156715-24-1

Basic information

• Product Name: 1,5-anhydro-4,6-O-benzylidene-3-deoxy-2-(p-tolylsulfonyl)-D-ribo-hexitol
• Synonyms: 1,5-anhydro-4,6-O-benzylidene-3-deoxy-2-(p-tolylsulfonyl)-D-ribo-hexitol
• CAS NO: 156715-24-1
• Molecular Weight: 390.457
• Mol File: 156715-24-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 1,5-anhydro-4,6-O-benzylidene-3-deoxy-2-(p-tolylsulfonyl)-D-ribo-hexitol(CAS DataBase Reference)
• NIST Chemistry Reference: 1,5-anhydro-4,6-O-benzylidene-3-deoxy-2-(p-tolylsulfonyl)-D-ribo-hexitol(156715-24-1)
• EPA Substance Registry System: 1,5-anhydro-4,6-O-benzylidene-3-deoxy-2-(p-tolylsulfonyl)-D-ribo-hexitol(156715-24-1)

Safety Data

• Hazardous Substances Data: 156715-24-1(Hazardous Substances Data)

Upstream product

• 13137-69-4 1-deoxy-D-glucose tetraacetate 
• 154-58-5 1,5-anhydro-D-glucitol 
• 65190-39-8 (4aR,7S,8R,8aS)-2-phenylhexahydropyrano[3,2-d][1,3]dioxine-7,8-diol 

Downstream Products

• 161344-98-5 4,5-anhydro-4,6-O-benzylidene-2-(2-amino-6-chloropurin-9-yl)-2,3-dideoxy-D-arabino-hexitol 
• 655228-07-2 methyl 4-[(4aR,7S,8aS)-2-phenylhexahydropyrano[3,2-d][1,3]dioxan-7-yl]-3-oxo-3,4-dihydro-2-pyrazinecarboxylate 
• 701917-49-9 1,5-anhydro-2-bromo-4,6-O-benzylidene-2,3-dideoxy-D-mannitol 
• 701917-42-2 1,5-anhydro-2-azido-4,6-O-benzylidene-2,3-dideoxy-D-arabino-hexitol 
• 152613-23-5 5-Iodo-1-((4aR,7S,8aS)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-1H-pyrimidine-2,4-dione 
• 152613-24-6 4-Amino-1-((4aR,7S,8aS)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-1H-pyrimidin-2-one 

Relevant articles and documents

Structure–Activity Relationship Study of a Potent α-Thrombin Binding Aptamer Incorporating Hexitol Nucleotides

The replacement of one or more nucleotide residues in the potent α-thrombin-binding aptamer NU172 with hexitol-based nucleotides has been devised to study the effect of these substitutions on the physicochemical and functional properties of the anticoagulant agent. The incorporation of single hexitol nucleotides at the T9 and G18 positions of NU172 substantially retained the physicochemical features of the parent oligonucleotide, as a result of the biomimetic properties of the hexitol backbone. Importantly, the NU172-TH9 mutant exhibited a higher binding affinity toward human α-thrombin than the native aptamer and an improved stability even after 24 h in 90 percent human serum, with a significant increase in the estimated half-life. The anticoagulant activity of the modified oligonucleotide was also found to be slightly preferable to NU172. Overall, these results confirm the potential of hexitol nucleotides as biomimetic agents, while laying the foundations for the development of NU172-inspired α-thrombin-binding aptamers.