2-Acetamido-4-fluoro-1,3,6-tri-O-acetyl-2,4-dideoxy-D-glucopyranose (CAS 116049-57-1)

2-Acetamido-4-fluoro-1,3,6-tri-O-acetyl-2,4-dideoxy-D-glucopyranose (FADG) is a significant N-acetylglucosamine analog renowned for its potent inhibition of P-selectin (SELP). It serves as a sugar molecule with diverse scientific applications. 2-Acetamido-4-fluoro-1,3,6-tri-O-acetyl-2,4-dideoxy-D-glucopyranose, a derivative of glucose, features an acetamido group and a fluorine atom replacing the hydroxyl group at the 4-position of the sugar ring. Apart from being an intermediate in pharmaceutical synthesis, 2-Acetamido-4-fluoro-1,3,6-tri-O-acetyl-2,4-dideoxy-D-glucopyranose plays a pivotal role in numerous biochemical and physiological studies. It serves as a model compound to investigate the enzymatic mechanisms involved in protein glycosylation. Additionally, 2-Acetamido-4-fluoro-1,3,6-tri-O-acetyl-2,4-dideoxy-D-glucopyranose aids in the study of carbohydrate-protein interactions and carbohydrate structure. 2-Acetamido-4-fluoro-1,3,6-tri-O-acetyl-2,4-dideoxy-D-glucopyranose finds application in the synthesis of various pharmaceuticals, including antibiotics and antiviral agents, as well as glycosides and glycosylated proteins. Although the precise mechanism of action of 2-Acetamido-4-fluoro-1,3,6-tri-O-acetyl-2,4-dideoxy-D-glucopyranose remains unclear, it is hypothesized that the acetamidation reaction is catalyzed by a Lewis acid or an organocatalyst, which activates the 4-position hydroxyl group of the glucose molecule. This activation enables the addition of an acetamido group to the hydroxyl group, resulting in the formation of 2-Acetamido-4-fluoro-1,3,6-tri-O-acetyl-2,4-dideoxy-D-glucopyranose.