(S)-2-hydroxypropylphosphonic acid epoxidase

(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
Search PMC articles PubMed articles NCBI proteins

(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 $\rightleftharpoons$ (1R,2S)-epoxypropylphosphonate + NAD⁺ + 2 H₂O

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

References

1. Munos, J.W., Moon, S.J., Mansoorabadi, S.O., Chang, W., Hong, L., Yan, F., Liu, A. and 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 2780581. PMID 18656958.
2. Yan, F., Moon, S.J., Liu, P., Zhao, Z., Lipscomb, J.D., Liu, A. and 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 2780580. PMID 17927218.
3. Hidaka, T., Goda, M., Kuzuyama, T., Takei, N., Hidaka, M. and 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. and 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. and 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. and 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 1952317. PMID 16511089.

External links

• (S)-2-hydroxypropylphosphonic acid epoxidase at the US National Library of Medicine Medical Subject Headings (MeSH)