1448540-27-9

Basic information

• Product Name: 4-O-acetyl-2,3-di-O-benzoyl-6-O-levulinoyl-α-D-glucopyranosyl trichloroacetimidate
• Synonyms: 4-O-acetyl-2,3-di-O-benzoyl-6-O-levulinoyl-α-D-glucopyranosyl trichloroacetimidate
• CAS NO: 1448540-27-9
• Molecular Weight: 672.9
• Mol File: 1448540-27-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4-O-acetyl-2,3-di-O-benzoyl-6-O-levulinoyl-α-D-glucopyranosyl trichloroacetimidate(CAS DataBase Reference)
• NIST Chemistry Reference: 4-O-acetyl-2,3-di-O-benzoyl-6-O-levulinoyl-α-D-glucopyranosyl trichloroacetimidate(1448540-27-9)
• EPA Substance Registry System: 4-O-acetyl-2,3-di-O-benzoyl-6-O-levulinoyl-α-D-glucopyranosyl trichloroacetimidate(1448540-27-9)

Safety Data

• Hazardous Substances Data: 1448540-27-9(Hazardous Substances Data)

Upstream product

• 1381876-01-2 p-methoxyphenyl 2,3-di-O-benzoyl-6-O-levulinoyl-β-D-glucopyranoside 
• 1200878-78-9 p-methoxyphenyl 2,3-di-O-benzoyl-β-D-glucopyranoside 
• 765952-64-5 4-methoxyphenyl 2,3-di-O-benzyl-4,6-O-benzylidene-β-D-glucopyranoside 
• 3150-20-7 4-methoxyphenyl β-D-glucopyranoside 
• 2872-65-3 p-methoxyphenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside 
• 604-69-3 β-D-glucose pentaacetate 
• 545-06-2 trichloroacetonitrile 

Downstream Products

• 1448540-32-6 p-methoxyphenyl 4-O-acetyl-2,3-di-O-benzoyl-6-O-levulinoyl-β-D-glucopyranosyl-(1→3)-4,6-di-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1→4)-2,3-di-O-benzoyl-6-O-levulinoyl-β-D-glucopyranoside 

Relevant articles and documents

Synthesis and immunological characterization of modified hyaluronic acid hexasaccharide conjugates

The synthesis of a tetanus toxoid (TT)-conjugate of a hyaluronic acid (HA) hexasaccharide is described. The compound was intended for use in monitoring HA levels as a disease marker and as a potential vaccine against Group A Streptococcus (GAS) infections. We also report the synthesis of a chemically modified HA-hexasaccharide-TT conjugate in which the N-acetyl moiety of the N-acetyl-d-glucosamine residue is replaced with an N-propionyl unit in order to enhance immunogenicity. The oligosaccharides are synthesized in a convergent manner. The TT-conjugate syntheses rely on the reaction of the amines on the 6-aminohexyl aglycon of the hexasaccharides with diethyl squarate to give the monoethyl squarate adducts. Subsequent reactions with lysine ε-amino groups on TT then give the glycoconjugates containing an average of 8 hexasaccharide haptens per TT molecule. Immunological studies in mice show very similar antibody responses with both conjugates, suggesting that the N-acetyl groups of the glucosaminyl residues of the HA-hexasaccharide are not a critical part of the epitope recognized by the anti-HA polyclonal immune response. Furthermore, it would appear that the N-acyl moieties are not in close contact with the amino acid residues of the antibody combining sites.