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Literature summary for 2.5.1.31 extracted from

  • Teng, K.; Liang, P.
    Structures, mechanisms and inhibitors of undecaprenyl diphosphate synthase: A cis-prenyltransferase for bacterial peptidoglycan biosynthesis (2012), Bioorg. Chem., 43, 51-57.
    View publication on PubMed

Crystallization (Commentary)

Crystallization (Comment) Organism
the crystal structure is used for moelling with bound inhibitor tetramic acid Micrococcus luteus

Protein Variants

Protein Variants Comment Organism
D26A the mutant shows altered Mg2+ binding compared to the wild-type enzyme Escherichia coli

Inhibitors

Inhibitors Comment Organism Structure
BPH-629 bindiing structure in enzyme chain B, overview Escherichia coli
dihydropyridin-2-one
-
Streptococcus pneumoniae
tetramic acid the crystal structure is used for modelling with bound inhibitor tetramic acid Micrococcus luteus
tetramic acid binding structure, overview Streptococcus pneumoniae
tetronic acid
-
Streptococcus pneumoniae
Triton X-100 C55 is retained in the active site for further elongation, whereas the kcat is increased by 190fold under steady-state condition by 0.1% Triton X-100 Escherichia coli

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
additional information
-
additional information pre-steady-state UPPS kinetics, single-turnover, kinetic analysis, overview Escherichia coli

Metals/Ions

Metals/Ions Comment Organism Structure
Mg2+ required, structures of Mg2+ binding of wild-type and mutant UPPS, overview Escherichia coli
Mg2+ required, structures of Mg2+ binding of wild-type and mutant UPPS, overview Micrococcus luteus
Mg2+ required, structures of Mg2+ binding of wild-type and mutant UPPS, overview Streptococcus pneumoniae

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
(2E,6E)-farnesyl diphosphate + 8 isopentenyl diphosphate Micrococcus luteus
-
8 diphosphate + ditrans,octacis-undecaprenyl diphosphate
-
?
(2E,6E)-farnesyl diphosphate + 8 isopentenyl diphosphate Streptococcus pneumoniae
-
8 diphosphate + ditrans,octacis-undecaprenyl diphosphate
-
?
(2E,6E)-farnesyl diphosphate + 8 isopentenyl diphosphate Escherichia coli UPPS catalyzes eight consecutive condensation steps of IPP with FPP to form C55 final product 8 diphosphate + ditrans,octacis-undecaprenyl diphosphate
-
?
(2E,6E)-farnesyl diphosphate + 8 isopentenyl diphosphate Micrococcus luteus B-P 26
-
8 diphosphate + ditrans,octacis-undecaprenyl diphosphate
-
?

Organism

Organism UniProt Comment Textmining
Escherichia coli
-
gene uppS
-
Micrococcus luteus
-
gene uppS
-
Micrococcus luteus B-P 26
-
gene uppS
-
Streptococcus pneumoniae Q97SR4 gene uppS
-

Reaction

Reaction Comment Organism Reaction ID
(2E,6E)-farnesyl diphosphate + 8 isopentenyl diphosphate = 8 diphosphate + ditrans,octacis-undecaprenyl diphosphate catalytic mechanism, overview Escherichia coli
(2E,6E)-farnesyl diphosphate + 8 isopentenyl diphosphate = 8 diphosphate + ditrans,octacis-undecaprenyl diphosphate catalytic mechanism, overview Micrococcus luteus
(2E,6E)-farnesyl diphosphate + 8 isopentenyl diphosphate = 8 diphosphate + ditrans,octacis-undecaprenyl diphosphate catalytic mechanism, overview Streptococcus pneumoniae

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(2E,6E)-farnesyl diphosphate + 8 isopentenyl diphosphate
-
Escherichia coli 8 diphosphate + ditrans,octacis-undecaprenyl diphosphate
-
?
(2E,6E)-farnesyl diphosphate + 8 isopentenyl diphosphate
-
Micrococcus luteus 8 diphosphate + ditrans,octacis-undecaprenyl diphosphate
-
?
(2E,6E)-farnesyl diphosphate + 8 isopentenyl diphosphate
-
Streptococcus pneumoniae 8 diphosphate + ditrans,octacis-undecaprenyl diphosphate
-
?
(2E,6E)-farnesyl diphosphate + 8 isopentenyl diphosphate UPPS catalyzes eight consecutive condensation steps of IPP with FPP to form C55 final product Escherichia coli 8 diphosphate + ditrans,octacis-undecaprenyl diphosphate
-
?
(2E,6E)-farnesyl diphosphate + 8 isopentenyl diphosphate
-
Micrococcus luteus B-P 26 8 diphosphate + ditrans,octacis-undecaprenyl diphosphate
-
?

Synonyms

Synonyms Comment Organism
undecaprenyl diphosphate synthase
-
Escherichia coli
undecaprenyl diphosphate synthase
-
Micrococcus luteus
undecaprenyl diphosphate synthase
-
Streptococcus pneumoniae
UPPs
-
Escherichia coli
UPPs
-
Micrococcus luteus
UPPs
-
Streptococcus pneumoniae

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.0003
-
pH and temperature not specified in the publication Streptococcus pneumoniae tetramic acid
0.0006
-
pH and temperature not specified in the publication Escherichia coli BPH-629

General Information

General Information Comment Organism
physiological function UPPS is a cis- and trans-type prenyltransferase catalyzing consecutive condensation reactions of FPP with specific numbers of IPP to generate linear products with designate chain lengths, UPPS utilizes a concerted mechanism for IPP condensation, structures and mechanisms of the cis-prenyltransferase undecaprenyl diphosphate synthase, overview. Structures of different forms of UPPS with or without ligands reveal conformational changes upon substrate binding, catalysis and product release. A disordered loop in Escherichia coli UPPS, invisible in crystal structures without ligand, is essential for catalysis Escherichia coli