381716-71-8

Basic information

• Product Name: (5-N-acetamido-3,5-dideoxy-D-glycero-α-D-galactonon-2-ulopyranosyl)onate-(2→3)-p-toluyl-1-thio-β-D-galactopyranoside
• Synonyms: (5-N-acetamido-3,5-dideoxy-D-glycero-α-D-galactonon-2-ulopyranosyl)onate-(2→3)-p-toluyl-1-thio-β-D-galactopyranoside
• CAS NO: 381716-71-8
• Molecular Weight: 577.607
• Mol File: 381716-71-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (5-N-acetamido-3,5-dideoxy-D-glycero-α-D-galactonon-2-ulopyranosyl)onate-(2→3)-p-toluyl-1-thio-β-D-galactopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: (5-N-acetamido-3,5-dideoxy-D-glycero-α-D-galactonon-2-ulopyranosyl)onate-(2→3)-p-toluyl-1-thio-β-D-galactopyranoside(381716-71-8)
• EPA Substance Registry System: (5-N-acetamido-3,5-dideoxy-D-glycero-α-D-galactonon-2-ulopyranosyl)onate-(2→3)-p-toluyl-1-thio-β-D-galactopyranoside(381716-71-8)

Safety Data

• Hazardous Substances Data: 381716-71-8(Hazardous Substances Data)

Upstream product

• 1152-39-2 p-methylphenyl-1-thio-β-D-galactopyranoside 
• 3063-71-6 cytidine-5'-monophosphono-N-acetylneuraminic acid 
• 108-24-7 acetic anhydride 
• 1487451-89-7 C₂₇H₄₁NO₁₄S 
• 1235555-29-9 methyl (4-methylphenyl 5-amino-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-2-thio-D-glycero-β-D-galacto-non-2-ulopyranoside)onate 
• 106-45-6 para-thiocresol 
• 25878-60-8 D-galactose pentaacetate 
• 47653-57-6 Acetic acid (2R,3R,4R,5R)-4-acetoxy-2-(4-acetylamino-2-oxo-2H-pyrimidin-1-yl)-5-phosphonooxymethyl-tetrahydro-furan-3-yl ester 
• 84380-10-9 4,7,8,9-tetra-O-acetyl-N-acetylneuraminic acid methyl ester 
• 1453169-69-1 methyl (5-tert-butyloxycarbonyl-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-2-thiotoluyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranoside)onate 
• 1453169-44-2 methyl (5-tert-butyloxycabonyl-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosyl)onate-(2→3)-p-toluyl-2-O-benzoyl-4,6-O-benzylidene-1-thio-β-D-galactopyranoside 

Downstream Products

• 1092843-78-1 p-methylphenyl [methyl (5-N-acetyl-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosyl)onate]-(2->3)-4,6-di-O-acetyl-1-thio-β-D-galactopyranoside 
• 1092843-77-0 p-methylphenyl [methyl (5-N-acetyl-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosyl)onate]-(2->3)-2,4,6-tri-O-acetyl-1-thio-β-D-galactopyranoside 

Relevant articles and documents

A divergent method to prepare 5-amino-, 5-N-acetamido-, and 5-N-glycolylsialosides

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. 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. Herein, we report a divergent chemical approach to enable the synthesis of the aforementioned 5-N-substituted sialosides by using a single sialic acid building block. Copyright

Microbial glycosyltransferases for carbohydrate synthesis: α-2,3-sialyltransferase from Neisseria gonorrheae

The α-2,3-sialyltransferase from Neisseria gonorrheae was overproduced in E. coli for exploitation of its substrate specificity and synthetic utility. Several potential acceptor substrates were synthesized in this study, including mono- and oligosaccharid