Homochiral versus Heterochiral Dimeric Helical Foldamer Bundles: Chlorinated-Solvent-Dependent Self-Sorting.
Friedericke S MenkeBarbara WicherVictor MaurizotIvan HucPublished in: Angewandte Chemie (International ed. in English) (2023)
Aromatic oligoamide sequences programmed to fold into stable helical conformations were designed to display a linear array of hydrogen-bond donors and acceptors at their surface. Sequences were prepared by solid-phase synthesis. Solution 1 H NMR spectroscopic studies and solid-state crystallographic structures demonstrated the formation of stable hydrogen-bond-mediated dimeric helix bundles that could be either heterochiral (with a P and an M helix) or homochiral (with two P or two M helices). Formation of the hetero- or homochiral dimers could be driven quantitatively using different chlorinated solvents-exemplifying a remarkable case of either social or narcissistic chiral self-sorting or upon imposing absolute handedness to the helices to forbid PM species.
Keyphrases
- solid state
- polycyclic aromatic hydrocarbons
- ionic liquid
- high resolution
- dna binding
- solar cells
- genetic diversity
- healthcare
- particulate matter
- gas chromatography
- molecular docking
- air pollution
- mental health
- heavy metals
- mass spectrometry
- visible light
- risk assessment
- single cell
- tandem mass spectrometry
- neural network