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- W2144927296 abstract "The cucurbit[7]uril (CB[7]) host molecule forms very stable host-guest complexes with the local anaesthetics procaine (K(CB[7]) = (3.5 +/- 0.7) x 10(4) dm(3) mol(-1)), tetracaine (K(CB[7]) = (1.5 +/- 0.4) x 10(4) dm(3) mol(-1)), procainamide (K(CB[7]) = (7.8 +/- 1.6) x 10(4) dm(3) mol(-1)), dibucaine (K(CB[7]) = (1.8 +/- 0.4) x 10(5) dm(3) mol(-1)) and prilocaine (K(CB[7]) = (2.6 +/- 0.6) x 10(4) dm(3) mol(-1)) in aqueous solution (pD = 4.75). The stability constants are 2-3 orders of magnitude greater than the values reported for binding by the comparably sized beta-cyclodextrin host molecule. The inclusion by CB[7] raises the first pK(a) values of the anaesthetics by 0.5-1.9 pK units, as the protonated forms are bound more strongly in acidic solution. The complexation-induced chemical shift changes in the guest proton resonances provide an indication of the site(s) of binding and the effects of protonation on the location of the binding sites." @default.
- W2144927296 created "2016-06-24" @default.
- W2144927296 creator A5023317620 @default.
- W2144927296 creator A5036202487 @default.
- W2144927296 date "2010-01-01" @default.
- W2144927296 modified "2023-10-12" @default.
- W2144927296 title "Host–guest complexations of local anaesthetics by cucurbit[7]uril in aqueous solution" @default.
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- W2144927296 doi "https://doi.org/10.1039/b915694a" @default.
- W2144927296 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/20024155" @default.
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