α(1-3)-Galactosyltransferase Inhibition Based on a New Type of Disubstrate Analogue This work was supported financially by the Deutschen Forschungsgemeinschaft and the Fonds der Chemischen Industrie.

Abstract

How do retaining glycosyltransferases function? To answer this question, UDP‐Gal and galactose were covalently linked to form disubstrate analogues 1, of which surprisingly 1β and not 1α inhibited α(1‐3)‐galactosyltransferases very well. An understanding of this inhibition is a key to the pharmacological prevention of hyperacute rejection in pig to primate xenotransplantation.

Antitubercular Drugs Based on Carbohydrate Derivatives

“…18.11.2) fragment of the pseudotrisaccharide [178]. The C-glycoside analog was studied as a hydrolytically stable substrate mimetic [181,182]. Polymethylated polysaccharides (PMPS) are unique carbohydrates.…”

C‐Glycosyl Styrene Type Compounds by Pd‐Catalyzed Cross‐Coupling Reactions of Anhydro‐Aldose Tosylhydrazones with Benzyl Bromides

“…Among many types of C ‐glycosyl derivatives C ‐glycosyl styrenes F (Scheme ) are versatile starting compounds of e. g. C ‐glycosyl‐aldehydes (highly appreciated intermediates for the synthesis of complex C ‐glycosyl derivatives), cis ‐ and trans‐ fused allylic and vinylic bicyclic ethers,, (structural elements of marine toxins), pyranopyran carbohydrate amino acids (building blocks of glyco‐ and peptidomimetic compounds),, analogues of uridine‐5’‐diphosphate (UDP) sugar derivatives (potential glycosyltransferase inhibitors), C ‐linked glycosyl coumarins and isocoumarins (e. g. antibacterial, anticancer agents) and (parts of) natural products such as ambruticin (an antifungal antibiotic) or lasonolide A (anticancer activity).…”

Facile Formation of 5‐Acylated‐2‐hydroxymethyl–furans from Open Chain D‐Glucosyl‐Alkyl/ Aryl Ketones

“…Few other methods available in the literature for the synthesis of C ‐ketoside 2 , includes (a) stereo‐controlled conversion of O ‐glycosides to C ‐glycosides proceeding through carbanion rearrangement (b) stereo‐controlled epoxidation of C ‐glycals followed by opening of epoxide through radical reaction (c) radical reaction of halo‐acetal of C ‐glycal with allyltributyltin (d) addition of styrylmagnesium bromide onto the hemiacetal and subsequent cyclization of the to tertiary alcohol adduct and (e) the epoxide obtained from the addition of enolate derived from methyl bromoacetate onto D‐glucose based lactone and subsequent ring opening by radical reaction with allyltributylstannane, results in the formation of C ‐ketoside…”