(S)-2-hydroxypropylphosphonic acid epoxidase

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(S)-2-hydroxypropylphosphonic acid epoxidase
Identifiers
EC no. 1.14.19.7
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(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

  1. ↑ Munos JW, Moon SJ, Mansoorabadi SO, Chang W, Hong L, Yan F, Liu A, Liu HW (August 2008). "Purification and characterization of the epoxidase catalyzing the formation of fosfomycin from Pseudomonas syringae". Biochemistry. 47 (33): 8726–35. doi:10.1021/bi800877v. PMC   2780581 . PMID   18656958.
  2. ↑ Yan F, Moon SJ, Liu P, Zhao Z, Lipscomb JD, Liu A, Liu HW (November 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): 12628–38. doi:10.1021/bi701370e. PMC   2780580 . PMID   17927218.
  3. ↑ Hidaka T, Goda M, Kuzuyama T, Takei N, Hidaka M, Seto H (November 1995). "Cloning and nucleotide sequence of fosfomycin biosynthetic genes of Streptomyces wedmorensis". Molecular & General Genetics. 249 (3): 274–80. doi:10.1007/bf00290527. PMID   7500951.
  4. ↑ Liu P, Mehn MP, Yan F, Zhao Z, Que L, Liu HW (August 2004). "Oxygenase activity in the self-hydroxylation of (s)-2-hydroxypropylphosphonic acid epoxidase involved in fosfomycin biosynthesis". Journal of the American Chemical Society. 126 (33): 10306–12. Bibcode:2004JAChS.12610306L. doi:10.1021/ja0475050. PMID   15315444.
  5. ↑ Higgins LJ, Yan F, Liu P, Liu HW, Drennan CL (October 2005). "Structural insight into antibiotic fosfomycin biosynthesis by a mononuclear iron enzyme". Nature. 437 (7060): 838–44. Bibcode:2005Natur.437..838H. doi:10.1038/nature03924. PMID   16015285.
  6. ↑ Cameron S, McLuskey K, Chamberlayne R, Hallyburton I, Hunter WN (May 2005). "Initiating a crystallographic analysis of recombinant (S)-2-hydroxypropylphosphonic acid epoxidase from Streptomyces wedmorensis". Acta Crystallographica Section F. 61 (Pt 5): 534–6. Bibcode:2005AcCrF..61..534C. doi:10.1107/S1744309105012376. PMC   1952317 . PMID   16511089.
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