A Divergent Method to Prepare 5-Amino-, 5-N-Acetamido-, and 5-N-Glycolylsialosides

作者：Boltje Thomas J^*; Heise Torben; Rutjes Floris P J T; van Delft Floris L

来源：European Journal of Organic Chemistry, 2013, 2013(24): 5257-5261.

DOI：10.1002/ejoc.201300664

• Natural products
• Carbohydrates
• Sialosides
• Sialic acids
• Glycosylation

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.

• 出版日期2013-8