The regiospecificity of the initial H-atom abstraction may explain the fact that HPP epoxidase, a non-heme iron-containing enzyme, catalyzes not only the conversion of (S)-HPP ((S)-1) to fosfomycin (2), but also the oxidation of the 1R enantiomer, which leads exclusively to 3 with nearly equal efficiency.
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Zhao et al. (2002) studied this question.