REGIOSPECIFIC SULFONATION ONTO C-3 HYDROXYLS OF BETA-CYCLODEXTRIN - PREPARATION AND ENZYME-BASED STRUCTURAL ASSIGNMENT OF 3A,3C AND 3A,3D DISULFONATES

REGIOSPECIFIC SULFONATION ONTO C-3 HYDROXYLS OF BETA-CYCLODEXTRIN - PREPARATION AND ENZYME-BASED STRUCTURAL ASSIGNMENT OF 3A,3C AND 3A,3D DISULFONATES
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DOI:
10.1021/ja00268a050
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发表时间:
1986-04-16
影响因子:
15
通讯作者:
KOGA, T
KOGA, T
中科院分区:
化学1区
文献类型:
--
作者:
FUJITA, K;TAHARA, T;KOGA, T

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β-仲羟基(C-3sb.OH)环糊精被β-环糊精特异性地磺化。萘磺酰氯的CH 3CN水溶液。该方法还得到了二磺化β-聚乙烯醇的有限混合物。环糊精主要由3A,3C和3A,3D异构体组成。它们很容易通过反相柱色谱分离,并转化为相应的二烯丙基环氧化物。它们的区域化学是由它们对直链寡糖的特异性淀粉水解决定的。
A secondary hydroxyl (C-3.sbd.OH) of .beta.-cyclodextrin was specificically sulfonated by .beta.-naphthalenesulfonyl chloride in aqueous CH3CN. This method also gave a limited mixture of the disulfonated .beta.-cyclodextrins, which were mainly composed of 3A,3C and 3A,3D isomers. They were easily isolated by reversed-phase column chromatography and converted to the corresponding diallo epoxides. Their regiochemistries were determined by their specific amylolyses to the linear oligosaccharides.