National Research Council of Italy

Institute of Biosciences and BioResources

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IBBR publication #1255

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 M, Hernáiz MJ

RSC Adv. 5 (68): 55313-55320. (2015)
doi: 10.1039/C5RA09301E

Glycosynthases are becoming important enzymatic tools for the synthesis of oligosaccharides. Herein, we explore for the first time the synthesis of alpha-glycoconjugates using a alpha-glycosynthase in green solvents. Using this biocatalyst, beta-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 alpha-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.

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