Application | Comment | Organism |
---|---|---|
drug development | absence of the shikimate patway from humans makes the enzymes of this pathway potential drug targets | Mycobacterium tuberculosis |
Cloned (Comment) | Organism |
---|---|
gene aroD, expression in Escherichia coli strain BL21(DE3) as His6-tagged protein. The enzyme is cloned with a thrombin cleavage site or the pET28b vector with a modified tobacco etch virus cleavage site after the N-terminal His6 tag | Mycobacterium tuberculosis |
Crystallization (Comment) | Organism |
---|---|
enzyme in complex with product 3-dehydroshikimate, X-ray diffraction structure determination and analysis | Mycobacterium tuberculosis |
Inhibitors | Comment | Organism | Structure |
---|---|---|---|
(1R,4R,5R)-1,4,5-trihydroxy-3-[3-phenoxy-prop-(E)-enyl]-cyclohex-2-enecarboxylic acid | - |
Mycobacterium tuberculosis | |
(1R,4R,5R)-3-(tert-butylcarbamoyl)-1,4,5-trihydroxycyclohex-2-enecarboxylic acid | - |
Mycobacterium tuberculosis | |
(1R,4S,5R)-1,4,5-trihydroxy-3-[(1E)-3-phenoxyprop-1-en-1-yl]cyclohex-2-ene-1-carboxylic acid | - |
Mycobacterium tuberculosis | |
(1S,4R,5R)-3-(3-benzoylphenyl)-1,4,5-trihydroxycyclohex-2-enecarboxylic acid | - |
Mycobacterium tuberculosis | |
2,3-anhydroquinate | mimics the flattened enol/enolate reaction intermediate and serves as an anchor molecule for four of the inhibitors investigated, overview. Structure of MtDHQase in complex with a 2,3-anhydroquinate moiety attached to a biaryl group shows that this group extends to an active-site subpocket inducing significant structural rearrangement | Mycobacterium tuberculosis | |
citrazinic acid | a planar analogue of the reaction product, complex structure, overview | Mycobacterium tuberculosis | |
additional information | active-site binding of inhibitors, structure, overview | Mycobacterium tuberculosis |
Organism | UniProt | Comment | Textmining |
---|---|---|---|
Mycobacterium tuberculosis | P9WPX7 | gene Rv2537c or aroD | - |
Mycobacterium tuberculosis H37Rv | P9WPX7 | gene Rv2537c or aroD | - |
Purification (Comment) | Organism |
---|---|
recombinant His6-tagged enzyme from Escherichia coli strain BL21(DE3) by nickel affinity chromatography, cleavage of the His-tag, and gel filtration | Mycobacterium tuberculosis |
Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|
additional information | active-site binding of 3-dehydroshikimate, catalytic loop in the MtDHQase-1 structure, comparison with the incomplete structure of apo-MtDHQase, PDB code 2DHQ, overview | Mycobacterium tuberculosis | ? | - |
? | |
additional information | active-site binding of 3-dehydroshikimate, catalytic loop in the MtDHQase-1 structure, comparison with the incomplete structure of apo-MtDHQase, PDB code 2DHQ, overview | Mycobacterium tuberculosis H37Rv | ? | - |
? |
Synonyms | Comment | Organism |
---|---|---|
dehydroquinase | - |
Mycobacterium tuberculosis |
MtDHQase | - |
Mycobacterium tuberculosis |
Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
---|---|---|---|
25 | - |
assay at | Mycobacterium tuberculosis |
pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
---|---|---|---|
7 | - |
assay at | Mycobacterium tuberculosis |
Ki Value [mM] | Ki Value maximum [mM] | Inhibitor | Comment | Organism | Structure |
---|---|---|---|---|---|
0.00014 | - |
(1R,4R,5R)-1,4,5-trihydroxy-3-[3-phenoxy-prop-(E)-enyl]-cyclohex-2-enecarboxylic acid | recombinant enzyme, pH 7.0, 25°C | Mycobacterium tuberculosis | |
0.0023 | - |
(1R,4S,5R)-1,4,5-trihydroxy-3-[(1E)-3-phenoxyprop-1-en-1-yl]cyclohex-2-ene-1-carboxylic acid | recombinant enzyme, pH 7.0, 25°C | Mycobacterium tuberculosis | |
0.011 | - |
(1S,4R,5R)-3-(3-benzoylphenyl)-1,4,5-trihydroxycyclohex-2-enecarboxylic acid | recombinant enzyme, pH 7.0, 25°C | Mycobacterium tuberculosis | |
0.027 | - |
(1R,4R,5R)-3-(tert-butylcarbamoyl)-1,4,5-trihydroxycyclohex-2-enecarboxylic acid | recombinant enzyme, pH 7.0, 25°C | Mycobacterium tuberculosis | |
0.2 | - |
2,3-anhydroquinate | recombinant enzyme, pH 7.0, 25°C | Mycobacterium tuberculosis | |
0.3 | - |
citrazinic acid | recombinant enzyme, pH 7.0, 25°C | Mycobacterium tuberculosis |
General Information | Comment | Organism |
---|---|---|
metabolism | the enzyme is the third enzyme of the shikimate pathway, which is essential in Mycobacterium tuberculosis | Mycobacterium tuberculosis |