Glycosynthases are becoming important enzymatic tools for the synthesis of oligosaccharides. Herein, we explore for the first time the synthesis of a-glycoconjugates using a a-glycosynthase in green solvents. Using this biocatalyst, b-Gal-N3 as donor, pNP-Glc and pNP-Man as acceptors, and green co-solvents we obtained high yields and excellent selectivities in the synthesis of a-glycoconjugates. In addition, reaction scale-up is feasible and co-solvent can be recovered and reused, increasing the sustainability of the reaction process. The results demonstrate that the combination of a glycosynthase and a green solvent is a promising alternative for the synthesis of glycoconjugates. The non-hydrolytic capability of this enzyme on the product obtained is a key feature that can be expanded to other glycosynthases.
A novel, efficient and sustainable strategy for the synthesis of α-glycoconjugates by combination of a α-galactosynthase and a green solvent / Bayón, C.; Moracci, Marco; Hernáiz, M. J.. - In: RSC ADVANCES. - ISSN 2046-2069. - 5:68(2015), pp. 55313-55320. [10.1039/C5RA09301E]
A novel, efficient and sustainable strategy for the synthesis of α-glycoconjugates by combination of a α-galactosynthase and a green solvent
MORACCI, Marco;
2015
Abstract
Glycosynthases are becoming important enzymatic tools for the synthesis of oligosaccharides. Herein, we explore for the first time the synthesis of a-glycoconjugates using a a-glycosynthase in green solvents. Using this biocatalyst, b-Gal-N3 as donor, pNP-Glc and pNP-Man as acceptors, and green co-solvents we obtained high yields and excellent selectivities in the synthesis of a-glycoconjugates. In addition, reaction scale-up is feasible and co-solvent can be recovered and reused, increasing the sustainability of the reaction process. The results demonstrate that the combination of a glycosynthase and a green solvent is a promising alternative for the synthesis of glycoconjugates. The non-hydrolytic capability of this enzyme on the product obtained is a key feature that can be expanded to other glycosynthases.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.