631842-17-6

Basic information

• Product Name: 3'',4'',6''-tri-O-acetyl-2''-deoxy-2''-phthalimido-β-D-glucopyranosyl (1->5)-2',3'-di-O-acetyl-N⁴-acetylcytidine
• CAS NO: 631842-17-6
• Molecular Weight: 786.703
• Mol File: 631842-17-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3'',4'',6''-tri-O-acetyl-2''-deoxy-2''-phthalimido-β-D-glucopyranosyl (1->5)-2',3'-di-O-acetyl-N⁴-acetylcytidine(CAS DataBase Reference)
• NIST Chemistry Reference: 3'',4'',6''-tri-O-acetyl-2''-deoxy-2''-phthalimido-β-D-glucopyranosyl (1->5)-2',3'-di-O-acetyl-N⁴-acetylcytidine(631842-17-6)
• EPA Substance Registry System: 3'',4'',6''-tri-O-acetyl-2''-deoxy-2''-phthalimido-β-D-glucopyranosyl (1->5)-2',3'-di-O-acetyl-N⁴-acetylcytidine(631842-17-6)

Safety Data

• Hazardous Substances Data: 631842-17-6(Hazardous Substances Data)

Upstream product

• 31505-45-0 2-deoxy-2-phthalimido-β-D-glucopyranose 
• 85-44-9 phthalic anhydride 
• 10022-13-6 1,3,4,6-tetra-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranose 
• 40632-06-2 2',3'-O,N⁴-triacetylcytidine 
• 14131-63-6 D-glucosamine hydrochloride 

Downstream Products

• 631842-23-4 2''-deoxy-2''-amino-β-D-glucopyranosyl (1->5)-cytidine 

Relevant articles and documents

Synthesis of 2-amino-2-deoxy-β-glycosyl-(1→5)-nucleosides and the interaction with RNA

1,3,4,6-Tetra-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranose and 1,3,4,6-tetra-O-acetyl-2-deoxy-2-phthalimido-β-D-galactopyranose reacted with protected nucleosides in the presence of BF3 as promoter at room temperature to give selectively 2-amino-2-deoxy-β-glycosyl (1→5)nucleosides in good yields. CD spectra and thermal melting studies showed that 2-amino-2-deoxy-β-D-glucopyranosyl-(1→5)-nucleosides could interact with RNA in solution and 2-deoxy-2-amino-β-D-galactopyranosyl-(1→5)-nucleosides (17-19) exhibit higher affinity to RNA than 2-deoxy-2-amino-β-D-glucopyranosyl-(1→5)-nucleosides (14-16). It indicated that the majority of interactions are established between the polar group of glycosylnucleosides and the sugar-phosphate backbone of RNA helices and weak stacking interaction is observed. The different configuration of hydroxyl group on the glycosyl moiety may affect the glycosyl-nucleoside binding to RNA by induced fit.