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Literature summary 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

EC Number Inhibitors Comment Organism Structure
2.5.1.31 additional information the inhibitors tested show antimicrobial, cytotoxic, and enzyme inhibitory activities, overview Staphylococcus aureus
2.5.1.31 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
2.5.1.31 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
2.5.1.31 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

EC Number Metals/Ions Comment Organism Structure
2.5.1.31 Mg2+
-
 Staphylococcus aureus

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
2.5.1.31 (2E,6E)-farnesyl diphosphate + 8 isopentenyl diphosphate Staphylococcus aureus
-
 8 diphosphate + ditrans,octacis-undecaprenyl diphosphate
-
 ?
2.5.1.31 (2E,6E)-farnesyl diphosphate + 8 isopentenyl diphosphate Staphylococcus aureus MRSA252
-
 8 diphosphate + ditrans,octacis-undecaprenyl diphosphate
-
 ?
2.5.1.31 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 ?
-
 ?
2.5.1.31 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

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

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.5.1.31 (2E,6E)-farnesyl diphosphate + 8 isopentenyl diphosphate
-
 Staphylococcus aureus 8 diphosphate + ditrans,octacis-undecaprenyl diphosphate
-
 ?
2.5.1.31 (2E,6E)-farnesyl diphosphate + 8 isopentenyl diphosphate
-
 Staphylococcus aureus MRSA252 8 diphosphate + ditrans,octacis-undecaprenyl diphosphate
-
 ?
2.5.1.31 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 ?
-
 ?
2.5.1.31 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

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

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
2.5.1.31 37
-
 assay at Staphylococcus aureus

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
2.5.1.31 7.5
-
 assay at Staphylococcus aureus

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
2.5.1.31 0.004
-
 pH 7.5, 37°C Staphylococcus aureus viridicatumtoxin
2.5.1.31 0.009
-
 pH 7.5, 37°C Staphylococcus aureus spirohexaline

General Information

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