2273-76-9

Basic information

• Product Name: Adenosine, adenylyl-(2'®5')-
• Synonyms: 5'-Adenylicacid, 2'-ester with adenosine (6CI); D-Adenylyl-(2'-5')-D-adenosine
• CAS NO: 2273-76-9
• Molecular Formula: C20H25 N10 O10 P
• Molecular Weight: 596.453
• Mol File: 2273-76-9.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 1081.3°Cat760mmHg
• Flash Point: 607.8°C
• Density: 2.32g/cm³
• CAS DataBase Reference: Adenosine, adenylyl-(2'®5')-(CAS DataBase Reference)
• NIST Chemistry Reference: Adenosine, adenylyl-(2'®5')-(2273-76-9)
• EPA Substance Registry System: Adenosine, adenylyl-(2'®5')-(2273-76-9)

Safety Data

• Hazardous Substances Data: 2273-76-9(Hazardous Substances Data)

Upstream product

• 60031-83-6 adenosine 5'-phosphoroimidazolidate sodium salt 
• 58-61-7 adenosine 
• 61-19-8 5'-adenosine monophosphate 
• 20307-28-2 Adenylyl-(5'-2')-5'-adenylsaeure 
• 56-65-5 ATP 
• 1259402-83-9 3-(acetyloxy)-2,2-bis(ethoxycarbonyl)propyl adenosin-5'-yl 3'-O-(pivaloyloxymethyl)adenosin-2'-yl phosphate 
• 1259402-79-3 3'-O-(acetyloxymethyl)adenosin-2'-yl adenosin-5'-yl 3-(acetyloxy)-2,2-bis(ethoxycarbonyl)propyl phosphate 
• 63-39-8 UTP 
• 130-49-4 adenosine 2'-monophosphate 
• 634-01-5 adenosine 2',3'-cyclic monophosphate 
• 84-21-9 adenosine monophosphate 
• 29886-19-9 2',3'-di-O-acetyladenosine 
• 35665-55-5 O^5'-acetyl-O^2'_,O3'-hydroxyphosphoryl-adenosine 
• 78983-52-5 p5'A₂'p5'A₃'p5'A₂'p5'A 

Downstream Products

• 61-19-8 5'-adenosine monophosphate 
• 58-61-7 adenosine 
• 84-21-9 adenosine monophosphate 
• 130-49-4 adenosine 2'-monophosphate 

Relevant articles and documents

A nucleotide dimer synthesis without protecting groups using montmorillonite as catalyst

A synthesis has been developed providing nucleotide dimers comprising natural or unnatural nucleoside residues. A ribonucleoside 5-phosphorimidazolide is added to a nucleoside adsorbed on montmorillonite at neutral pH with the absence of protecting groups. Approximately 30% of the imidazolide is converted into each 2-5 dimer and 3-5 dimer with the rest hydrolyzed to the 5-monophosphate. Experiments with many combinations have suggested the limits to which this method may be applied, including heterochiral and chimeric syntheses. This greener chemistry has enabled the synthesis of dimers from activated nucleotides themselves, activated nucleotides with nucleosides, and activated nucleotides with nucleotide 5-monophosphates.

High yield synthesis, purification and characterisation of the RNase L activators 5'-triphosphate 2′-5′-oligoadenylates

Upon viral infection, double-stranded viral RNA is detected very early in the host cell by several cellular 2′-5′ oligoadenylate synthetases, which synthesize 2′-5′ adenylate oligonucleotides that activate the cellular RNase L, firing an early primary antiviral response through self and non-self RNA cleavage. Transfecting cells with synthetic 2′-5′ adenylate oligonucleotides activate RNase L, and thus provide a useful shortcut to study the early steps of cellular and viral commitments into this pathway. Defined 2′-5′ adenylate oligonucleotides can be produced in vitro, but their controlled synthesis, purification, and characterisation have not been reported in detail. Here, we report a method suitable to produce large amounts of 2-5As of defined lengths in vitro using porcine OAS1 (pOAS) and human OAS2 (hOAS). We have synthesized a broad spectrum of 2-5As at the milligram scale and report an HPLC-purification and characterisation protocol with quantified yield for 2-5A of various lengths.

Oligonucleotide structural parameters that influence binding of 5'O-triphosphoadenylyl-(2'→5')-adenylyl-(2'→5')-adenosine to the 5'-O-triphosphoadenylyl-(2'→5')-adenylyl-(2'→5')-adenosine dependent endoribonuclease: Chain length, phosphorylation state, and heterocyclic base

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