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Cyclic Peptoid-Peptide Hybrids as Versatile Molecular Transporters

Herlan, Claudine N. 1; Meschkov, Anna 2; Schepers, Ute 2,3; Bräse, Stefan 3
1 Karlsruher Institut für Technologie (KIT)
2 Institut für Funktionelle Grenzflächen (IFG), Karlsruher Institut für Technologie (KIT)
3 Institut für Organische Chemie (IOC), Karlsruher Institut für Technologie (KIT)


Addressing intracellular targets is a challenging task that requires potent molecular transporters capable to deliver various cargos. Herein, we report the synthesis of hydrophobic macrocycles composed of both amino acids and peptoid monomers. The cyclic tetramers and hexamers were assembled in a modular approach using solid as well as solution phase techniques. To monitor their intracellular localization, the macrocycles were attached to the fluorophore Rhodamine B. Most molecular transporters were efficiently internalized by HeLa cells and revealed a specific accumulation in mitochondria without the need for cationic charges. The data will serve as a starting point for the design of further cyclic peptoid-peptide hybrids presenting a new class of highly efficient, versatile molecular transporters.

Verlagsausgabe §
DOI: 10.5445/IR/1000136104
Veröffentlicht am 08.08.2021
DOI: 10.3389/fchem.2021.696957
Zitationen: 3
Web of Science
Zitationen: 3
Zitationen: 3
Cover der Publikation
Zugehörige Institution(en) am KIT Institut für Biologische und Chemische Systeme (IBCS)
Institut für Funktionelle Grenzflächen (IFG)
Institut für Organische Chemie (IOC)
Publikationstyp Zeitschriftenaufsatz
Publikationsdatum 25.06.2021
Sprache Englisch
Identifikator ISSN: 2296-2646
KITopen-ID: 1000136104
HGF-Programm 43.33.11 (POF IV, LK 01) Adaptive and Bioinstructive Materials Systems
Erschienen in Frontiers in Chemistry
Verlag Frontiers Media SA
Band 9
Seiten Art. Nr.: 696957
Nachgewiesen in Web of Science
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