113297-67-9

Upstream product

• 58463-04-0 N6,N6,2'-O,3'-O-tetrabenzoyladenosine 
• 113297-64-6 N⁶,O^3'-dibenzoyl-5'-O-(4-monomethoxytrityl)-2'-O-[2-(4-nitrophenylethyl)-phosphato]adenosine triethylammonium salt 

Downstream Products

• 113297-68-0 N⁶,3'-Dibenzoyladenylyl-(2'->-5')-N⁶,N⁶,2',3'-tetrabenzoyladenosin 

Relevant academic research and scientific papers

Role of the stereochemistry of 3'-fluoro-3'-deoxy analogues of 2-5A in binding to and activation of mouse RNase L

The synthesis of two sets of analogues of 2-5A trimer containing 9-(3-fluoro-3-deoxy-β-D-xylo-furanosyl)adenine (AF) or 3'-fluoro-3'-deoxyadenosine (AF) at different positions of the chain is described, along with the preparation of the corresponding 5'-monophosphates and 5'-diphosphorylated (core) trimers.The ability of each ribo and xylo isomeric pair of fluorodeoxy analogues of 2-5A (i) to compete with p3(A2'p)3A3'pC3'p for binding to RNase L in L929 cell extracts, and (ii) to activate the partially purified RNase L from L929 cell extracts to hydrolyze poly(U), was compared to that of the related 3'-deoxy analogue and the parent trimer, p3A3, using radiobinding and RNase L-(2',5')pentaadenylate(core)-agarose assays, respectively.Evidence is presented to show that the stereochemistry of the trimers plays an important role, specifically in the second process.The most striking observation is that, compared to 2-5A, p3A(AF)A was found to be nine times more effective an activator of RNase L, whereas isomeric p3A(AF)A is 30 times less effective.

Nucleotides XXIV; Preparative Synthesis of Trimeric (2'-5')Oligoadenylic Acid

A preparative synthesis of the 2'-5'-Oligoadenylate trimer 19 via the phosphotriester approach is described.Selectively benzoylated derivatives of adenosine were used as starting materials.