80971-59-1Relevant academic research and scientific papers
A specific inhibitor of IgE-antibody formation: n-Pentyl β-D-fructopyranoside
Haraguchi,Yagi,Koda,Inagaki,Noda,Nishioka
, p. 1495 - 1499 (1982)
n-Pentyl β-D-fructopyranoside significantly suppresses IgE-antibody formation in rats and mice when orally administered, while no formation of hemagglutinin was observed. This is the first compound that is novel in structure and which exhibits a selective inhibition of IgE-antibody formation.
MCM-41 materials as catalysts for the synthesis of alkyl fructosides
Van Der Heijden,Van Rantwijk,Van Bekkum
, p. 131 - 147 (2007/10/03)
Alkylation of saccharides combines the essential characteristics of two major renewable classes, viz. triglycerides and carbohydrates, while leading to biofriendly surfactants and emulsifiers. The development of alkylated derivatives of fructose has lagged because no efficient synthesis was available. We have found that mesoporous materials of the MCM-41 type are active and selective catalysts for the alkylation of fructose. Quantitative yields were obtained in the reaction of fructose with lower alcohols, up to C4. For long chain alcohols yields were moderate but the alkyl fructopyranosides could be easily purified. The other isomers could be isolated by chromatography.
Synthesis of alkyl fructosides using solid acid catalysts. Part I: Silica-alumina cracking catalysts
De Goede,Van Deurzen,Van Der Leij,Van Der Heijden,Baas,Van Rantwijk,Van Bekkum
, p. 331 - 349 (2007/10/03)
Silica-alumina cracking catalysts and acid clays efficiently catalyze the 2-O-alkylation of D-fructose with long chain alcohols. Under the conditions applied virtually no degradation of fructose is observed. L-Sorbose and the aldopentoses also undergo silica-alumina-catalyzed alkylation. The rate of conversion is related to the solubility of the monosaccharide and the stability of the intermediate oxocarbenium ion. Best results in fructose alkylation are obtained by applying a recirculation method with butyl fructoside as soluble intermediate.
Reaction of D-fructose, D-glucose and inulin with alcohols in the presence of iodine; a novel glycosidation procedure
Verhart, Cor G.J.,Fransen, Carel T.M.,Zwanenburg, Binne,Chittenden, Gordon J.F.
, p. 133 - 139 (2007/10/03)
An efficient procedure for the glycosidation of D-fructose and D-glucose catalyzed by iodine is described. The reaction yields mainly alkyl glycofuranosides. Treatment of inulin under similar conditions leads to inter-glycosidic bond cleavage and to formation of alkyl D-fructofuranosides. The reaction conditions are particularly mild and relatively selective.
