Any feedback?
Please rate this page
(literature.php)
(0/150)

BRENDA support

Literature summary for 2.5.1.31 extracted from

  • Concha, N.; Huang, J.; Bai, X.; Benowitz, A.; Brady, P.; Grady, L.C.; Kryn, L.H.; Holmes, D.; Ingraham, K.; Jin, Q.; Pothier Kaushansky, L.; McCloskey, L.; Messer, J.A.; OKeefe, H.; Patel, A.; Satz, A.L.; Sinnamon, R.H.; Schneck, J.; Skinner, S.R.; Summerfield, J.; Taylor, A.; Taylor, J.D.; Evindar, G.; S, S.t.
    Discovery and characterization of a class of pyrazole inhibitors of bacterial undecaprenyl pyrophosphate synthase (2016), J. Med. Chem., 59, 7299-7304 .
    View publication on PubMed
Search for more literature for 2.5.1.31

Crystallization (Commentary)

Crystallization (Comment) Organism
-
 Staphylococcus aureus

Inhibitors

Inhibitors Comment Organism Structure
N-(3-amino-3-oxopropyl)-1-benzyl-5-(4-methylphenyl)-N-([4-[(propan-2-yl)oxy]phenyl]methyl)-1H-pyrazole-4-carboxamide
-
 Staphylococcus aureus
N-(3-amino-3-oxopropyl)-5-(1-benzothiophen-5-yl)-1-benzyl-N-([4-[(propan-2-yl)oxy]phenyl]methyl)-1H-pyrazole-4-carboxamide
-
 Staphylococcus aureus

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
(2E,6E)-farnesyl diphosphate + 8 isopentenyl diphosphate Staphylococcus aureus
-
 8 diphosphate + ditrans,octacis-undecaprenyl diphosphate
-
 ?
(2E,6E)-farnesyl diphosphate + 8 isopentenyl diphosphate Staphylococcus aureus RN4220
-
 8 diphosphate + ditrans,octacis-undecaprenyl diphosphate
-
 ?

Organism

Organism UniProt Comment Textmining
Staphylococcus aureus
-
-
-
Staphylococcus aureus RN4220
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(2E,6E)-farnesyl diphosphate + 8 isopentenyl diphosphate
-
 Staphylococcus aureus 8 diphosphate + ditrans,octacis-undecaprenyl diphosphate
-
 ?
(2E,6E)-farnesyl diphosphate + 8 isopentenyl diphosphate
-
 Staphylococcus aureus RN4220 8 diphosphate + ditrans,octacis-undecaprenyl diphosphate
-
 ?

Synonyms

Synonyms Comment Organism
UPPs
-
 Staphylococcus aureus

Temperature Stability [°C]

Temperature Stability Minimum [°C] Temperature Stability Maximum [°C] Comment Organism
53
-
 the Tm of the UppS protein alone is 52.8 °C. In the presence of 0.01 mM inhibitor, the Tm shows a significant shift to higher temperature. The change in Tm is observed to be +8°C and +11°C with N-(3-amino-3-oxopropyl)-5-(benzo[b]thiophen-5-yl)-1-benzyl-N-(4-isopropoxybenzyl)-1H-pyrazole-4-carboxamide and N-(3-amino-3-oxopropyl)-1-benzyl-N-(4-isopropoxybenzyl)-5-(p-tolyl)-1H-pyrazole-4-carboxamide Staphylococcus aureus

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.00019
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Staphylococcus aureus N-(3-amino-3-oxopropyl)-5-(1-benzothiophen-5-yl)-1-benzyl-N-([4-[(propan-2-yl)oxy]phenyl]methyl)-1H-pyrazole-4-carboxamide
0.00097
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Staphylococcus aureus N-(3-amino-3-oxopropyl)-1-benzyl-5-(4-methylphenyl)-N-([4-[(propan-2-yl)oxy]phenyl]methyl)-1H-pyrazole-4-carboxamide

General Information

General Information Comment Organism
metabolism essential enzyme in bacterial cell wall synthesis Staphylococcus aureus