Reina, José J.Rioboo Vidal, AliciaMontenegro García, Javier2018-02-192018-01-02Montenegro, J., Reina, J., & Rioboo, A. (2018). Glycosyl Aldehydes: New Scaffolds for the Synthesis of Neoglycoconjugates via Bioorthogonal Oxime Bond Formation. Synthesis, 50(04), 831-845. http://dx.doi.org/10.1055/s-0036-15910820039-7881http://hdl.handle.net/10347/16497The straightforward preparation of glycosyl neoconjugates by oxime (or hydrazone) bond formation represents a key bioorthogonal tool in chemical biology. However, when this strategy is employed by reacting the reducing end of the glycan moiety, the configuration and the stereochemical information is lost due to partial (or complete) opening of the glycan cyclic hemiacetal and the formation of the corresponding opened tautomers. We have completed the synthesis of a library of glycosyl aldehydes to be used as scaffold for the synthesis of neoglycoconjugates via oxime bond formation. These glycosyl aldehydes constitute a simple and accessible alternative to avoid loss of chiral information when conjugating, by oxime (or hydrazone) bonds, the aldehyde functionality present at the reducing end of natural carbohydrateseng© 2018, Georg Thieme VerlagNeoglycoconjugatesGlycosyl aldehydesOxime bond formationCarbohydratesBioorthogonal chemistryChemoselective ligationjournal article10.1055/s-0036-1591082open access