To study the effect of the conformation of sugar hydroxy groups on metal complexation processes, complex formation of eight saccharides (D-fructose, L-sorbose, L-arabinose, D-arabinose, D-glucose, D-sorbitol, 2-deoxy-D-glucose and D-saccharose) with dimethyltin(IV)2+ cations was investigated in aqueous solution by potentiometric equilibrium measurements, 13C NMR, polarimetric and Mossbauer spectroscopic methods. The experimental results proved that deprotonation of D-fructose and L-sorbose is caused by the coordination of dimethyltin(IV)2+ in the unusual low pH interval 4-6 in contrast to the other saccharides deprotonated in analogous way at pH > 8. Increasing the pH of the solution resulted in the formation of further complexes. Stability and composition of the species was determined by potentiometric studies. 13C NMR measurements led to the assignment of the sugar OH groups participating in the processes. Mossbauer investigations in the quick-frozen solutions permitted the determination of the stereochemistry of tin(IV) in the complexes.
|Translated title of the contribution||Unusual coordination behavior of D-fructose towards dimethyltin(IV)2+: Metal-promoted deprotonation of alcoholic OH groups in aqueous solutions of low pH|
|Number of pages||11|
|Journal||Acta pharmaceutica Hungarica|
|Publication status||Published - Jan 1999|
ASJC Scopus subject areas
- Pharmaceutical Science