1224452-99-6

Basic information

• Product Name: 3,5-di-O-p-toluoyl-1,2-dideoxy-β-1-([1,3-(15)N2]imidazol-1-yl)-D-ribofuranose
• CAS NO: 1224452-99-6
• Molecular Weight: 422.452
• Mol File: 1224452-99-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3,5-di-O-p-toluoyl-1,2-dideoxy-β-1-([1,3-(15)N2]imidazol-1-yl)-D-ribofuranose(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-di-O-p-toluoyl-1,2-dideoxy-β-1-([1,3-(15)N2]imidazol-1-yl)-D-ribofuranose(1224452-99-6)
• EPA Substance Registry System: 3,5-di-O-p-toluoyl-1,2-dideoxy-β-1-([1,3-(15)N2]imidazol-1-yl)-D-ribofuranose(1224452-99-6)

Safety Data

• Hazardous Substances Data: 1224452-99-6(Hazardous Substances Data)

Upstream product

• 4330-21-6 2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride 
• 74362-46-2 ¹⁵N₂-imidazole 

Relevant articles and documents

Solution structure of a DNA double helix with consecutive metal-mediated base pairs

Metal-mediated base pairs represent a powerful tool for the site-specific functionalization of nucleic acids with metal ions. The development of applications of the metal-modified nucleic acids will depend on the availability of structural information on these double helices. We present here the NMR solution structure of a self-complementary DNA oligonucleotide with three consecutive imidazole nucleotides in its centre. In the absence of transition-metal ions, a hairpin structure is adopted with the artificial nucleotides forming the loop. In the presence of Ag(i) ions, a duplex comprising three imidazoleg-Ag+ g-imidazole base pairs is formed. Direct proof for the formation of metal-mediated base pairs was obtained from 1J(15 N, 107/109 Ag) couplings upon incorporation of 15N-labelled imidazole. The duplex adopts a B-type conformation with only minor deviations in the region of the artificial bases. This work represents the first structural characterization of a metal-modified nucleic acid with a continuous stretch of metal-mediated base pairs.