Recent Developments in Glycoside Synthesis with Glycosynthases and Thioglycoligases
Citations Over TimeTop 12% of 2009 papers
Abstract
Glycosynthases are hydrolytically incompetent engineered glycosidases that catalyze the high-yielding synthesis of glycoconjugates from glycosyl fluoride donor substrates and appropriate acceptors. Glycosynthases from more than 10 glycoside hydrolase families have now been generated, allowing the synthesis of a wide range of oligosaccharides. Recent examples include glycosynthase-mediated syntheses of xylo-oligosaccharides, xyloglucans, glycolipids, and aryl glycosides. Glycosynthases have also now been generated from inverting glycosidases, increasing the range of enzyme scaffolds. Improvement of glycosynthase activity and broadening of specificity has been achieved through directed evolution approaches, and several novel high-throughput screens have been developed to allow this. Finally, metabolically stable glycoside analogues have been generated using another class of mutant glycosidases: thioglycoligases. Recent developments in all these aspects are discussed.
Related Papers
- → A Practical Method for the Stereoselective Generation of β-2-Deoxy Glycosyl Phosphates(2004)42 cited
- → Protecting group free synthesis of glycosyl thiols from reducing sugars in water; application to the production of N-glycan glycoconjugates(2017)36 cited
- → Glycosylation using glycosyl phosphite as a glycosyl donor(1994)51 cited
- → Enzymatic Biosynthesis of Oligosaccharides and Glycoconjugates(2006)10 cited
- Photo-induced radical addition of glycosyl bromides to diethyl vinylphosphonate: C-glycosyl analogues of natural nucleotide diphosphate sugars as glycosyltransferase inhibitors(2006)