171284-48-3

Basic information

• Product Name: 2',3',5'-tris-O-acetyl-2-fluoro-O⁶-<2-(4-nitrophenyl)ethyl>inosine
• Synonyms: 2',3',5'-tris-O-acetyl-2-fluoro-O⁶-<2-(4-nitrophenyl)ethyl>inosine
• CAS NO: 171284-48-3
• Molecular Weight: 561.48
• Mol File: 171284-48-3.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 2',3',5'-tris-O-acetyl-2-fluoro-O⁶-<2-(4-nitrophenyl)ethyl>inosine(CAS DataBase Reference)
• NIST Chemistry Reference: 2',3',5'-tris-O-acetyl-2-fluoro-O⁶-<2-(4-nitrophenyl)ethyl>inosine(171284-48-3)
• EPA Substance Registry System: 2',3',5'-tris-O-acetyl-2-fluoro-O⁶-<2-(4-nitrophenyl)ethyl>inosine(171284-48-3)

Safety Data

• Hazardous Substances Data: 171284-48-3(Hazardous Substances Data)

Upstream product

• 6979-94-8 2',3',5'-tri-O-acetyl-guanosine 
• 118-00-3 G 
• 335060-33-8 2',3',5'-tri-O-acetyl-O⁶-[2-(methylthio)ethyl]-N²-phthaloylguanosine 
• 335060-31-6 2',3',5'-tri-O-acetyl-O⁶-[2-(methylsulfonyl)ethyl]guanosine 
• 335060-20-3 2',3',5'-tri-O-acetyl-O⁶-[2-(methylthio)ethyl]guanosine 
• 100-27-6 2-(4-nitrophenyl)ethanol 
• 171284-47-2 2′,3′,5′-tri-O-acetyl-O⁶-[2-(4-nitrophenyl)ethyl]guanosine 

Downstream Products

• 2140-67-2 N₂,N₂-dimethylguanosine 
• 219648-31-4 N²-methyl-O⁶-[2-(4-nitrophenyl)ethyl]guanosine 
• 88158-08-1 N²-(p-nitrobenzyl)guanosine 
• 1389329-92-3 N₂-p-phenylbenzylguanosine 
• 88158-09-2 N²-(p-chlorobenzyl)guanosine 
• 78907-25-2 N²-(p-methoxybenzyl)guanosine 
• 1389329-90-1 N₂-benzyl-N₂-methylguanosine 
• 1389329-96-7 N₂-cyclohexylmethylguanosine 

Relevant articles and documents

Synthesis of 13C- and 14C-labeled dinucleotide mRNA cap analogues for structural and biochemical studies

Herein we describe the first simple and short method for specific labeling of mono- and trimethylated dinucleotide mRNA cap analogues with 13C and 14C isotopes. The labels were introduced within the cap structures either at the N7 for monomethylguanosine cap or N7 and N2 position for trimethylguanosine cap. The compounds designed for structural and biochemical studies will be useful tools for better understanding the role of the mRNA cap structures in pre-mRNA splicing, nucleocytoplasmic transport, translation initiation and mRNA degradation.

How to find the optimal partner - Studies of snurportin 1 interactions with U snRNA 5′ TMG-cap analogues containing modified 2-amino group of 7-methylguanosine

Snurportin 1 is an adaptor protein that mediates the active nuclear import of uridine-rich small nuclear RNAs (U snRNA) by the importin-β receptor pathway. Its cellular activity influences the overall transport yield of small ribonucleoprotein complexes containing N2,N2,7-trimethylguanosine (TMG) capped U snRNA. So far little is still known about structural requirements related to molecular recognition of the trimethylguanosine moiety by snurportin in solution. Since these interactions are of a great biomedical importance, we synthesized a series of new 7-methylguanosine cap analogues with extended substituents at the exocyclic 2-amino group to gain a deeper insight into how the TMG-cap is adapted into the snurportin cap-binding pocket. Prepared chemical tools were applied in binding assays using emission spectroscopy. Surprisingly, our results revealed strict selectivity of snurportin towards the TMG-cap structure that relied mainly on its structural stiffness and compactness.

A modified guanosine phosphoramidite for click functionalization of RNA on the sugar edge

A propargyl containing guanosine phosphoramidite was synthesized and incorporated into siRNA, enabling click-ligation with an azido fluorophore onto the nucleobase sugar edge. Duplex stability was not affected by labeling at this new site, which allowed deconvolution of the effects of label, structure and attachment site on RNAi activity.