138478-06-5

Basic information

• Product Name: methyl-5-acetamido-2-O-(2'-benzyloxycarbonylaminoethyl)-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosonate
• Synonyms: methyl-5-acetamido-2-O-(2'-benzyloxycarbonylaminoethyl)-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosonate
• CAS NO: 138478-06-5
• Molecular Weight: 668.652
• Mol File: 138478-06-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: methyl-5-acetamido-2-O-(2'-benzyloxycarbonylaminoethyl)-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosonate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl-5-acetamido-2-O-(2'-benzyloxycarbonylaminoethyl)-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosonate(138478-06-5)
• EPA Substance Registry System: methyl-5-acetamido-2-O-(2'-benzyloxycarbonylaminoethyl)-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosonate(138478-06-5)

Safety Data

• Hazardous Substances Data: 138478-06-5(Hazardous Substances Data)

Upstream product

• 77987-49-6 benzyl 2-hydroxyethylcarbamate 
• 67670-69-3 N-acetyl-4,7,8,9-tetra-O-acetyl-2-chloro-2-deoxyneuraminic acid methyl ester 
• 59367-09-8 methyl acetochloroneuraminate 

Downstream Products

• 138477-63-1 methyl-5-acetamido-2-O-(2'-benzyloxycarbonylaminoethyl)-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosonate 

Relevant articles and documents

Exploring Rigid and Flexible Core Trivalent Sialosides for Influenza Virus Inhibition

Herein, the chemical synthesis and binding analysis of functionalizable rigid and flexible core trivalent sialosides bearing oligoethylene glycol (OEG) spacers interacting with spike proteins of influenza A virus (IAV) X31 is described. Although the flexible Tris-based trivalent sialosides achieved micromolar binding constants, a trivalent binder based on a rigid adamantane core dominated flexible tripodal compounds with micromolar binding and hemagglutination inhibition constants. Simulation studies indicated increased conformational penalties for long OEG spacers. Using a systematic approach with molecular modeling and simulations as well as biophysical analysis, these findings emphasize on the importance of the scaffold rigidity and the challenges associated with the spacer length optimization.

A new approach to the synthesis of 5-N-acetyl-D-neuraminic acid α-ketosides

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