92517-02-7Relevant articles and documents
Synthesis of branched cyclodextrins using activated carbon as a catalyst
Ishikura, Kandai,Yanagihara, Kazunori,Takagi, Hiroki
, p. 91 - 99 (2021/06/30)
Activated carbon has been reported to act as a catalyst for condensation reactions between glucose molecules. The present study describes the use of activated carbon as a new catalyst for the synthesis of branched cyclodextrins (CDs). Two main methods have been used to synthesize branched CDs: a method using an enzymatic condensation or transfer reaction, and a method using a chemical reaction. However, these methods have problems such as a limited number of the types of branched CDs that can be synthesized that depend on the characteristics of the enzyme, the long reaction time required (several days or more), difficulty in synthesizing branched CD with a high degree of substitution (DS), the need for large quantities of environmentally harmful solvents, and a complicated and costly reaction. Using activated carbon as a catalyst, branched CDs with a high DS could be synthesized within a relatively short time (a few hours), regardless of the type of saccharide in the branched portion. Furthermore, since the reaction was conducted under solvent-free conditions using activated carbon, the amount of solvent used in the production of branched CD could be reduced. The branched β-CDs prepared using the activated carbon catalyst showed high solubility, high solubilization capacity, and low hemolytic activity, similar to the 2-hydroxypropyl-β-CD used for pharmaceuticals. These results indicate that activated carbon is an industrially and environmentally useful catalyst for branched CD syntheses.
SYNTHESIS OF 6-O-α-D-GLUCOPYRANOSYLCYCLOMALTOHEPTAOSE
Fuegedi, Peter,Nanasi, Pal,Szejtli, Jozsef
, p. 173 - 182 (2007/10/02)
(2,3-Di-O-acetyl)hexakis(2,3,6-tri-O-acetyl)cyclomaltoheptaose was prepared by reaction of cyclomaltoheptaose with tert-butyldimethylsilyl chloride in pyridine followed by acetylation and desilylation.Glycosylation with 2,3,4,6-tetra-O-benzoyl-1-O-trichloroacetimidoyl-α-D-glucopyranose, using trifluoromethanesulfonic acid as catalyst, and removal of the protecting groups from the product then afforded the title compound.
Synthesis of branched cyclomalto-oligosaccharides using Pseudomonas isoamylase.
Abe,Mizowaki,Hizukuri,Koizumi,Utamura
, p. 81 - 92 (2007/10/02)
Branched cyclomalto-oligosaccharides (cyclodextrins) were synthesised from cyclomalto-oligosaccharides and maltose or maltotriose through the reverse action of Pseudomonas isoamylase. The reaction rate was greater with maltotriose than with maltose, and with increasing size of the cyclomalto-oligosaccharide (cG6 less than cG7 less than cG8). Maltotriose is effective as both a side-chain donor and acceptor, and three isomers of 6-O-alpha-maltotriosylmaltotriose (branched G6) were formed through mutual condensation, but maltose was effective only as a side-chain donor. Each branched cyclomalto-oligosaccharide and G6 was purified by liquid chromatography, and their structures were determined by chemical, enzymic, and 13C-n.m.r. spectroscopic analyses.
