Peptide cyclisation promoted by supramolecular complex formation.

Arnout P T HartendorpFelix J de ZwartHans BieräugelBas de Bruin Joost N H Reek Jan H van Maarseveen

Published in: Organic & biomolecular chemistry (2022)

Phenol ester activated dipeptides that are reluctant to ring-close have been cyclised with the aid of sterically shielding metallo-porphyrins avoiding unwanted intermolecular reactions. The binding of ZnTPP to the dipyridine-functionalised activating phenolic ester was studied by NMR titrations and modelling. Staudinger-mediated cyclisations in the presence of ZnTPP increased the yield of the cyclic dipeptide from 16% to 40%.

Keyphrases

energy transfer
magnetic resonance
signaling pathway
high resolution
dna binding
gram negative
binding protein
water soluble