Using anions to induce molecular structure is a rapidly growing area of dynamic and switchable supramolecular chemistry. The emphasis of this review is on helical anion foldamers in solution, and many of the beautiful complexes described herein are accentuated by their crystal structures. Anion foldamers are defined as single- or multistrand complexes-often helical-that incorporate one or more anions. The review begins by discussing foldamer structure and nomenclature and follows with discourse on the anions which are employed. Recent advances in functional foldamers that bind a single anion are examined, including: induced chirality, stimuli-responsive dynamics, fluorescence changes, organocatalysis, anion transport, and halogen bonding. The review then inspects multianion foldamers, and this section is organized by the number of strands within the foldamer-from single- to triple-strand foldamers. Finally, the review is punctuated by recent hydrogen- and halogen-bonding triple-strand anion foldamers.
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http://dx.doi.org/10.1021/acs.chemrev.9b00583 | DOI Listing |
Angew Chem Int Ed Engl
December 2024
Department of Pharmacy, Ludwig-Maximilians-Universität München, Butenandtstr. 5-13, 81377, München, Germany.
Helical aromatic oligoamide foldamers bearing anionic side chains that mimic the overall shape and charge surface distribution of DNA were synthesized. Their interactions with chromosomal protein Sac7d, a non-sequence-selective DNA-binder that kinks DNA, were investigated by Surface Plasmon Resonance (SPR), Isothermal Titration Calorimetry (ITC), Circular Dichroism spectroscopy (CD), melting curve analysis, Atomic Force Microscopy (AFM), and Nuclear Magnetic Resonance (NMR), as well as by single crystal X-ray crystallography. The foldamers were shown to bind to Sac7d better than a DNA duplex of comparable length.
View Article and Find Full Text PDFChem Asian J
November 2024
Department of Chemistry, Indian Institute of Technology Guwahati, Assam, 781039, India.
This review highlights important research on anion coordination chemistry for materials applications over the last decade. This field has numerous applications in various areas, such as the environment, industry, and medicine. Despite its enormous potential, real-world applicability is still pending.
View Article and Find Full Text PDFJ Phys Chem B
October 2024
Institute for Polymer Research, Waterloo Institute for Nanotechnology, Department of Chemistry, University of Waterloo, 200 University Avenue West, Waterloo, Ontario N2L 3G1, Canada.
Chembiochem
October 2024
Univ. Bordeaux, CNRS, Bordeaux INP, CBMN, UMR5248, IECB, 2 rue Robert Escarpit, F-33600, Pessac, France.
While foldamers have been extensively studied as protein mimics and especially as α-helix mimics, their use as capping motif to enhance α-helix propensity remains comparatively much limited. In this study, we leverage the structural similarities between urea-based helical foldamers and α-helix to investigate the efficacy of oligoureas as N- or C-caps for reinforcing α-helical structures in water. Short oligoureas, comprising 3 to 4 residues, were strategically introduced at the N- or C-terminus of two peptide sequences (S-peptide and an Ala-rich model sequence).
View Article and Find Full Text PDFJ Am Chem Soc
June 2024
Department of Chemistry and Biochemistry, University of Montana, Missoula, Montana 59812, United States.
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).
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