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Proposed mechanisms for reactions catalyzed by HppE. (a) Transformation of (S)-2-HPP to fosfomycin either involves a carbocation intermediate (route a) or takes place by an intramolecular oxygen atom rebound-like mechanism (route b). (b) Evidence for the carbocation route in panel (a) is based on the observation that HppE converts (R)-1-HPP to 1-oxopropan-2-ylphosphonate, likely via a carbocation intermediate.
