Molecular recognition of N-acetylneuraminic acid with acyclic benzimidazolium- and aminopyridine/guanidinium-based receptors.
Acyclic receptors incorporating neutral and cationic recognition sites show effective binding of N-acetylneuraminic acid (Neu5Ac), the most naturally abundant sialic acid, in highly competitive solvents such as dimethyl sulfoxide (DMSO) and water/DMSO. Receptors 6b and 7b are able to form neutral/charge-reinforced hydrogen bonds and ion pairs with Neu5Ac, similar to sialic acid-binding proteins. Syntheses and binding properties of the artificial receptors are discussed.
Mazik
Monika
M
Institut für Organische Chemie der Technischen Universität Braunschweig, Hagenring 30, 38106 Braunschweig, Germany. m.mazik@tu-bs.de
Cavga
Hüseyin
H