Kinetic Insights into the Supramolecular Polymerization of Perylenediimide-Appended Dipeptides.

ABSTRACT: This study describes the synthesis of two amphiphilic perylenediimide (PDI)-based systems, each incorporating lateral non-polar side chains and dipeptide units: (L)-Ala-Gly (PDI 1) or Gly-(L)-Ala (PDI 2). These amphiphilic dipeptide-functionalized systems enable the investigation of their self-assembly behavior in both apolar (MCH) and aqueous environments. The incorporation of dipeptides facilitates the formation of metastable monomeric species, M*, which have been examined through experimental and theoretical approaches. Spectroscopic analysis reveals that these monomeric species adopt various configurations stabilized by intramolecular hydrogen bonding, forming pseudocycles of varying sizes. DFT calculations suggest that the metastable monomers and their unbonded forms possess similar s

SUBMITTER: Rey-Tarrio F 

PROVIDER: S-EPMC12332812 | biostudies-literature | 2025 Aug

REPOSITORIES: biostudies-literature