151322-48-4

Basic information

• Product Name: N⁶-benzoyl-5'-O-(4,4'-dimethoxytrityl)-8-[2-(imidazol-4-yl)ethylamino]-2'-deoxyadenosine
• Synonyms: N⁶-benzoyl-5'-O-(4,4'-dimethoxytrityl)-8-[2-(imidazol-4-yl)ethylamino]-2'-deoxyadenosine
• CAS NO: 151322-48-4
• Molecular Weight: 766.856
• Mol File: 151322-48-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: N⁶-benzoyl-5'-O-(4,4'-dimethoxytrityl)-8-[2-(imidazol-4-yl)ethylamino]-2'-deoxyadenosine(CAS DataBase Reference)
• NIST Chemistry Reference: N⁶-benzoyl-5'-O-(4,4'-dimethoxytrityl)-8-[2-(imidazol-4-yl)ethylamino]-2'-deoxyadenosine(151322-48-4)
• EPA Substance Registry System: N⁶-benzoyl-5'-O-(4,4'-dimethoxytrityl)-8-[2-(imidazol-4-yl)ethylamino]-2'-deoxyadenosine(151322-48-4)

Safety Data

• Hazardous Substances Data: 151322-48-4(Hazardous Substances Data)

Upstream product

• 55-36-7 histamine dihydrochloride 
• 129451-79-2 N-(9-{5-[bis(4-methoxyphenyl)phenylmethoxyphenyl]-4-hydroxytetrahydrofuran-2-yl}-8-bromo-9H-purin-6-yl)benzamide 
• 14985-44-5 8-bromo-2'-deoxyadenosine 
• 129451-78-1 N-[8-Bromo-9-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-yl]-benzamide 
• 98-88-4 benzoyl chloride 
• 40615-36-9 4,4'-dimethoxytrityl chloride 
• 51-45-6 histamine 

Downstream Products

• 151545-38-9 3'-O-acetyl-N⁶-benzoyl-8-(1-N-acetylhistamino)-2'-deoxyadenosine 

Relevant articles and documents

Incorporation of 8-histaminyldeoxyadenosine 18-(2-(4-imidazolyl)ethylamino)-2'-deoxyriboadenosine] into oligodeoxyribonucleotides by solid phase phosphoramidite coupling.

The 3'phosphoramidite of 8-histaminyl deoxyadenosine has been prepared and successfully incorporated into a short oligodeoxyribonucleotide. The synthetic methodology leading to this preparation is given and the implications for developing new DNAzymes as

Synthesis and conformational studies of d(TpA) and r(UpA) conjugated with histamine and ethylenediamine

Dinucleotides (Figure 1b-d) possessing histamino/ethylenediamino substituents at C8 of adenine have been synthesised for modelling the molecular interactions that occur at catalytic site of nucleases. These compounds have been designed for putative molecular recognition of internucleotide phosphate by a complementary group (imidazole/-NH2) in the pendant C-8 side chains. 1H NMR spectroscopic analysis of synthesised model compounds indicate that C-8 modification leads to increase in percentage of S conformation of modified sugar while still maintaining an anti glycosyl torsion as in unmodified analog d(TpA). The C-8 side chain functionality (histamine/ethylenediamine) is probably involved in intramolecular interaction (electrostatic/ hydrogen bond) with the phosphate and/or 2′OH in (14). Such predisposition of side chain catalytic groups is important in developing appropriate models for active site of nucleases.