181259-63-2

Upstream product

• 4294-16-0 N₆-Benzyladenosine 
• 14470-28-1 mono-4-methoxytrityl chloride 

Downstream Products

• 181259-73-4 Benzoic acid (2R,3R,4R,5R)-5-(6-benzylamino-purin-9-yl)-4-{(2-chloro-phenoxy)-[2-(4-nitro-phenyl)-ethoxy]-phosphoryloxy}-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-3-yl ester 
• 181259-75-6 Benzoic acid (2R,3R,4R,5R)-5-(6-benzylamino-purin-9-yl)-4-{hydroxy-[2-(4-nitro-phenyl)-ethoxy]-phosphoryloxy}-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-3-yl ester 
• 181259-69-8 Benzoic acid (2R,3S,4R,5R)-5-(6-benzylamino-purin-9-yl)-4-hydroxy-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-3-yl ester 
• 181259-65-4 N⁶-benzyl-2',3'-di-O-benzoyl-5'-O-monomethoxytrityladenosine 

Relevant academic research and scientific papers

Preparation of (2?-5?)-oligonucleotides based on 6-N- benzylaminopurineriboside using the Spicaria violacea fungal enzyme complex

A method for chemico-enzymatic synthesis of (2?-5?)-oligonucleotides with 6-N-benzylaminopurineriboside as the nucleoside units was proposed. The method consisted of enzymatic hydrolysis of the oligonucleotides with mixed (2?-5?)-(3?-5?)-phosphodiesterbonds that were prepared by polymerization of 6-N-benzyladenosine-2?(3?)-monophosphate by using (3?-5?)-specific nuclease and phosphatase contained in the filtrate of culture medium of the mycelial fungus Spicaria violacea.

Nucleotides: Part LII. Synthesis and biological activity of new base- modified (2'- 5')oligoadenylate trimers

Some new (2'- 5')oligoadenylate trimers, i.e., 22-28 containing the antiviral nucleoside ribavirin (= 1-(β-D-ribofuranosyl)-1H-1,2,4-triazole- 3-carboxamide; 7) and the synthetic cytokine 6-(benzylamino)purine riboside (= N6-benzyladenosine; 1) in different positions of the trimer, have been synthesized by the posphotriester method. The selectively blocked nucleosides 2-6 and 8-11 and the 2'-phosphodiesters 13 and 14, used for the oligonucleotide syntheses, were synthesized from the corresponding unprotected ribonucleosides 1 and 7, and isolated by silica-gel column chromatography. The fully deblocked trimers 22-28 were purified by ion- exchange chromatography on DEAE-Servavell 23-SS. The newly synthesized compounds were characterized by physical means. The ability of synthesized trimers to inhibit HIV-1 replication and to improve RNase L activation were investigated Some of the synthesized trimers showed also biological inhibition of HIV-1 reverse transcriptase and HIV-1-induced syncytia formation. It was shown that Ado(Bn)-containing trimers inhibited HIV-1- induced syncytia formation > 1500-fold, independently of the position of the Ado(Bn) residue in the oligomer chain.

N6-benzyladenosine analogs of (A2′p)2A: Synthesis and activity to tobacco mosaic virus

Analogs of (2′-5′)oligoadenylate trimer with N6-benzyladenosine in various positions of the chain and the fully substituted trimer were synthesized by the phosphotriester method. The structures of compounds prepared were proved by UV, CD, and 1H NMR. The obtained substances inhibit replication of tobacco mosaic virus at a 10-8-10-6 M concentration, which is comparable with that of natural (A2′p)2A triadenylate.