The effect of sodium chloride concentration on the mutarotation and structure of d-xylose in water: Experimental and theoretical investigation

Abstract

The effect of NaCl concentration on the structure of d-xylose in H₂O was studied. It was found that NaCl could prolong the equilibrium time between the two main configurations, α-xylopyranose and β-xylopyranose. The proportion of α-xylopyranose was slightly increased in NaCl-H₂O solution than that in H₂O, and the alteration of NaCl on α-xylopyranose and β-xylopyranose was different. Theoretical calculations demonstrated that NaCl was more favorable to stabilize the structure of α-xylopyranose. Na⁺ had attraction with O atoms (α: O₆; β: O₆ and O₁), with the outflow of electron from C atom to O atom on the C₁-O₆ bond, which was beneficial to the transformation between chain form and pyran forms. Cl^- had interaction with the hydroxyl groups of xylose. The interaction between xylose and NaCl, was also evidenced by the variation of ³⁵Cl and ²³Na NMR spectra. The findings could provide guidance for understanding the conformational change and design of xylose conversion ways. It also provided valuable information for making efficient use of hemicellulose.

Keywords: ATR-IR; Mutarotation; NMR; NaCl; Optical rotation; Xylose.