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

Eric A. John; Asia Marie S. Riel; Lianne H.E. Wieske; Debmalya Ray; Daniel A. Decato; Madeleine Boller; Zoltan Takacs; Máté Erdélyi; Vyacheslav S. Bryantsev; Orion B. Berryman

doi:10.1021/jacs.3c14820

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

Eric A. John, Asia Marie S. Riel, Lianne H.E. Wieske, Debmalya Ray, Daniel A. Decato, Madeleine Boller, Zoltan Takacs, Máté Erdélyi, Vyacheslav S. Bryantsev, Orion B. Berryman

Chemical Separations Group

Research output: Contribution to journal › Article › peer-review

2 Scopus citations

Abstract

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.

Original language	English
Pages (from-to)	16419-16427
Number of pages	9
Journal	Journal of the American Chemical Society
Volume	146
Issue number	24
DOIs	https://doi.org/10.1021/jacs.3c14820
State	Published - Jun 19 2024

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title = "Taming Molecular Folding: Anion-Templated Foldamers with Tunable Quaternary Structures",

abstract = "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.",

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T1 - Taming Molecular Folding

T2 - Anion-Templated Foldamers with Tunable Quaternary Structures

AU - John, Eric A.

AU - Riel, Asia Marie S.

AU - Wieske, Lianne H.E.

AU - Ray, Debmalya

AU - Decato, Daniel A.

AU - Boller, Madeleine

AU - Takacs, Zoltan

AU - Erdélyi, Máté

AU - Bryantsev, Vyacheslav S.

AU - Berryman, Orion B.

PY - 2024/6/19

Y1 - 2024/6/19

N2 - 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.

AB - 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.

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

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