183320-32-3

Upstream product

• 2946-39-6 8-bromoadenosine 
• 110-87-2 3,4-dihydro-2H-pyran 
• 183320-17-4 2'-O-(tetrahydropyran-2-yl)-3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-8-bromoadenosine 
• 183320-22-1 N-{8-Bromo-9-[(2R,3R,3aR,9aR)-5,5,7,7-tetraisopropyl-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl]-9H-purin-6-yl}-benzamide 
• 165190-34-1 8-bromo-9-(3,5-O-tetraisopropyldisiloxane-1,3-diyl-β-D-ribofuranosyl)adenine 
• 40615-36-9 4,4'-dimethoxytrityl chloride 
• 183320-27-6 2'-O-tetrahydropyranyl-N⁶-benzoyl-8-bromoadenosine 

Downstream Products

• 183320-42-5 5'-O-dimethoxytrityl-2'-O-(tetrahydropyran-2-yl)-N⁶-benzoyl-8-aminoadenosine 3'-H-phosphonate 
• 183320-37-8 5'-O-dimethoxytrityl-2'-O-tetrahydropyranyl-N⁶-benzoyl-8-bromoadenosine 3'-H-phosphonate 

Relevant academic research and scientific papers

H-phosphonate synthesis of oligoribonucleotides containing modified bases. I. Photoactivatable derivatives of oligoribonucleotides with perfluoroarylazide groups in heterocyclic bases

H-phosphonate synthesis was proposed for oligoribonucleotides containing a bromine atom or an ethylenediamine linker at positions C5 or C8 of uridine or adenosine, respectively. Novel photoactivatable derivatives of oligoribonucleotides harboring a p-azidotetrafluorobenzoyl group attached to uridine or adenosine through the diamino linker were synthesized.

The H-phosphonate synthesis of oligoribonucleotides containing modified bases

An alternative solid phase H-phosphonate synthesis of oligoribonucleotides bearing a bromine atom or an aliphatic amino linker at position C-5 of uridine or C-8 of adenosine was proposed.

Photoactive perfluoroarylazido derivatives of oligoribonucleotides: Synthesis and properties

The synthesis of novel photoreactive oligoribonucleotide derivatives containing a p-azidotetrafluorobenzoyl group attached through a diamino spacer to the 5′-terminal phosphate or adenosine C-8 atom is described. The thermal stability of the duplexes formed by the modified (RLNH)pr(CpCpApApApCpA) oligoribonucleotide and its deoxyribo analogue (R = p-azidotetrafluorobenzoyl, L = -NH(CH2)2-) with the complementary ribo- and deoxyribooctanucleotides (r and d) was studied. It is found that the stability of the *r-r duplex is much higher than that of the *d-r duplex (Tm 35 and 20°C), whereas with the deoxyribo target the modified oligoribonucleotide and its d-analogue form duplexes of approximately equal stability (Tm 30 and 32°C, respectively).

New photoreactive mRNA analogues for the affinity labeling of ribosomes

Chemical synthesis of the model mRNA analogues (AUGU3, (pU)(n)) bearing p-azidotetrafluorobenzamido, p-azidobenzamido or 2-nitro-5-azidobenzamido groups coupled to the 5'-terminal phosphate or to the C-8-position of adenosine is described. The