1453169-44-2Relevant articles and documents
A divergent method to prepare 5-amino-, 5-N-acetamido-, and 5-N-glycolylsialosides
Boltje, Thomas J.,Heise, Torben,Rutjes, Floris P. J. T.,Van Delft, Floris L.
, p. 5257 - 5261 (2013/09/02)
Sialic acids are essential mediators of biological processes involving carbohydrate recognition. A major determinant of sialic acid recognition is the N-5 substituent, which can be an N-acetyl (human), N-glycolyl (non-human), or amine (cancer associated) functionality. Access to homogeneous sialosides with distinct substitution patterns is essential to determine structure-activity relationships. Herein, we report a divergent chemical approach to enable the synthesis of a library of specifically substituted sialosides by using a single sialic acid building block. A major determinant of sialic acid recognition is the N-5 substituent, which can be an N-acetyl (human), N-glycolyl (non-human), or amine (cancer associated) functionality. Herein, we report a divergent chemical approach to enable the synthesis of the aforementioned 5-N-substituted sialosides by using a single sialic acid building block. Copyright