Peptide cyclisation promoted by supramolecular complex formation

Autor: Arnout P. T. Hartendorp, Felix J. de Zwart, Hans Bieräugel, Bas de Bruin, Joost N. H. Reek, Jan H. van Maarseveen
Přispěvatelé: Homogeneous and Supramolecular Catalysis (HIMS, FNWI), HIMS (FNWI), HCSC+ (HIMS, FNWI), Synthetic Organic Chemistry (HIMS, FNWI)
Jazyk: angličtina
Rok vydání: 2022
Předmět:
Zdroj: Organic and Biomolecular Chemistry, 20(3), 575-578. Royal Society of Chemistry
ISSN: 1477-0539
1477-0520
DOI: 10.1039/d1ob02309h
Popis: 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%.
Databáze: OpenAIRE