K. Das et al., FLUORESCENCE MONITORING OF THE HYDROPHOBIC SURFACE OF DEXTRIN USING P-TOLUIDINONAPHTHALENESULFONATE, Langmuir, 11(7), 1995, pp. 2410-2413
The effect of the linear oligosaccharides dextrin (alpha-1a,4e-D-gluco
pyranose) and dextran (alpha-1,6-D-glucopyranose) on the emission prop
erties of 2-(p-toluidino)-6-naphthalenesulfonate (TNS) has been studie
d in aqueous solution. TNS exhibits a 30-fold fluorescence enhancement
on binding to dextrin, while with dextran there is only a marginal in
crease in the emission intensity. The polarity values of the binding s
ites are estimated by comparing the nonradiative rates of TNS with tho
se in aqueous dioxane-water mixtures. The results indicate that the bi
nding surface of dextrin is markedly less polar than that of dextran.
This difference is attributed to the differing stereochemical constrai
nts imposed on the two chains. The binding constants of TNS with the t
wo polysaccharides in pure water have been determined in the presence
and absence of several salting-in denaturants and salting-out reagents
. Salting-in agents cause a decrease in the number of TNS molecules bo
und to the dextrin surface and an increase in the local polarity, whil
e the salting-out agent LiCl increases the number of TNS molecules bou
nd to dextrin. The interaction of TNS with dextran, however, is found
to be very weak even in the presence of LiCl. Energy minimization stud
ies reveal a hydrophobic surface for dextrin while no such amphiphilic
ity is observed in dextran.