4318-06-3

Upstream product

• 19962-37-9 N-(6-oxo-6,9-dihydro-1H-purin-2-yl)acetamide 
• 951-78-0 2'-deoxyuridine 
• 4318-05-2 2-(acetylamino)-9-(3,5-di-O-acetyl-2-deoxy-β-D-erythro-pentofuranosyl)-1,9-dihydro-6H-purin-6-one 
• 961-07-9 2'-Deoxyguanosine 
• 50-89-5 thymidine 

Downstream Products

• 67219-54-9 5'-dimethoxytrityl-N²-acetyldeoxyguanosine 
• 175400-28-9 5'-O-dimethoxytrityl-3'-O-(tert-butyldimethylsilyl)-N²-acetyldeoxyguanosine 
• 175400-31-4 O⁶<2-methoxy-6-chloro-9-(ω-pentylamino)>-acridine-5'-O-dimethoxytrityl-N²-acetyldeoxyguanosine 
• 175400-29-0 O⁶-(2,4,6-triisopropylbenzenesulfonyl)-5'-O-dimethoxytrityl-3'-O-(tert-butyldimethylsilyl)-N²-acetyldeoxyguanosine 
• 175400-30-3 O⁶<2-methoxy-6-chloro-9-(ω-pentylamino)>-acridine-5'-O-dimethoxytrityl-3'-O-(tert-butyldimethylsilyl)-N²-acetyldeoxyguanosine 

Relevant academic research and scientific papers

An enzymatic transglycosylation of purine bases

An enzymatic transglycosylation of purine heterocyclic bases employing readily available natural nucleosides or sugar-modified nucleosides as donors of the pentofuranose fragment and recombinant nucleoside phosphorylases as biocatalysts has been investigated. An efficient enzymatic method is suggested for the synthesis of purine nucleosides containing diverse substituents at the C6 and C2 carbon atoms. The glycosylation of N6-benzoyladenine and N2-acetylguanine and its O6-derivatives is not accompanied by deacylation of bases. Copyright Taylor & Francis Group, LLC.

Synthesis and characterization of O6-modified deoxyguanosine-containing oligodeoxyribonucleotides for triple-helix formation

Two new modified deoxyguanosine derivatives linked through their C-6 position to a psoralen and an acridine derivative have been synthesized and incorporated into oligonucleotide chains. Difficulties observed during the purification of oligonucleotides containing a stretch of G and one method used to solve this problem are discussed.

SYNTHESIS OF 2-DEOXY-β-D-RIBONUCLEOSIDES AND2,3-DIDEOXY.β-D-PENTOFURANOSIDES ON IMMOBILIZED BACTERIAL CELLS

Alginate gel-entrapped cells of auxotrophic thymine-dependent strain of E. coli catalyze the transfer of 2-deoxy-D-ribofuranosyl moiety of 2'-deoxyuridine to purine and pyrimidine bases as well as their aza and deaza analogs.All experiments invariably gave β-anomers; in most cases, the reaction was regiospecific, affording N9-isomers in the purine and N1-isomers in the pyrimidine series.Also a 2,3-dideoxynucleoside can serve as donor of the glycosyl moiety.The acceptor activity of purine bases depends only little on substitution, the only condition being the presence of N7-nitrogen atom.On the other hand, in the pyrimidine series the activity is limited to only a narrow choice of mostly short 5-alkyl and 5-halogeno uracil derivatives.Heterocyclic bases containing amino groups are deaminated; this can be avoided by conversion of the base to the corresponding N-dimethylaminomethylene derivative which is then ammonolyzed.The method was verified by isolation of 9-(2-deoxy-β-D-ribofuranosyl) derivatives of adenine, guanine, 2-chloroadenine, 6-methylpurine, 8-azaadenine, 8-azaguanine, 1-deazaadenine, 3-deazaadenine, 1-(2-deoxy-β-D-ribofuranosyl) derivatives of 5-ethyluracil, 5-fluorouracil, and 9-(2,3-deoxy-β-D-pentofuranosyl)hypoxanthine, 9-(2,3-deoxy-β-D-pentofuranosyl)-6-methylpurine, and other nucleosides.