(S)-2-hydroxypropylphosphonic acid epoxidase

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(S)-2-hydroxypropylphosphonic acid epoxidase
Identifiers
EC number 1.14.19.7
Databases
IntEnz IntEnz view
BRENDA BRENDA entry
ExPASy NiceZyme view
KEGG KEGG entry
MetaCyc metabolic pathway
PRIAM profile
PDB structures RCSB PDB PDBe PDBsum

(S)-2-hydroxypropylphosphonic acid epoxidase (EC 1.14.19.7, HPP epoxidase, HppE, 2-hydroxypropylphosphonic acid epoxidase, Fom4, (S)-2-hydroxypropylphosphonate epoxidase) is an enzyme with systematic name (S)-2-hydroxypropylphosphonate,NADH:oxygen epoxidase.[1][2][3][4][5][6] This enzyme catalyses the following chemical reaction

(S)-2-hydroxypropylphosphonate + NADH + H+ + O2 (1R,2S)-epoxypropylphosphonate + NAD+ + 2 H2O

(S)-2-hydroxypropylphosphonic acid epoxidase contains one non-heme iron centre per monomer.

References[edit]

  1. ^ Munos, J.W.; Moon, S.J.; Mansoorabadi, S.O.; Chang, W.; Hong, L.; Yan, F.; Liu, A.; Liu, H.W. (2008). "Purification and characterization of the epoxidase catalyzing the formation of fosfomycin from Pseudomonas syringae". Biochemistry. 47 (33): 8726–8735. doi:10.1021/bi800877v. PMC 2780581Freely accessible. PMID 18656958. 
  2. ^ Yan, F.; Moon, S.J.; Liu, P.; Zhao, Z.; Lipscomb, J.D.; Liu, A.; Liu, H.W. (2007). "Determination of the substrate binding mode to the active site iron of (S)-2-hydroxypropylphosphonic acid epoxidase using 17O-enriched substrates and substrate analogues". Biochemistry. 46 (44): 12628–12638. doi:10.1021/bi701370e. PMC 2780580Freely accessible. PMID 17927218. 
  3. ^ Hidaka, T.; Goda, M.; Kuzuyama, T.; Takei, N.; Hidaka, M.; Seto, H. (1995). "Cloning and nucleotide sequence of fosfomycin biosynthetic genes of Streptomyces wedmorensis". Mol. Gen. Genet. 249 (3): 274–280. doi:10.1007/bf00290527. PMID 7500951. 
  4. ^ Liu, P.; Mehn, M.P.; Yan, F.; Zhao, Z.; Que, L.; Jr.; Liu, H.W. (2004). "Oxygenase activity in the self-hydroxylation of (S)-2-hydroxypropylphosphonic acid epoxidase involved in fosfomycin biosynthesis". J. Am. Chem. Soc. 126 (33): 10306–10312. doi:10.1021/ja0475050. PMID 15315444. 
  5. ^ Higgins, L.J.; Yan, F.; Liu, P.; Liu, H.W.; Drennan, C.L. (2005). "Structural insight into antibiotic fosfomycin biosynthesis by a mononuclear iron enzyme". Nature. 437 (7060): 838–844. doi:10.1038/nature03924. PMID 16015285. 
  6. ^ Cameron, S.; McLuskey, K.; Chamberlayne, R.; Hallyburton, I.; Hunter, W.N. (2005). "Initiating a crystallographic analysis of recombinant (S)-2-hydroxypropylphosphonic acid epoxidase from Streptomyces wedmorensis". Acta Crystallogr. Sect. F Struct. Biol. Cryst. Commun. 61 (Pt 5): 534–536. doi:10.1107/S1744309105012376. PMC 1952317Freely accessible. PMID 16511089. 

External links[edit]