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Literature summary for 2.5.1.31 extracted from

  • Inokoshi, J.; Nakamura, Y.; Komada, S.; Komatsu, K.; Umeyama, H.; Tomoda, H.
    Inhibition of bacterial undecaprenyl pyrophosphate synthase by small fungal molecules (2016), J. Antibiot., 2016, 1-8.
    View publication on PubMed

Inhibitors

Inhibitors Comment Organism Structure
additional information the inhibitors tested show antimicrobial, cytotoxic, and enzyme inhibitory activities, overview Staphylococcus aureus
spirohexaline the molecule shows weak inhibitory activity against catalytically related enzymes such as bacterial octaprenyl pyrophosphate synthase and yeast dehydrodolichyl pyrophosphate synthase, indicating that the compound preferentially inhibits UPP synthase. The inhibitor shows antimicrobial activity, particularly against Gram-positive bacteria including methicillin-resistant Staphylococcus aureus (MRSA), via inhibition of the UPP synthase activity. Molecular docking and homology modeling of UPP synthase-spirohexaline complex Staphylococcus aureus
viridicatumtoxin originally isolated from Penicillium viridicatum, the molecule shows weak inhibitory activity against catalytically related enzymes such as bacterial octaprenyl pyrophosphate synthase and yeast dehydrodolichyl pyrophosphate synthase, indicating that the compound preferentially inhibits UPP synthase. The inhibitor shows antimicrobial activity, particularly against Gram-positive bacteria including methicillin-resistant Staphylococcus aureus (MRSA). Molecular modeling strongly suggests that the hydrophobic spirobicyclic ring of viridicatumtoxin interacts with three hydrophobic clefts of the active site in MRSA UPP synthase Staphylococcus aureus
viridicatumtoxin B the inhibitor shows antimicrobial activity, particularly against Gram-positive bacteria including methicillin-resistant Staphylococcus aureus (MRSA), via inhibition of the UPP synthase activity Staphylococcus aureus

Metals/Ions

Metals/Ions Comment Organism Structure
Mg2+
-
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 MRSA252
-
8 diphosphate + ditrans,octacis-undecaprenyl diphosphate
-
?
additional information Staphylococcus aureus the precursor for C55-P, undecaprenyl diphosphate (UPP), is synthesized by the addition of eight C5 isopentenyl units (cis[Z]-configuration) onto C15-PP (all-trans [E])-farnesyl diphosphate (FPP) catalyzed by UPP synthase ?
-
?
additional information Staphylococcus aureus MRSA252 the precursor for C55-P, undecaprenyl diphosphate (UPP), is synthesized by the addition of eight C5 isopentenyl units (cis[Z]-configuration) onto C15-PP (all-trans [E])-farnesyl diphosphate (FPP) catalyzed by UPP synthase ?
-
?

Organism

Organism UniProt Comment Textmining
Staphylococcus aureus Q6GHH5 strains ATCC6538p (MSSA) and K24 (MRSA)
-
Staphylococcus aureus MRSA252 Q6GHH5 strains ATCC6538p (MSSA) and K24 (MRSA)
-

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 MRSA252 8 diphosphate + ditrans,octacis-undecaprenyl diphosphate
-
?
additional information the precursor for C55-P, undecaprenyl diphosphate (UPP), is synthesized by the addition of eight C5 isopentenyl units (cis[Z]-configuration) onto C15-PP (all-trans [E])-farnesyl diphosphate (FPP) catalyzed by UPP synthase Staphylococcus aureus ?
-
?
additional information the precursor for C55-P, undecaprenyl diphosphate (UPP), is synthesized by the addition of eight C5 isopentenyl units (cis[Z]-configuration) onto C15-PP (all-trans [E])-farnesyl diphosphate (FPP) catalyzed by UPP synthase Staphylococcus aureus MRSA252 ?
-
?

Synonyms

Synonyms Comment Organism
di-trans-poly-cis-decaprenyl cistransferase
-
Staphylococcus aureus
undecaprenyl pyrophosphate synthase
-
Staphylococcus aureus
UPP synthase
-
Staphylococcus aureus

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
37
-
assay at Staphylococcus aureus

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7.5
-
assay at Staphylococcus aureus

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.004
-
pH 7.5, 37°C Staphylococcus aureus viridicatumtoxin
0.009
-
pH 7.5, 37°C Staphylococcus aureus spirohexaline

General Information

General Information Comment Organism
additional information molecular docking and homology modeling of UPP synthase Staphylococcus aureus