DIEMER, V.; FISCHER DUROLA, Lucile; KAUFFMANN, B.; GUICHARD, Gilles

doi:10.1002/chem.201602481

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DIEMER, V.

FISCHER DUROLA, Lucile

KAUFFMANN, B.

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Chemistry-a European Journal. 2016, vol. 22, n° 44, p. 15684-15692

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Anion binding properties of neutral helical foldamers consisting of urea type units in their backbone have been investigated. (HNMR)-H-1 titration studies in various organic solvents including DMSO suggest that the interaction between aliphatic oligoureas and anions (CH3COO-, H2PO4-, Cl-) is site-specific, as it largely involves the urea NHs located at the terminal end of the helix (positive pole of the helix), which do not participate to the helical intramolecular hydrogen-bonding network. This mode of binding parallels that found in proteins in which anion-binding sites are frequently found at the N-terminus of an -helix. (HNMR)-H-1 studies suggest that the helix of oligoureas remains largely folded upon anion binding, even in the presence of a large excess of the anion. This study points to potentially useful applications of oligourea helices for the selective recognition of small guest molecules.< Réduire

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Anion Recognition by Aliphatic Helical Oligoureas

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