TY  - JOUR
A1  - Liu, Bin
A1  - Vonhausen, Yvonne
A1  - Schulz, Alexander
A1  - Höbartner, Claudia
A1  - Würthner, Frank
T1  - Peptide Backbone Directed Self-Assembly of Merocyanine Oligomers into Duplex Structures
JF  - Angewandte Chemie International Edition
N2  - 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.
KW  - dipole-dipole interaction
KW  - peptide backbone
KW  - merocyanine
KW  - dye assembly
KW  - duplex structure
Y1  - 2022
U6  - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-318797
VL  - 61
IS  - 21
ER  -