Synthesis of membranes having a saccharide side chain and their optical resolution properties for d‐/l‐ glucose mixtures

Tsutomu Nakagawa, Yoshida Toyokawa, Motoji Abe, Akon Higuchi

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Abstract

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 chlororethylated poly(γ ‐methyl L‐glutamate) (CE‐PMLG) as synthetic polymers along with an equal mixture of α‐D‐2‐deoxy‐2‐aminoglucopyranosyl‐(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.

Original languageEnglish
Pages (from-to)209-226
Number of pages18
JournalMacromolecular Symposia
Volume84
Issue number1
DOIs
StatePublished - Jul 1994

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