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Literature summary for 3.5.1.5 extracted from

  • Lodhi, M.A.; Shams, S.; Choudhary, M.I.; Lodhi, A.; Ul-Haq, Z.; Jalil, S.; Nawaz, S.A.; Khan, K.M.; Iqbal, S.; Rahman, A.U.
    Structural basis of binding and rationale for the potent urease inhibitory activity of biscoumarins (2014), BioMed Res. Int., 2014, 935039.
    View publication on PubMedView publication on EuropePMC
Search for more literature for 3.5.1.5

Inhibitors

Inhibitors Comment Organism Structure
4-hydroxy-3-[(2E)-1-(4-hydroxy-2-oxo-4a,8a-dihydro-2H-chromen-3-yl)-3-phenylprop-2-en-1-yl]-2H-chromen-2-one competitive inhibition Canavalia ensiformis
4-hydroxy-3-[(2E)-1-(4-hydroxy-2-oxo-4a,8a-dihydro-2H-chromen-3-yl)-3-phenylprop-2-en-1-yl]-2H-chromen-2-one competitive inhibition Sporosarcina pasteurii
4-hydroxy-3-[(2E)-1-(4-hydroxy-2-oxo-4a,8a-dihydro-2H-chromen-3-yl)but-2-en-1-yl]-2H-chromen-2-one competitive inhibition Canavalia ensiformis
4-hydroxy-3-[(2E)-1-(4-hydroxy-2-oxo-4a,8a-dihydro-2H-chromen-3-yl)but-2-en-1-yl]-2H-chromen-2-one uncompetitive inhibition Sporosarcina pasteurii
4-hydroxy-3-[(4-hydroxy-2-oxo-4a,8a-dihydro-2H-chromen-3-yl)(1H-indol-3-yl)methyl]-2H-chromen-2-one competitive inhibition Canavalia ensiformis
4-hydroxy-3-[(4-hydroxy-2-oxo-4a,8a-dihydro-2H-chromen-3-yl)(1H-indol-3-yl)methyl]-2H-chromen-2-one competitive inhibition; uncompetitive inhibition Sporosarcina pasteurii
4-hydroxy-3-[(4-hydroxy-2-oxo-4a,8a-dihydro-2H-chromen-3-yl)(1H-pyrrol-3-yl)methyl]-2H-chromen-2-one competitive inhibition Canavalia ensiformis
4-hydroxy-3-[(4-hydroxy-2-oxo-4a,8a-dihydro-2H-chromen-3-yl)(1H-pyrrol-3-yl)methyl]-2H-chromen-2-one uncompetitive inhibition Sporosarcina pasteurii
4-hydroxy-3-[(4-hydroxy-2-oxo-4a,8a-dihydro-2H-chromen-3-yl)(3-methoxyphenyl)methyl]-2H-chromen-2-one competitive inhibition Canavalia ensiformis
4-hydroxy-3-[(4-hydroxy-2-oxo-4a,8a-dihydro-2H-chromen-3-yl)(3-methoxyphenyl)methyl]-2H-chromen-2-one competitive inhibition Sporosarcina pasteurii
4-hydroxy-3-[(4-hydroxy-2-oxo-4a,8a-dihydro-2H-chromen-3-yl)(pyridin-4-yl)methyl]-2H-chromen-2-one competitive inhibition Canavalia ensiformis
4-hydroxy-3-[(4-hydroxy-2-oxo-4a,8a-dihydro-2H-chromen-3-yl)(pyridin-4-yl)methyl]-2H-chromen-2-one noncompetitive inhibition Sporosarcina pasteurii
4-hydroxy-3-[(4-hydroxy-2-oxo-4a,8a-dihydro-2H-chromen-3-yl)methyl]-2H-chromen-2-one competitive inhibition Canavalia ensiformis
4-hydroxy-3-[(4-hydroxy-2-oxo-4a,8a-dihydro-2H-chromen-3-yl)methyl]-2H-chromen-2-one competitive inhibition, enzyme-ligand interaction analysis, structure, overview Sporosarcina pasteurii
4-hydroxy-3-[1-(4-hydroxy-2-oxo-4a,8a-dihydro-2H-chromen-3-yl)ethyl]-2H-chromen-2-one competitive inhibition Canavalia ensiformis
4-hydroxy-3-[1-(4-hydroxy-2-oxo-4a,8a-dihydro-2H-chromen-3-yl)ethyl]-2H-chromen-2-one uncompetitive inhibition, enzyme-ligand interaction analysis, structure, overview Sporosarcina pasteurii
4-hydroxy-3-[1-(4-hydroxy-2-oxo-4a,8a-dihydro-2H-chromen-3-yl)pentyl]-2H-chromen-2-one competitive inhibition Canavalia ensiformis
4-hydroxy-3-[1-(4-hydroxy-2-oxo-4a,8a-dihydro-2H-chromen-3-yl)pentyl]-2H-chromen-2-one competitive inhibition Sporosarcina pasteurii
Acetohydroxamic acid time course of enzyme inhibition, overview Canavalia ensiformis
additional information potent urease inhibitory activity of biscoumarins, mechanisms of inhibition using the nickel containing active sites of the enzyme, overview. The compounds competitively inhibit Jack bean urease through interactionwith the nickel metallocentre, as deduced from Michaelis-Menten kinetics, UV-visible absorbance spectroscopic, and molecular docking simulation studies Canavalia ensiformis
additional information potent urease inhibitory activity of biscoumarins, mechanisms of inhibition using the nickel containing active sites of the enzyme, overview. Some of the compounds competitively inhibit Bacillus pasteurii urease through interactionwith the nickel metallocentre, as deduced from Michaelis-Menten kinetics, UV-visible absorbance spectroscopic, and molecular docking simulation studies, some comppounds behave differently. Biscoumarins bind at phenyl ring as the major active pharmacophore Sporosarcina pasteurii

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
additional information
-
 additional information steady-state kinetics analysis Sporosarcina pasteurii
additional information
-
 additional information steady-state kinetics analysis Canavalia ensiformis

Metals/Ions

Metals/Ions Comment Organism Structure
Ni2+ nickel metallocentre Sporosarcina pasteurii
Ni2+ nickel metallocentre Canavalia ensiformis

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
urea + H2O Sporosarcina pasteurii
-
 CO2 + 2 NH3
-
 ?
urea + H2O Canavalia ensiformis
-
 CO2 + 2 NH3
-
 ?

Organism

Organism UniProt Comment Textmining
Canavalia ensiformis P07374
-
-
Sporosarcina pasteurii
-
-
-

Source Tissue

Source Tissue Comment Organism Textmining
seed
-
 Canavalia ensiformis
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
urea + H2O
-
 Sporosarcina pasteurii CO2 + 2 NH3
-
 ?
urea + H2O
-
 Canavalia ensiformis CO2 + 2 NH3
-
 ?

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
30
-
 assay at Sporosarcina pasteurii
30
-
 assay at Canavalia ensiformis

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
6.8
-
 assay at Sporosarcina pasteurii
6.8
-
 assay at Canavalia ensiformis

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
additional information
-
 additional information inhibition kinetics analysis Canavalia ensiformis
additional information
-
 additional information inhibitionkinetics analysis Sporosarcina pasteurii
0.0133
-
 4-hydroxy-3-[(4-hydroxy-2-oxo-4a,8a-dihydro-2H-chromen-3-yl)methyl]-2H-chromen-2-one pH 6.8, 30°C Sporosarcina pasteurii
0.015
-
 4-hydroxy-3-[(4-hydroxy-2-oxo-4a,8a-dihydro-2H-chromen-3-yl)methyl]-2H-chromen-2-one pH 6.8, 30°C Canavalia ensiformis
0.0155
-
 4-hydroxy-3-[(4-hydroxy-2-oxo-4a,8a-dihydro-2H-chromen-3-yl)(3-methoxyphenyl)methyl]-2H-chromen-2-one pH 6.8, 30°C Sporosarcina pasteurii
0.019
-
 4-hydroxy-3-[(2E)-1-(4-hydroxy-2-oxo-4a,8a-dihydro-2H-chromen-3-yl)-3-phenylprop-2-en-1-yl]-2H-chromen-2-one pH 6.8, 30°C Sporosarcina pasteurii
0.0193
-
 4-hydroxy-3-[(4-hydroxy-2-oxo-4a,8a-dihydro-2H-chromen-3-yl)(3-methoxyphenyl)methyl]-2H-chromen-2-one pH 6.8, 30°C Canavalia ensiformis
0.0215
-
 4-hydroxy-3-[(2E)-1-(4-hydroxy-2-oxo-4a,8a-dihydro-2H-chromen-3-yl)-3-phenylprop-2-en-1-yl]-2H-chromen-2-one pH 6.8, 30°C Canavalia ensiformis
0.0275
-
 4-hydroxy-3-[1-(4-hydroxy-2-oxo-4a,8a-dihydro-2H-chromen-3-yl)pentyl]-2H-chromen-2-one pH 6.8, 30°C Sporosarcina pasteurii
0.0483
-
 4-hydroxy-3-[(2E)-1-(4-hydroxy-2-oxo-4a,8a-dihydro-2H-chromen-3-yl)but-2-en-1-yl]-2H-chromen-2-one pH 6.8, 30°C Sporosarcina pasteurii
0.0513
-
 4-hydroxy-3-[(4-hydroxy-2-oxo-4a,8a-dihydro-2H-chromen-3-yl)(pyridin-4-yl)methyl]-2H-chromen-2-one pH 6.8, 30°C Sporosarcina pasteurii
0.053
-
 4-hydroxy-3-[1-(4-hydroxy-2-oxo-4a,8a-dihydro-2H-chromen-3-yl)ethyl]-2H-chromen-2-one pH 6.8, 30°C Sporosarcina pasteurii
0.0533
-
 4-hydroxy-3-[(4-hydroxy-2-oxo-4a,8a-dihydro-2H-chromen-3-yl)(1H-pyrrol-3-yl)methyl]-2H-chromen-2-one pH 6.8, 30°C Canavalia ensiformis
0.0594
-
 4-hydroxy-3-[1-(4-hydroxy-2-oxo-4a,8a-dihydro-2H-chromen-3-yl)ethyl]-2H-chromen-2-one pH 6.8, 30°C Canavalia ensiformis
0.0595
-
 4-hydroxy-3-[(4-hydroxy-2-oxo-4a,8a-dihydro-2H-chromen-3-yl)(1H-indol-3-yl)methyl]-2H-chromen-2-one pH 6.8, 30°C Sporosarcina pasteurii
0.0629
-
 4-hydroxy-3-[(4-hydroxy-2-oxo-4a,8a-dihydro-2H-chromen-3-yl)(1H-indol-3-yl)methyl]-2H-chromen-2-one pH 6.8, 30°C Canavalia ensiformis
0.0636
-
 4-hydroxy-3-[(4-hydroxy-2-oxo-4a,8a-dihydro-2H-chromen-3-yl)(1H-indol-3-yl)methyl]-2H-chromen-2-one pH 6.8, 30°C Sporosarcina pasteurii
0.0659
-
 4-hydroxy-3-[(2E)-1-(4-hydroxy-2-oxo-4a,8a-dihydro-2H-chromen-3-yl)but-2-en-1-yl]-2H-chromen-2-one pH 6.8, 30°C Canavalia ensiformis
0.068
-
 4-hydroxy-3-[(4-hydroxy-2-oxo-4a,8a-dihydro-2H-chromen-3-yl)(1H-indol-3-yl)methyl]-2H-chromen-2-one pH 6.8, 30°C Canavalia ensiformis
0.0681
-
 4-hydroxy-3-[(4-hydroxy-2-oxo-4a,8a-dihydro-2H-chromen-3-yl)(1H-pyrrol-3-yl)methyl]-2H-chromen-2-one pH 6.8, 30°C Sporosarcina pasteurii
0.071
-
 4-hydroxy-3-[(4-hydroxy-2-oxo-4a,8a-dihydro-2H-chromen-3-yl)(pyridin-4-yl)methyl]-2H-chromen-2-one pH 6.8, 30°C Canavalia ensiformis
0.075
-
 4-hydroxy-3-[1-(4-hydroxy-2-oxo-4a,8a-dihydro-2H-chromen-3-yl)pentyl]-2H-chromen-2-one pH 6.8, 30°C Canavalia ensiformis