Peptide Backbone Directed Self‐Assembly of Merocyanine Oligomers into Duplex Structures

Abstract: The pseudopeptide backbone provided by N‐(2‐aminoethyl)‐glycine oligomers with attached nucleobases has been widely utilized in peptide nucleic acids (PNAs) as DNA mimics. Here we demonstrate the suitability of this backbone for the formation of structurally defined dye stacks. Toward this goal a series of peptide merocyanine (PMC) dye oligomers connected to a N‐(2‐aminoethyl)‐glycine backbone were prepared through peptide synthesis. Our concentration‐, temperature‐ and solvent‐dependent UV/Vis absorption studies show that under the control of dipole–dipole interactions, smaller‐sized oligomers consisting of one, two or three dyes self‐assemble into defined duplex structures containing two up to six chromophores. In contrast, upon further extension of the oligomer, the chosen peptide backbone cannot direct the formation of a defined duplex architecture anymore due to intramolecular aggregation between the dyes. For all aggregate species a moderate aggregation‐induced emission enhancement is observed.

Standort
Deutsche Nationalbibliothek Frankfurt am Main
Umfang
Online-Ressource
Sprache
Englisch

Erschienen in
Peptide Backbone Directed Self‐Assembly of Merocyanine Oligomers into Duplex Structures ; day:23 ; month:03 ; year:2022 ; extent:1
Angewandte Chemie ; (23.03.2022) (gesamt 1)

Urheber
Liu, Bin
Vonhausen, Yvonne
Schulz, Alexander
Höbartner, Claudia
Würthner, Frank

DOI
10.1002/ange.202200120
URN
urn:nbn:de:101:1-2022032606473528232986
Rechteinformation
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Letzte Aktualisierung
15.08.2025, 07:28 MESZ

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