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- W2927233760 abstract "The design, synthesis and structural characterization of non-natural oligomers that adopt well-defined conformations, so called foldamers, is a key objective in developing biomimetic 3D functional architectures. For the aromatic oligoamide foldamer family, use of interactions between side-chains to control conformation is underexplored. The current manuscript addresses this objective through the design, synthesis and conformational analyses of model dimers derived from 3-O-alkylated para-aminobenzoic acid monomers. The O-alkyl groups on these foldamers are capable of adopting syn- or anti-conformers through rotation around the Ar-CO/NH axes. In the syn-conformation this allows the foldamer to act as a topographical mimic of the α-helix whereby the O-alkyl groups mimic the spatial orientation of the i and i + 4 side-chains from the α-helix. Using molecular modelling and 2D NMR analyses, this work illustrates that covalent links and hydrogen-bonding interactions between side-chains can bias the conformation in favour of the α-helix mimicking syn-conformer, offering insight that may be more widely applied to control secondary structure in foldamers." @default.
- W2927233760 created "2019-04-11" @default.
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- W2927233760 date "2019-04-10" @default.
- W2927233760 modified "2023-10-11" @default.
- W2927233760 title "Control of conformation in α-helix mimicking aromatic oligoamide foldamers through interactions between adjacent side-chains." @default.
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- W2927233760 doi "https://doi.org/10.1039/c9ob00123a" @default.
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