Fig. 16. (a) Crystal structure of teicoplanin complexed with a DAla–DAla peptide. (b–d) Extrapolation of this binding mode to incorporate phosphoryl delivery from histidine in different positions in order to access each sugar, as initial hypothesis for rational design of peptide catalysts. (e) Selective phosphorylation of teicoplanin by catalysts 1, 2 and 3. Also shown are sites of bromination with NBP, both uncatalysed (purple) and using catalyst 4. Reprinted with permission from ref. 86. Copyright 2013 American Chemical Society.
