220902-83-0Relevant academic research and scientific papers
Regioselectivity in Alkylation Reactions of 1,2-O-Stannylene Acetals of D-Arabinofuranose
Darwish, Omar S.,Callam, Christopher S.,Hadad, Christopher M.,Lowary, Todd L.
, p. 963 - 981 (2007/10/03)
The synthesis of β-arabinofuranosides via alkylation of 1,2-O-stannylene acetal intermediates has been studied. With reactive alkyl halides (benzyl bromide, allyl bromide, and p-methoxybenzyl chloride), the method provides a mixture of β-arabinofuranosides and 2-O-alkylated lactols in ratios of 4:1 to 1:1.5. However, with carbohydrate-derived electrophiles, no alkylated products are produced. It appears, therefore, that the method is limited to the preparation of β-arabinofuranosides of simple alcohols. Through the use of computational chemistry, we have explored the conformational properties of one of these stannylene acetals and propose that these species exist in more than one conformation in solution and that this contributes to the relatively poor regioselectivity in these reactions.
Glycosyltransfer mechanism of α-glucosyltransferase from Protaminobacter rubrum
Kakinuma, Hiroyuki,Yuasa, Hideya,Hashimoto, Hironobu
, p. 103 - 115 (2007/10/03)
α-Glucosyltransferase (αGT) from Protaminobacter rubrum catalyzes either an intramolecular transglucosylation of sucrose, giving isomaltulose, or intermolecular transglucosylations from sucrose to versatile acceptors. To obtain insights into this enzyme,
