Peptide cyclisation promoted by supramolecular complex formation

Open Access
Authors
Publication date 21-01-2022
Journal Organic and Biomolecular Chemistry
Volume | Issue number 20 | 3
Pages (from-to) 575-578
Number of pages 4
Organisations
  • Faculty of Science (FNWI) - Van 't Hoff Institute for Molecular Sciences (HIMS)
Abstract

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%.

Document type Article
Note With supplementary file.
Language English
Published at https://doi.org/10.1039/d1ob02309h
Other links https://www.scopus.com/pages/publications/85123573238
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d1ob02309h (Final published version)
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