Taming Molecular Folding: Anion-Templated Foldamers with Tunable Quaternary Structures.

Autor: John EA; Department of Chemistry and Biochemistry, University of Montana, Missoula, Montana 59812, United States., Riel AMS; Department of Chemistry and Biochemistry, University of Montana, Missoula, Montana 59812, United States., Wieske LHE; Department of Chemistry─BMC, Organic Chemistry, Uppsala University, Husargatan 3, 752 37 Uppsala, Sweden., Ray D; Chemical Sciences Division, Oak Ridge National Laboratory, Oak Ridge, Tennessee 37831, United States., Decato DA; Department of Chemistry and Biochemistry, University of Montana, Missoula, Montana 59812, United States., Boller M; Department of Chemistry and Biochemistry, University of Montana, Missoula, Montana 59812, United States., Takacs Z; Swedish NMR Center, University of Gothenburg, Gothenburg SE-405 30, Sweden., Erdélyi M; Department of Chemistry─BMC, Organic Chemistry, Uppsala University, Husargatan 3, 752 37 Uppsala, Sweden., Bryantsev VS; Chemical Sciences Division, Oak Ridge National Laboratory, Oak Ridge, Tennessee 37831, United States., Berryman OB; Department of Chemistry and Biochemistry, University of Montana, Missoula, Montana 59812, United States.
Jazyk: angličtina
Zdroj: Journal of the American Chemical Society [J Am Chem Soc] 2024 Jun 06. Date of Electronic Publication: 2024 Jun 06.
DOI: 10.1021/jacs.3c14820
Abstrakt: Higher-order foldamers represent a unique class of supramolecules at the forefront of molecular design. Herein we control quaternary folding using a novel approach that combines halogen bonding (XBing) and hydrogen bonding (HBing). We present the first anion-templated double helices induced by halogen bonds (XBs) and stabilized by "hydrogen bond enhanced halogen bonds" (HBeXBs). Our findings demonstrate that the number and orientation of hydrogen bond (HB) and XB donors significantly affect the quaternary structure and guest selectivity of two similar oligomers. This research offers new design elements to engineer foldamers and tailor their quaternary structure for specific guest binding.
Databáze: MEDLINE