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.
- Location
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Deutsche Nationalbibliothek Frankfurt am Main
- Extent
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Online-Ressource
- Language
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Englisch
- Bibliographic citation
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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)
- Creator
- DOI
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10.1002/ange.202200120
- URN
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urn:nbn:de:101:1-2022032606473528232986
- Rights
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Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Last update
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15.08.2025, 7:28 AM CEST
Data provider
Deutsche Nationalbibliothek. If you have any questions about the object, please contact the data provider.
Associated
- Liu, Bin
- Vonhausen, Yvonne
- Schulz, Alexander
- Höbartner, Claudia
- Würthner, Frank
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Peptide Backbone Directed Self‐Assembly of Merocyanine Oligomers into Duplex Structures
Peptide Backbone Directed Self-Assembly of Merocyanine Oligomers into Duplex Structures
Folding-induced Fluorescence Enhancement in Merocyanine Oligomers
Tuning Exciton Coupling of Merocyanine Nucleoside Dimers by RNA, DNA and GNA Double Helix Conformations
Tuning Exciton Coupling of Merocyanine Nucleoside Dimers by RNA, DNA and GNA Double Helix Conformations
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Darstellung und optische Eigenschaften Donor-Akzeptor-substituierter Oligothiophene
Supramolecular dye chemistry : intermolecular interactions, self-organization, and photorefractive materials
Concentration‐, Temperature‐ and Solvent‐Dependent Self‐Assembly: Merocyanine Dimerization as a Showcase Example for Obtaining Reliable Thermodynamic Data
Self‐Assembly of Bowl‐Shaped Naphthalimide‐Annulated Corannulene
Discrete Supramolecular Stacks by Self-Assembly and Folding of Bis(merocyanine) Dyes
Kinetic Pathway Control in the Synthesis of Well‐Defined Ruthenium Coordination Oligomers
Peptide Backbone Directed Self‐Assembly of Merocyanine Oligomers into Duplex Structures
Peptide Backbone Directed Self-Assembly of Merocyanine Oligomers into Duplex Structures
Folding-induced Fluorescence Enhancement in Merocyanine Oligomers
Tuning Exciton Coupling of Merocyanine Nucleoside Dimers by RNA, DNA and GNA Double Helix Conformations
Tuning Exciton Coupling of Merocyanine Nucleoside Dimers by RNA, DNA and GNA Double Helix Conformations
Tuning Exciton Coupling of Merocyanine Nucleoside Dimers by RNA, DNA and GNA Double Helix Conformations
Darstellung und optische Eigenschaften Donor-Akzeptor-substituierter Oligothiophene
Supramolecular dye chemistry : intermolecular interactions, self-organization, and photorefractive materials
Concentration‐, Temperature‐ and Solvent‐Dependent Self‐Assembly: Merocyanine Dimerization as a Showcase Example for Obtaining Reliable Thermodynamic Data
Self‐Assembly of Bowl‐Shaped Naphthalimide‐Annulated Corannulene
Discrete Supramolecular Stacks by Self-Assembly and Folding of Bis(merocyanine) Dyes