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Literature summary for 1.11.1.23 extracted from

  • Schweifer, A.; Hammerschmidt, F.
    On the conversion of structural analogues of (S)-2-hydroxypropylphosphonic acid to epoxides by the final enzyme of fosfomycin biosynthesis in S. fradiae (2008), Bioorg. Med. Chem. Lett., 18, 3056-3059.
    View publication on PubMed

Application

Application Comment Organism
medicine fosfomycin is a clinically utilized antibiotic of low toxicity, blocking bacterial cell wall biosynthesis by acting as an analogue of phosphoenolpyruvate Streptomyces fradiae

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
(S)-2-hydroxypropylphosphonic acid + 2 NADH + O2 Streptomyces fradiae
-
cis-(1R,2S)-epoxypropylphosphonic acid + 2 H2O + 2 NAD+ i.e. fosfomycin ?

Organism

Organism UniProt Comment Textmining
Streptomyces fradiae D2SNF6
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(S)-2-hydroxybutylphosphonic acid + 2 NADH + O2
-
Streptomyces fradiae cis-(1R,2S)-epoxybutylphosphonic acid + 2 H2O + 2 NAD+
-
?
(S)-2-hydroxypropylphosphonic acid + 2 NADH + O2
-
Streptomyces fradiae cis-(1R,2S)-epoxypropylphosphonic acid + 2 H2O + 2 NAD+ i.e. fosfomycin ?
additional information no activity with 2-hydroxyethyl phosphonic acid Streptomyces fradiae ?
-
?