EC Number | Cloned (Comment) | Organism |
---|---|---|
4.2.1.126 | gene MurQ-HI, functional expression of N-terminally His6-tagged enzyme in Escherichia coli | Haemophilus influenzae |
EC Number | Crystallization (Comment) | Organism |
---|---|---|
4.2.1.126 | purified recombinant enzyme as apoenzyme and in complex with inhibitor (2R)-2-[[(2R,3R,4R)-5-(acetylamino)-2,3,7-trihydroxy-1-(phosphonooxy)heptan-4-yl]oxy]propanoic acid, sitting drop vapor diffusion method, mixing of 8 mg/mL protein in 200 mM NaCl, 50 mM HEPES, and 5% glycerol with 0.2 M NaCl, 0.1 M Bis-Tris-HCl, pH 5.5, and 25% w/v PEG 3350 or with 0.17 M ammonium sulfate, 25.5% w/v PEG 4000, and 15% v/v glycerol, the former gives better results, soaking of crystals in solution containing the inhibitor, 25°C, X-ray diffraction structure determinnation and analysis at 2.6 A and 2.4 A resolution, respectively, molecular replacement using PDB entry 1NRI as the template | Haemophilus influenzae |
EC Number | Inhibitors | Comment | Organism | Structure |
---|---|---|---|---|
4.2.1.126 | (2R)-2-[[(2R,3R,4R)-5-(acetylamino)-2,3,7-trihydroxy-1-(phosphonooxy)heptan-4-yl]oxy]propanoic acid | a N-acetylmuramate 6-phosphate open chain analogue, competitive inhibition | Haemophilus influenzae | |
4.2.1.126 | (2R,3S,4R)-5-(acetylamino)-2,3,4,7-tetrahydroxyheptyl phosphate | a N-acetyl-D-glucosamine 6-phosphate open chain analogue, competitive inhibition | Haemophilus influenzae |
EC Number | Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
---|---|---|---|---|---|---|---|
4.2.1.126 | N-acetylmuramate 6-phosphate + H2O | Haemophilus influenzae | - |
(R)-lactate + N-acetyl-D-glucosamine 6-phosphate | - |
? | |
4.2.1.126 | N-acetylmuramate 6-phosphate + H2O | Haemophilus influenzae KW20 | - |
(R)-lactate + N-acetyl-D-glucosamine 6-phosphate | - |
? |
EC Number | Organism | UniProt | Comment | Textmining |
---|---|---|---|---|
4.2.1.126 | Haemophilus influenzae | P44862 | gene MurQ-HI | - |
4.2.1.126 | Haemophilus influenzae KW20 | P44862 | gene MurQ-HI | - |
EC Number | Purification (Comment) | Organism |
---|---|---|
4.2.1.126 | recombinant N-terminally His6-tagged enzyme from Escherichia coli by nickel affinity chromatography | Haemophilus influenzae |
EC Number | Reaction | Comment | Organism | Reaction ID |
---|---|---|---|---|
4.2.1.126 | (R)-lactate + N-acetyl-D-glucosamine 6-phosphate = N-acetylmuramate 6-phosphate + H2O | the reaction of Haemophilus influenzae MurQ hydrolase proceeds in the reverse direction, reaction mechanism, overview. A ring opening of MurNAc 6P, likely enzyme-catalyzed, first serves to generate the C1 aldehyde and consequently acidifies the hydrogen at the C2 position. This hydrogen is deprotonated by an active site acid/base residue (B1) to generate a resonance-stabilized enolate anion. The enolate then undergoes a syn elimination of D-lactate, aided by a catalytic acid/base residue (B2), to generate a DELTA2,3-unsaturated (E)-alkene intermediate. In a sequence that mirrors the elimination of lactate, B2 first serves to deprotonate an incoming water molecule for addition at the C3 position of the alkene intermediate to generate the enolate anion. This enolate is then protonated at the C2 position by B1 to generate the open chain form of GlcNAc 6P. Ring closure then generates the two anomers of the pyranose form of N-acetyl-D-glucosamine 6-phosphate | Haemophilus influenzae |
EC Number | Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|---|
4.2.1.126 | N-acetylmuramate 6-phosphate + H2O | - |
Haemophilus influenzae | (R)-lactate + N-acetyl-D-glucosamine 6-phosphate | - |
? | |
4.2.1.126 | N-acetylmuramate 6-phosphate + H2O | the MurQ hydrolase catalyzes the cleavage of a nonlabile ether bond at the C3 position of N-acetylmuramate 6-phosphate | Haemophilus influenzae | (R)-lactate + N-acetyl-D-glucosamine 6-phosphate | - |
? | |
4.2.1.126 | N-acetylmuramate 6-phosphate + H2O | - |
Haemophilus influenzae KW20 | (R)-lactate + N-acetyl-D-glucosamine 6-phosphate | - |
? | |
4.2.1.126 | N-acetylmuramate 6-phosphate + H2O | the MurQ hydrolase catalyzes the cleavage of a nonlabile ether bond at the C3 position of N-acetylmuramate 6-phosphate | Haemophilus influenzae KW20 | (R)-lactate + N-acetyl-D-glucosamine 6-phosphate | - |
? |
EC Number | Synonyms | Comment | Organism |
---|---|---|---|
4.2.1.126 | MurQ | - |
Haemophilus influenzae |
4.2.1.126 | MurQ hydrolase | - |
Haemophilus influenzae |
EC Number | Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
---|---|---|---|---|
4.2.1.126 | 30 | - |
assay at | Haemophilus influenzae |
EC Number | pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
---|---|---|---|---|
4.2.1.126 | 8 | - |
assay at | Haemophilus influenzae |
EC Number | Ki Value [mM] | Ki Value maximum [mM] | Inhibitor | Comment | Organism | Structure |
---|---|---|---|---|---|---|
4.2.1.126 | 0.23 | - |
(2R)-2-[[(2R,3R,4R)-5-(acetylamino)-2,3,7-trihydroxy-1-(phosphonooxy)heptan-4-yl]oxy]propanoic acid | pH 8.0, 30°C | Haemophilus influenzae | |
4.2.1.126 | 1.1 | - |
(2R,3S,4R)-5-(acetylamino)-2,3,4,7-tetrahydroxyheptyl phosphate | pH 8.0, 30°C | Haemophilus influenzae |