Réorganisation des ressources et services documentaires en ligne du SCD de l’Université de Picardie Jules Verne

Projet professionnel personnel, travail de fin d\u27étude des élèves bibliothécaires, portant sur l\u27organisation de services numériques dans une bibliothèque universitaire

Glycosyl Benzoates as Novel Substrates for Glycosynthases

The development of a procedure for the one-pot synthesis of glycosyl benzoates directly from unprotected sugars in aqueous media using 2-chloro-1,3-dimethylimidazolium chloride (DMC), thiobenzoic acid, and triethylamine is reported. These glycosyl donors are excellent substrates for wild-type and mutant glycosidases. ß-Glucosyl benzoate was hydrolysed by the GH1 ß-glucosidase derived from Halothermothrix orenii (HorGH1). Subsequent use of this substrate in thioligase-mediated glycosylation of p-nitrothiophenol demonstrated their superiority as donors compared to their p-nitrophenol counterparts with excellent conversions. Using a series of arene nucleophiles, we also demonstrate good to excellent conversions (up to 94%) of ß-glucosyl benzoate to the corresponding p-nitrophenyl- and thioglycosides

Novel triple mutant of an extremophilic glycosyl hydrolase enables the rapid synthesis of thioglycosides

In order to expand the toolbox of enzymes available for thioglycoside synthesis, we describe here the first example of an extremophilic glycosyl hydrolase from Halothermothrix orenii (HorGH1) engineered towards thioglycosynthase activity with a novel combination of mutations. Using the triple mutant, HorGH1 M299R/E166A/E354G, a range of thioglycosides from glycosyl fluoride donors and aromatic thiols could be synthesised with exquisite stereoselectivity and good to excellent conversions (61-93%)