Carboxylate binding in polar solvents using pyridylguanidinium salts.
نویسندگان
چکیده
A series of thiourea and guanidinium derivatives have been prepared and their ability to bind a carboxylate group has been investigated. Guanidinium 33, featuring two additional amides and a pyridine moiety, proved to be the most potent carboxylate binding site and was able to bind acetate in aqueous solvent systems (K(ass) = 480 M(-1) in 30% H(2)O-DMSO). The pyridine moiety is critical to obtaining strong binding, and comparison with the binding properties of analogous compounds in which the pyridine is replaced by a benzene ring provides a striking example of enthalpy-entropy compensation.
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عنوان ژورنال:
- Organic & biomolecular chemistry
دوره 5 11 شماره
صفحات -
تاریخ انتشار 2007