Ligand imidazole

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Basic Ligand Information

Molecular Structure

C₃H₄N₂

imidazole

RAXXELZNTBOGNW-UHFFFAOYSA-N

Synonyms:

Imidazol

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Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (1 result)

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2.3.1.2

acetyl-CoA + imidazole = CoA + N-acetylimidazole

486478

Substrate in Enzyme-catalyzed Reactions (7 results)

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1.14.15.1

imidazole + O2 + reduced putidaredoxin = ?

676941

2h7q, 3D-view

2.1.1.49

S-adenosyl-L-methionine + imidazole = ?

nicotinic acid mononucleotide + imidazole = nicotinate + ?

489780

1l5n, 3D-view

2.5.1.2

thiamine + imidazole = 4-methyl-5-(2-hydroxyethyl)-thiazole + 5-(1H-imidazol-1-yl-methyl)-2-methylpyrimidin-4-amine

636851, 636860

2.7.7.12

UDP-glucose + imidazole = uridine 5'-phosphoimidazole + alpha-D-glucose 1-phosphate

642863, 642843, 642839

Product in Enzyme-catalyzed Reactions (12 results)

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3.1.1.45

trans-cinnamoyl imidazole + H2O = trans-cinnamate + imidazole

3.4.21.62

N-trans-cinnamoyl imidazole + H2O = (E)-cinnamate + imidazole

3.6.1.29

10 entries

Activator in Enzyme-catalyzed Reactions (28 results)

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1.1.1.188

in vitro stimulation of prostaglandin F2alpha and D2 production

luminescence activity of BFP-aq 1s stimulated 1.5- to 2fold by imidazole at concentrations of 30-300 mM. Imidazole has no effect on the binding affinity of coelenterazine and may act as a catalytic base

alphaH44A mutant, works as catalytic base

348600

1.3.3.4

activates recombinant wild-type enzyme and mutant V311M

654950

1.5.99.12

in complex with Cu2+ enhances activity

288537

1.7.3.1

unprotonated imidazole causes a 5fold increase in maximal velocity

639230

2.4.1.1

stimulates activity of the mutant up to 5.5fold

686672

2.7.1.23

5 mM, activity of both isoenzymes is modestly enhanced

strongly increases activity

135515

3.4.11.1

20 mM, activates enzyme activity by 8%

activation

activating ability in decreasing order: histamine, imidazole, L-histidine, D-histidine

652188

3.5.3.6

0.2 M, accelerates 5fold

209450

3.8.1.5

imidazole buffers promote the enzyme activity

enhances activity of wild-type enzyme markedly, enhances Y171A somewhat and fails to enhance Y171F. When stoichiometric levels of tyrosine are included in the reaction with imidazole, wild-type enzyme as well as mutant enzymes are stimulated. Degree of stimulation of wild-type enzyme continues to exceed that of the mutants

664726

4pii, 3D-view

5.4.2.2

addition at concentrations below that of Mg2+ increases the activity

3286

Inhibitor in Enzyme-catalyzed Reactions (105 results)

increasing the amount of imidazole in the reaction mixture with purified RDH-E2 from 25 to 225mM significantly decreases RDH-E2 activity

activity is reduced down to 32% in the presence of 1 mM imidazole and addition of 250 mM results in complete inactivity

1 mM, 32% inhibition

175 mM,pH 7.0, 74% inhibition

1 mM, 20% inhibition

48% residual activity at 100 mM

740389

1.11.1.11

enzyme shows a decrease in its activity with increasing imidazole concentration, approximately 50% activity is lost in the presence of 0.8 M imidazole

0.18 mM, 24% inhibition of the activity with quercetin, 81% inhibition of the activity with o-dianisidine, isoenzyme POX II; 0.18 mM, 72% inhibition of the activity with quercetin, 97% inhibition of the activity with o-dianisidine, isoenzyme POX I

676374

1.13.11.52

negatively cooperative or competitive

395457

1.13.11.85

presence results in a reversible inactivation of the enzyme

imidazoles coordinate the heme iron atom, impair ferric heme reduction, produce uncompetitive inhibition with respect to O2 and NO and inhibit NO metabolism

20% inhibition at 1 mM

0.1 mM, complete inhibition

669129

1.8.5.1

1 mM, 14% loss of activity

394028

2.1.1.246

the demethylation of cob(I)inamide reaction is inhibited by imidazole. Imidazole does not inhibit methyltransfer from methylcob(III)alamin to coenzyme M at 10 mM

717561

2.1.2.5

485768