Carbohydrate interaction with monovalent ions. The effects of Li+, Na+, K+, NH+4, Rb+, and Cs+ on the solid state and solution structures of D-Glucono-1,5-lactone (cas 1335-57-5) and d-gluconic acid

Add time:09/07/2019    Source:sciencedirect.com

The interaction of D-Glucono-1,5-lactone (cas 1335-57-5) with monovalent ions has been studied in aqueous solution at neutral pH. The d-gluconate salts of Li+, Na+, K+, NH+4, Rb+, and Cs+ were studied by 13C NMR, FTIR, and by X-ray powder diffraction. The spectroscopic evidence suggests that in aqueous solution, the alkali metal ions are hydrated, with no direct metal-sugar interaction. In the solid state, Li+ is four-coordinated, binding to two different gluconate anions through the carboxylate O-1 and one of the acid anion OH groups. Na+ binds to six oxygen atoms of six different acid anions. K+ is six-coordinated in the anhydrous salt, binding to four oxygen atoms of the four anion carboxylate groups and to two sugar OH groups; the monohydrated shows two different types of crystals (A and B). In the A crystal, K+ has eight-fold coordination, binding to six OH groups and two two H2O, with no direct metal-carboxylate interaction, while in the B crystal, the eight coordination around K+ is completed by the acid anion carboxylate and OH groups as well as a water molecule. the Rb+ and K+ salts are isomorphous with and rather different from the Cs+ salt. The sugar intermolecular H-bonding network is rearranged upon acid ionization and salt formation.

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