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(S)-2-Hydroxypropylphosphonic acid epoxidase (HppE)

(S)-2-Hydroxypropylphosphonic acid epoxidase (HppE) is an O2-dependent, nonheme Fe(II)-containing oxidase that converts (S)-2-hydroxypropylphosphonic acid ((S)-HPP) to the regio- and enantiomerically specific epoxide, fosfomycin. Fosfomycin ((1R,2S)-epoxypropylphosphonic acid, 1) is an antibiotic used to treat lower urinary tract infections. The biological target of fosfomycin has been identified as UDP-α-d-GlcNAc-O-enolpyruvoyl1 transferase, which catalyzes the attachment of phosphoenolpyruvate to UDP-α-d-GlcNAc, a key step in the assembly of the peptidoglycan layer within the bacterial cell wall. HppE involves in the reaction where(S)-2-hydroxypropylphosphonic acid (S-HPP) is converted into the epoxide fosfomycin via an oxidative cyclization reaction with retention of the substrate hydroxyl oxygen atom.

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PDB ID 1zz8

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1zz8, resolution 2.30Å ()
Ligands: ,
Gene: fom4 (Streptomyces wedmorensis)
Related: 1zz6, 1zz7, 1zz9, 1zzb, 1zzc
Resources: FirstGlance, OCA, RCSB, PDBsum
Coordinates: save as pdb, mmCIF, xml


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Jung Won Keum

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