CAS 55627-73-1

8-Bromoinosine

Description:

8-Bromoinosine is a purine nucleoside analog characterized by the presence of a bromine atom at the 8-position of the inosine molecule. Its chemical structure consists of a ribose sugar linked to a hypoxanthine base, with the bromine substituent influencing its biological activity and properties. This compound is often studied for its potential applications in biochemistry and pharmacology, particularly in relation to its effects on nucleic acid metabolism and its role as a potential antiviral or anticancer agent. 8-Bromoinosine can exhibit altered binding affinities to nucleic acid targets compared to its parent compound, inosine, which may enhance its utility in research and therapeutic contexts. The compound is typically soluble in polar solvents, and its reactivity can be influenced by the presence of the bromine atom, which may participate in various chemical reactions. As with many nucleoside analogs, safety and handling precautions should be observed due to potential biological effects.

Formula: C₁₀H₁₁BrN₄O₅

InChI: InChI=1S/C10H11BrN4O5/c11-10-14-4-7(12-2-13-8(4)19)15(10)9-6(18)5(17)3(1-16)20-9/h2-3,5-6,9,16-18H,1H2,(H,12,13,19)/t3-,5-,6-,9-/m1/s1

InChI key: InChIKey=XCAXTILLADBPII-UUOKFMHZSA-N

SMILES: BrC=1N(C2=C(N1)C(=O)N=CN2)[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O

Synonyms:

• 8-Bromo-9-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-purin-6-one
• 8-Bromo-9-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one
• 8-Bromo-9-[3,4-dihydroxy-5-(hydroxymethyl)tetrahydro-2-furanyl]-1,9-dihydro-6H-purin-6-one
• 8-bromo-9-pentofuranosyl-3,9-dihydro-6H-purin-6-one
• Chembridge 5482485
• Inosine, 8-bromo-
• NSC 237840
• Sq 22056
• 8-Bromoinosine
• 8-BROMOINOSINE USP/EP/BP
• 8-bromo-9-[3,4-dihydroxy-5-(hydroxymethyl)-2-oxolanyl]-3H-purin-6-one
• (2R,3R,4S,5R)-2-(8-Bromo-6-hydroxy-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol
• 8-Bromoinsine
• 8-Bromo-9-β-D-ribofuranosyl-6H-purin-6-one

8-Bromoinosine

CAS: 55627-73-1

8-Bromoinosine

Purity: 95%

Molecular weight: 347.12g/mol

Ref: 54-OR1027358

8-Bromoinosine

CAS: 55627-73-1

Ref: 7W-GN6041

8-Bromoinosine

CAS: 55627-73-1

8-Bromoinosine is a potent chemical probe that can be used to study the molecular mechanism of cGMP-dependent protein kinase (PKG). 8-Bromoinosine reacts with the acceptor site in PKG, which is located at the base of the active site cleft. Electrons from hydrogen bond donor sites on 8-bromoadenosine are transferred to chloride ion and the resulting 8-bromoinosine chloride complex is an effective inhibitor of PKG. It has been shown that stereoselectivity plays a role in this reaction mechanism.

Formula: C₁₀H₁₁BrN₄O₅

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 347.13 g/mol

Ref: 3D-NB08274

8-BROMOINOSINE

CAS: 55627-73-1

Formula: C₁₀H₁₁BrN₄O₅

Purity: 95.0%

Molecular weight: 347.125

Ref: 10-F513024