N-Acetyl-9-(acetylamino)-9-deoxyneuraminic Acid

CAS: 112054-78-1

Ref. TR-A168005

Product Information

• Name: N-Acetyl-9-(acetylamino)-9-deoxyneuraminic Acid
• Synonyms: 5,9-Bis(acetylamino)-3,5,9-trideoxy-D-glycero-D-galacto-2-nonulosonic Acid, 9-Acetamido-9-N-(acetyl)-9-deoxy-D-neuraminic Acid
• CAS: 112054-78-1

Description

Stability Hygroscopic
Applications N-Acetyl-9-(acetylamino)-9-deoxyneuraminic Acid is a synthetic sialic acid analogue and the 9-acetamido derivative of N-Acetylneuraminic Acid (A187000). N-Acetyl-9-(acetylamino)-9-deoxyneuraminic Acid can be used by influenza C virus as a receptor determinant for attachment to cells. Modified erythrocytes containing N-Acetyl-9-(acetylamino)-9-deoxyneuraminic Acid were agglutinated by influenza C virus to the same titer as the 9-O-acetyl analogue but was shown to be resistant to cleavage by the viral acetylesterase.
References Herrler, G. et al.: Acta Histochem. Supp., 40, 39 (1990); Herrler, G. et al.: Biochem. Biophys. Res. Comm., 216, 821 (1995); Herrler, G. et al.: J. Biol. Chem., 267, 12501 (1992);

• Brand: TRC

Chemical properties

• Molecular weight: 350.32
• Formula: C₁₃H₂₂N₂O₉
• Color/Form: Neat
• InChI: nChI=1S/C13H22N2O9/c1-5(16)14-4-8(19)10(20)11-9(15-6(2)17)7(18)3-13(23,24-11)12(21)22/h7-11,18-20,23H,3-4H2,1-2H3,(H,14,16)(H,15,17)(H,21,22)/t7?,8-,9?,10-,11?,13?/m1/s1
• InChI key: InChIKey=VOVFDZJABRGWTQ-CHNADMEASA-N
• SMILES: CC(=O)NC[C@@H](O)[C@@H](O)[C@@H]1OC(O)(C(=O)O)C[C@H](O)[C@H]1NC(C)=O