Seeded Polymerization through the Interplay of Folding and Aggregation of an Amino-Acid-based Diamide
Autor: | Kentarou Matsumoto, Soichiro Ogi, Shigehiro Yamaguchi |
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Rok vydání: | 2018 |
Předmět: |
inorganic chemicals
Time Factors Molecular Conformation Supramolecular chemistry macromolecular substances 010402 general chemistry 01 natural sciences Catalysis Polymerization Moiety Amino Acids Diamide chemistry.chemical_classification 010405 organic chemistry Hydrogen bond technology industry and agriculture General Medicine General Chemistry Combinatorial chemistry 0104 chemical sciences Amino acid Folding (chemistry) Supramolecular polymers Spectrometry Fluorescence chemistry biological sciences Thermodynamics lipids (amino acids peptides and proteins) Protein folding |
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 |
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