Abstract
We successfully synthesized inulin tosylates by treating commercially available inulin with tosyl chloride and triethylamine in N,N-dimethylacetoamide at the ambient temperature for 24h. The subsequent S(N)2 reactions using sodium azide afford inulin azides that can act as useful substrates for the following Huisgen cycloaddition with alkyne-terminated β-lactoside. The resultant inulin derivative having multiple β-lactosides has excellent affinity towards a β-lactoside binding lectin (RCA(120)). This synthetic strategy has various advantages, such as non-fragmentation of the inulin mainchain and wide applications for various alkyne-terminated functional units. Our strategy can be, therefore, used to develop various inulin derivatives that are applicable for food and medicinal industries.
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