631842-22-3

Upstream product

• 14257-79-5 β-D-galactosamine hydrochloride 
• 631842-19-8 3'',4'',6''-tri-O-acetyl-2''-deoxy-2''-phthalimido-β-D-galactopyranosyl (1->5)-2',3'-di-O-acetyluridine 
• 31505-45-0 2-deoxy-2-phthalimido-β-D-glucopyranose 
• 14131-63-6 D-glucosamine hydrochloride 
• 10022-13-6 1,3,4,6-tetra-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranose 
• 631842-16-5 3'',4'',6''-tri-O-acetyl-2''-deoxy-2''-phthalimido-β-D-glucopyranosyl (1->5)-2',3'-di-O-acetyluridine 
• 81704-02-1 1,3,4,6-tetra-O-acetyl-2-deoxy-2-phthalimido-β-D-galactopyranoside 

Relevant academic research and scientific papers

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.