SYNTHESIS OF MEMBRANES HAVING A SACCHARIDE SIDE-CHAIN AND THEIR OPTICAL RESOLUTION PROPERTIES FOR D-GLUCOSE L-GLUCOSE MIXTURES

The objective of the present investigation is to synthesize new polymeric membranes having a saccharide in the side chain and to clarify the specific affinity of the saccharide chains. During this study chloromethylated polysulfone (CM-PSF), poly(chloromethylated styrene)(P-CM-St), poly(methyl methacrylate) (PMMA), and chlororethylatedpoly(gamma-methyl L-glutamate)(CE-PMLG) as synthetic polymers along with an equal mixture of alpha-D-2-deoxy-2-aminoglucopy-ranosyl-(1'-->6)-D-sorbitol and mannitol (AGP) as saccharides were used. PMMA+AGP and CE-PMLG+AGP membranes showed the highest permeability of D-glucose in sugars (molecular weight = 180.16), although the CM-PSP+AGP and P-CM-St+AGP membranes showed less permeability. The reason for the high permeability of D-glucose is the high partition coefficient of D-glucose, which may come from an interaction between the AGP terminating D-glucose structure and D-glucose as the solute. The optical resolution could be done by the difference between the D- and L-glucose permeation rates from an equimolar mixture of D-glucose and L-glucose.