Seeded Polymerization through the Interplay of Folding and Aggregation of an Amino-Acid-based Diamide

Autor: Kentarou Matsumoto, Soichiro Ogi, Shigehiro Yamaguchi
Rok vydání: 2018
Předmět:
Zdroj: Angewandte Chemie International Edition. 57:2339-2343
ISSN: 1433-7851
DOI: 10.1002/anie.201712119
Popis: Amino acid based diamides are widely used as a substructure in supramolecular polymers and are also key components of polypeptides that help to understand protein folding. The interplay of folding and aggregation of a diamide was used to achieve seed-initiated supramolecular polymerization. For that purpose, a pyrene-substituted diamide was synthesized in which pyrene is used as a tracer to monitor the supramolecular polymerization. Thermodynamics and time-dependent studies revealed that the folding of the diamide moiety, via the formation of intramolecular hydrogen bonds, effectively prevents a spontaneous nucleation that leads to supramolecular polymerization. Under such out-of-equilibrium conditions, the addition of seeds successfully initiates the supramolecular polymerization. These results demonstrate the utility of such amino acid based diamides in programmable supramolecular polymerizations.
Databáze: OpenAIRE