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. 2017 Aug 30;56(41):12492–12497. doi: 10.1002/anie.201705639

Scheme 2.

Scheme 2

Proposed E1cb mechanism for DHQ II, depicting Tyr28 acting as base to catalyse enolate formation, with the enolate being stabilised by hydrogen bonding to regions oft he peptide backbone, via a bridging water molecule. Figure adapted from Ref. 9b.