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Literature summary extracted from

  • Vassiliou, S.; Grabowiecka, A.; Kosikowska, P.; Yiotakis, A.; Kafarski, P.; Berlicki, L.
    Design, synthesis, and evaluation of novel organophosphorus inhibitors of bacterial ureases (2008), J. Med. Chem., 51, 5736-5744.
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
3.5.1.5 ([[(benzyloxy)carbonyl]amino]methyl)methylphosphinothioic O-acid
-
 Proteus vulgaris
3.5.1.5 ([[(benzyloxy)carbonyl]amino]methyl)methylphosphinothioic O-acid
-
 Sporosarcina pasteurii
3.5.1.5 aminomethyl(P-methyl)phosphinic acid
-
 Proteus vulgaris
3.5.1.5 aminomethyl(P-methyl)phosphinic acid
-
 Sporosarcina pasteurii
3.5.1.5 methyl[(methylamino)methyl]phosphinic acid
-
 Proteus vulgaris
3.5.1.5 methyl[(methylamino)methyl]phosphinic acid
-
 Sporosarcina pasteurii
3.5.1.5 N-(N'-benzyloxycarbonylglycyl)aminomethyl(P-methyl)phosphinothioic acid
-
 Proteus vulgaris
3.5.1.5 N-(N'-benzyloxycarbonylglycyl)aminomethyl(P-methyl)phosphinothioic acid
-
 Sporosarcina pasteurii
3.5.1.5 N-benzyloxycarbonylaminomethyl(P-methyl)phosphinic acid
-
 Proteus vulgaris
3.5.1.5 N-benzyloxycarbonylaminomethyl(P-methyl)phosphinic acid
-
 Sporosarcina pasteurii
3.5.1.5 N-glycyl-aminomethyl(P-methyl)phosphinic acid
-
 Proteus vulgaris
3.5.1.5 N-glycyl-aminomethyl(P-methyl)phosphinic acid
-
 Sporosarcina pasteurii
3.5.1.5 N-[[hydroxy(methyl)phosphoryl]methyl]-L-phenylalaninamide
-
 Proteus vulgaris
3.5.1.5 N-[[hydroxy(methyl)phosphoryl]methyl]-L-phenylalaninamide
-
 Sporosarcina pasteurii
3.5.1.5 N-[[hydroxy(methyl)phosphoryl]methyl]-L-serinamide
-
 Proteus vulgaris
3.5.1.5 N-[[hydroxy(methyl)phosphoryl]methyl]-L-serinamide
-
 Sporosarcina pasteurii
3.5.1.5 N-[[hydroxy(methyl)phosphoryl]methyl]-L-valinamide
-
 Proteus vulgaris
3.5.1.5 N-[[hydroxy(methyl)phosphoryl]methyl]-L-valinamide
-
 Sporosarcina pasteurii
3.5.1.5 N2-[(benzyloxy)carbonyl]-N-[[hydroxy(methyl)phosphoryl]methyl]glycinamide
-
 Proteus vulgaris
3.5.1.5 N2-[(benzyloxy)carbonyl]-N-[[hydroxy(methyl)phosphoryl]methyl]glycinamide
-
 Sporosarcina pasteurii
3.5.1.5 O-benzyl-N-[[hydroxy(methyl)phosphoryl]methyl]-L-serinamide
-
 Proteus vulgaris
3.5.1.5 O-benzyl-N-[[hydroxy(methyl)phosphoryl]methyl]-L-serinamide
-
 Sporosarcina pasteurii

Organism

EC Number Organism UniProt Comment Textmining
3.5.1.5 Proteus vulgaris
-
 CCM 1956
-
3.5.1.5 Proteus vulgaris CCM 1956
-
 CCM 1956
-
3.5.1.5 Sporosarcina pasteurii
-
 CCM 2056
-
3.5.1.5 Sporosarcina pasteurii CCM 2056
-
 CCM 2056
-

Purification (Commentary)

EC Number Purification (Comment) Organism
3.5.1.5
-
 Proteus vulgaris
3.5.1.5
-
 Sporosarcina pasteurii

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3.5.1.5 urea + H2O
-
 Proteus vulgaris CO2 + 2 NH3
-
 ?
3.5.1.5 urea + H2O
-
 Sporosarcina pasteurii CO2 + 2 NH3
-
 ?
3.5.1.5 urea + H2O
-
 Proteus vulgaris CCM 1956 CO2 + 2 NH3
-
 ?
3.5.1.5 urea + H2O
-
 Sporosarcina pasteurii CCM 2056 CO2 + 2 NH3
-
 ?

Synonyms

EC Number Synonyms Comment Organism
3.5.1.5 Urea amidohydrolase
-
 Proteus vulgaris
3.5.1.5 Urea amidohydrolase
-
 Sporosarcina pasteurii
3.5.1.5 urease
-
 Proteus vulgaris
3.5.1.5 urease
-
 Sporosarcina pasteurii

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
3.5.1.5 0.00017
-
 N-(N'-benzyloxycarbonylglycyl)aminomethyl(P-methyl)phosphinothioic acid
-
 Sporosarcina pasteurii
3.5.1.5 0.00045
-
 N-(N'-benzyloxycarbonylglycyl)aminomethyl(P-methyl)phosphinothioic acid
-
 Proteus vulgaris
3.5.1.5 0.014
-
 ([[(benzyloxy)carbonyl]amino]methyl)methylphosphinothioic O-acid
-
 Proteus vulgaris
3.5.1.5 0.0175
-
 ([[(benzyloxy)carbonyl]amino]methyl)methylphosphinothioic O-acid
-
 Sporosarcina pasteurii
3.5.1.5 0.018
-
 methyl[(methylamino)methyl]phosphinic acid
-
 Sporosarcina pasteurii
3.5.1.5 0.021
-
 N-glycyl-aminomethyl(P-methyl)phosphinic acid
-
 Sporosarcina pasteurii
3.5.1.5 0.025
-
 O-benzyl-N-[[hydroxy(methyl)phosphoryl]methyl]-L-serinamide
-
 Sporosarcina pasteurii
3.5.1.5 0.027
-
 methyl[(methylamino)methyl]phosphinic acid
-
 Proteus vulgaris
3.5.1.5 0.03
-
 N-glycyl-aminomethyl(P-methyl)phosphinic acid
-
 Proteus vulgaris
3.5.1.5 0.0326
-
 O-benzyl-N-[[hydroxy(methyl)phosphoryl]methyl]-L-serinamide
-
 Proteus vulgaris
3.5.1.5 0.037
-
 N-[[hydroxy(methyl)phosphoryl]methyl]-L-serinamide
-
 Sporosarcina pasteurii
3.5.1.5 0.041
-
 N-[[hydroxy(methyl)phosphoryl]methyl]-L-serinamide
-
 Proteus vulgaris
3.5.1.5 0.043
-
 N-benzyloxycarbonylaminomethyl(P-methyl)phosphinic acid
-
 Sporosarcina pasteurii
3.5.1.5 0.065
-
 N-benzyloxycarbonylaminomethyl(P-methyl)phosphinic acid
-
 Proteus vulgaris
3.5.1.5 0.12
-
 N-[[hydroxy(methyl)phosphoryl]methyl]-L-valinamide
-
 Sporosarcina pasteurii
3.5.1.5 0.135
-
 N2-[(benzyloxy)carbonyl]-N-[[hydroxy(methyl)phosphoryl]methyl]glycinamide
-
 Sporosarcina pasteurii
3.5.1.5 0.176
-
 N-[[hydroxy(methyl)phosphoryl]methyl]-L-phenylalaninamide
-
 Proteus vulgaris
3.5.1.5 0.178
-
 N2-[(benzyloxy)carbonyl]-N-[[hydroxy(methyl)phosphoryl]methyl]glycinamide
-
 Proteus vulgaris
3.5.1.5 0.208
-
 N-[[hydroxy(methyl)phosphoryl]methyl]-L-valinamide
-
 Proteus vulgaris
3.5.1.5 0.215
-
 N-[[hydroxy(methyl)phosphoryl]methyl]-L-phenylalaninamide
-
 Sporosarcina pasteurii
3.5.1.5 0.34
-
 aminomethyl(P-methyl)phosphinic acid
-
 Sporosarcina pasteurii
3.5.1.5 0.425
-
 aminomethyl(P-methyl)phosphinic acid
-
 Proteus vulgaris

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
3.5.1.5 0.0018
-
-
 Sporosarcina pasteurii N-(N'-benzyloxycarbonylglycyl)aminomethyl(P-methyl)phosphinothioic acid
3.5.1.5 0.0031
-
-
 Proteus vulgaris N-(N'-benzyloxycarbonylglycyl)aminomethyl(P-methyl)phosphinothioic acid
3.5.1.5 0.06
-
-
 Sporosarcina pasteurii methyl[(methylamino)methyl]phosphinic acid
3.5.1.5 0.06
-
-
 Sporosarcina pasteurii N-glycyl-aminomethyl(P-methyl)phosphinic acid
3.5.1.5 0.08
-
-
 Sporosarcina pasteurii O-benzyl-N-[[hydroxy(methyl)phosphoryl]methyl]-L-serinamide
3.5.1.5 0.086
-
-
 Proteus vulgaris N-glycyl-aminomethyl(P-methyl)phosphinic acid
3.5.1.5 0.112
-
-
 Sporosarcina pasteurii ([[(benzyloxy)carbonyl]amino]methyl)methylphosphinothioic O-acid
3.5.1.5 0.123
-
-
 Sporosarcina pasteurii N-benzyloxycarbonylaminomethyl(P-methyl)phosphinic acid
3.5.1.5 0.15
-
-
 Sporosarcina pasteurii N-[[hydroxy(methyl)phosphoryl]methyl]-L-serinamide
3.5.1.5 0.153
-
-
 Proteus vulgaris methyl[(methylamino)methyl]phosphinic acid
3.5.1.5 0.158
-
-
 Proteus vulgaris ([[(benzyloxy)carbonyl]amino]methyl)methylphosphinothioic O-acid
3.5.1.5 0.183
-
-
 Proteus vulgaris O-benzyl-N-[[hydroxy(methyl)phosphoryl]methyl]-L-serinamide
3.5.1.5 0.319
-
-
 Proteus vulgaris N-benzyloxycarbonylaminomethyl(P-methyl)phosphinic acid
3.5.1.5 0.342
-
-
 Proteus vulgaris N-[[hydroxy(methyl)phosphoryl]methyl]-L-serinamide
3.5.1.5 0.45
-
-
 Sporosarcina pasteurii N2-[(benzyloxy)carbonyl]-N-[[hydroxy(methyl)phosphoryl]methyl]glycinamide
3.5.1.5 0.485
-
-
 Sporosarcina pasteurii N-[[hydroxy(methyl)phosphoryl]methyl]-L-valinamide
3.5.1.5 0.6
-
-
 Sporosarcina pasteurii N-[[hydroxy(methyl)phosphoryl]methyl]-L-phenylalaninamide
3.5.1.5 0.617
-
-
 Proteus vulgaris N-[[hydroxy(methyl)phosphoryl]methyl]-L-valinamide
3.5.1.5 0.64
-
-
 Proteus vulgaris N2-[(benzyloxy)carbonyl]-N-[[hydroxy(methyl)phosphoryl]methyl]glycinamide
3.5.1.5 0.754
-
-
 Proteus vulgaris N-[[hydroxy(methyl)phosphoryl]methyl]-L-phenylalaninamide
3.5.1.5 1.1
-
-
 Sporosarcina pasteurii aminomethyl(P-methyl)phosphinic acid
3.5.1.5 2.53
-
-
 Proteus vulgaris aminomethyl(P-methyl)phosphinic acid