Ugi multicomponent reaction to prepare peptide–peptoid hybrid structures with diverse chemical functionalities

Autor: Mehedi Reza, Robert Rambo, Jan Steinkoenig, Elham Radvar, Helena S. Azevedo, Manuel Hartweg, Janne Ruokolainen, Ian W. Hamley, Christopher Barner-Kowollik, Dominic W. P. Collis, Michael Kaupp, C. Remzi Becer, Charlotte J. C. Edwards-Gayle
Přispěvatelé: Queen Mary University of London, University of Reading, Department of Applied Physics, Karlsruhe Institute of Technology, Diamond Light Source Ltd, Aalto-yliopisto, Aalto University
Jazyk: angličtina
Rok vydání: 2018
Předmět:
ISSN: 1759-9954
Popis: Monodisperse sequenced peptides and peptoids present unique nano-structures based on their self-assembled secondary and tertiary structures. However, the generation of peptide and peptoid hybrid oligomers in a sequence-defined manner via Ugi multicomponent reaction has not yet been studied. Herein, we report a synthetic strategy that enables both the modification of peptides as well as the generation of sequence-defined peptide-peptoid hybrid structures. Our synthetic methodology rests on the fusion of solid phase peptide synthesis with Ugi multicomponent reactions. We evidence that a diversity of chemical functionalities can be inserted into peptides or used in the design of peptide-peptoid hybrids exploiting a wide functional array including amines, carboxylic acids, hydrocarbons, carbohydrates as well as polymers, introducing a sequence-defined synthetic platform technology for precision peptoid hybrids.
Databáze: OpenAIRE