Abstract
A series of sulfoalkyl ether β-cyclodextrin derivatives, including sulfoethyl, sulfopropyl and sulfobutyl ethyl β-cyclodextrins, have been synthesized and characterized. Each sulfoalkyl ether β-cyclodextrin is a mixture of various degrees of substitution and different positional isotherms. Elemental analysis, 1H NMR, MS, and Differential Scanning Calorimetry analysis were used to determine the average degree of substitution for each β-cyclodextrin derivative. The average degrees of substitution are 3.4, 1.6 and 2.5 for sulfoethyl, sulfopropyl and sulfobutyl ether β-cyclodextrin, respectively. The water solubility of these derivatives is substantially higher than that of β-cyclodextrin. 1H NMR indicates thatsulfoethyl ether β-cyclodextrin may have major substitution on the secondaryhydroxyl group while the major substitution in sulfopropyl and sulfobutyl etherβ-cyclodextrin could be on the primary hydroxyl group. MS spectra showthat no more than one substitution occurred on a single glucose unit.
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