(13)C-N.M.R.-SPECTRAL STUDY OF THE MODE OF BINDING OF Mn2+ AND Gd3+ TO N-ACETYL-α-NEURAMINIC ACID

Article abstract of DOI:10.1016/S0008-6215(00)88049-0

Natural-abundance, (13)C-n.m.r. spectroscopy was used to study the binding of Gd³⁺ and Mn²⁺ to N-acetyl-2-O-methyl-α-neuraminic acid (2) and to methyl N-acetyl-2-O-methyl-α-neuraminate (3).The results showed that Gd³⁺ , and Mn²⁺ bind in the region of the glycerol-1-yl side-chain and the 5-acetamido group of compound 3.When the α-NeuAc derivative contains a carboxylate anion, as in compound 2, multiple, metal-ion-binding sites occur, involving the head (the carboxyl end) and the tail (the glycerol-1-yl and 5-acetamido groups) of the molecule.