic acid | competitive inhibitor | Helicobacter pylori | |
(1R,4S,5R)-3-(1-benzothiophen-2-ylmethoxy)-1,4,5-trihydroxycyclohex-2-ene-1-carboxylic acid | competitive inhibitor | Mycobacterium tuberculosis |
Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
---|---|---|---|---|---|---|
3-dehydroquinate | Helicobacter pylori | - |
3-dehydroshikimate + H2O | - |
? | |
3-dehydroquinate | Mycobacterium tuberculosis | - |
3-dehydroshikimate + H2O | - |
? |
Organism | UniProt | Comment | Textmining |
---|---|---|---|
Helicobacter pylori | - |
- |
- |
Mycobacterium tuberculosis | P9WPX7 | - |
- |
Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|
3-dehydroquinate | - |
Helicobacter pylori | 3-dehydroshikimate + H2O | - |
? | |
3-dehydroquinate | - |
Mycobacterium tuberculosis | 3-dehydroshikimate + H2O | - |
? |
Synonyms | Comment | Organism |
---|---|---|
aroD | - |
Helicobacter pylori |
aroD | - |
Mycobacterium tuberculosis |
DHQ2 | - |
Helicobacter pylori |
DHQ2 | - |
Mycobacterium tuberculosis |
Type II dehydroquinase | - |
Helicobacter pylori |
Type II dehydroquinase | - |
Mycobacterium tuberculosis |
Ki Value [mM] | Ki Value maximum [mM] | Inhibitor | Comment | Organism | Structure |
---|---|---|---|---|---|
0.00048 | - |
(1R,4R,5R)-1,4,5-trihydroxy-3-[(1R)-1-chloro-2-phenylethyl]cyclohex-2-en-1-carboxylic acid | at pH 7.0, 25°C, 50 mM Tris-HCl | Mycobacterium tuberculosis | |
0.0105 | - |
(1R,4R,5R)-1,4,5-trihydroxy-3-[(1R)-1-chloro-2-phenylethyl]cyclohex-2-en-1-carboxylic acid | at pH 7.0, 25°C, 50 mM Tris-HCl | Helicobacter pylori | |
0.0112 | - |
(1R,4R,5R)-1,4,5-trihydroxy-3-hydroxymethylcyclohex-2-en-1-carboxylic acid | at pH 7.0, 25°C, 50 mM Tris-HCl | Mycobacterium tuberculosis | |
0.0145 | - |
(1R,4R,5R)-1,4,5-trihydroxy-3-[(1S)-1-chloro-2-phenylethyl]cyclohex-2-en-1-carboxylic acid | at pH 7.0, 25°C, 50 mM Tris-HCl | Mycobacterium tuberculosis | |
0.015 | - |
(1R,4R,5R)-1,4,5-trihydroxy-3-(2-hydroxy)ethylcyclohex-2-ene-1-carboxylic acid | at pH 7.0, 25°C, 50 mM Tris-HCl | Mycobacterium tuberculosis | |
0.027 | - |
(1R,4R,5R)-1,4,5-trihydroxy-3-[(1R)-1-hydroxy-2-phenylethyl]cyclohex-2-en-1-carboxylic acid | at pH 7.0, 25°C, 50 mM Tris-HCl | Mycobacterium tuberculosis | |
0.033 | - |
(1R,4R,5R)-1,4,5-trihydroxy-3-[(1R)-1-hydroxy-2-phenylethyl]cyclohex-2-en-1-carboxylic acid | at pH 7.0, 25°C, 50 mM Tris-HCl | Helicobacter pylori | |
0.034 | - |
(1R,4R,5R)-1,4,5-trihydroxy-3-[(1S)-1-hydroxy-2-phenylethyl]cyclohex-2-en-1-carboxylic acid | at pH 7.0, 25°C, 50 mM Tris-HCl | Mycobacterium tuberculosis | |
0.037 | - |
(1R,4R,5R)-1,4,5-trihydroxy-3-[(1S)-1-hydroxy-2-phenylethyl]cyclohex-2-en-1-carboxylic acid | at pH 7.0, 25°C, 50 mM Tris-HCl | Helicobacter pylori | |
0.0405 | - |
(1R,4R,5R)-1,4,5-trihydroxy-3-[(1S)-1-chloro-2-phenylethyl]cyclohex-2-en-1-carboxylic acid | at pH 7.0, 25°C, 50 mM Tris-HCl | Helicobacter pylori | |
0.188 | - |
(1R,4R,5R)-1,4,5-trihydroxy-3-(2-hydroxy)ethylcyclohex-2-ene-1-carboxylic acid | at pH 7.0, 25°C, 50 mM Tris-HCl | Helicobacter pylori | |
0.282 | - |
(1R,4R,5R)-1,4,5-trihydroxy-3-hydroxymethylcyclohex-2-en-1-carboxylic acid | at pH 7.0, 25°C, 50 mM Tris-HCl | Helicobacter pylori |
IC50 Value | IC50 Value Maximum | Comment | Organism | Inhibitor | Structure |
---|---|---|---|---|---|
0.000028 | - |
at pH 7.0 and 25°C | Mycobacterium tuberculosis | (1R,4S,5R)-3-(1-benzothiophen-2-ylmethoxy)-1,4,5-trihydroxycyclohex-2-ene-1-carboxylic acid | |
0.000035 | - |
at pH 7.0 and 25°C | Mycobacterium tuberculosis | (1R,4S,5R)-1,4,5-trihydroxy-3-(naphthalen-2-ylmethoxy)cyclohex-2-ene-1-carboxylic acid | |
0.000042 | - |
at pH 7.0 and 25°C | Mycobacterium tuberculosis | (1R,4S,5R)-1,4,5-trihydroxy-3-[(5-methyl-1-benzothiophen-2-yl)methoxy]cyclohex-2-ene-1-carboxylic acid |