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Interactions of D-cellobiose With P-Toluenesulfonic Acid in Aqueous Solution: A (13)C NMR Study

Interactions of D-cellobiose With P-Toluenesulfonic Acid in Aqueous Solution: A (13)C NMR Study

Ananda S Amarasekara, Onome S Owereh, Brian Ezeh

Carbohydr Res. 2011 Dec 13;346(17):2820-2.

PMID: 22036122

Abstract:

The effects of adding D(2)SO(4), and p-toluenesulfonic acid-d to D-cellobiose dissolved in D(2)O were investigated at 23°C by plotting (13)C NMR chemical shift changes (Δδ) against the acid to D-cellobiose molar ratio. (13)C Chemical shifts of all 18 carbon signals from α and β anomers of D-cellobiose showed gradual decreases due to increasing acidity in aqueous D(2)SO(4) medium. The C-1 of the α anomer showed a slightly higher response to increasing D(+) concentration in the surrounding. In the aqueous p-toluenesulfonic acid-d medium, C-6' and C-4' carbons of both α, and β anomeric forms of D-cellobiose are significantly affected by increasing the sulfonic acid concentrations, and this may be due to a 1:1 interaction of p-toluenesulfonic acid-d with the C-6', C-4' region of the cellobiose molecule.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP528507	D-(+)-Cellobiose		528-50-7	Price

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