Cas no 81035-56-5 (8-Bromoadenosine 5'-Triphosphate Sodium Salt)

8-Bromoadenosine 5'-Triphosphate Sodium Salt (8-Br-ATP·Na) is a modified nucleotide analog where the 8-position of the adenine ring is substituted with a bromine atom. This modification enhances its stability and alters its biochemical properties, making it a valuable tool in enzymatic studies, particularly for probing ATP-dependent processes. The sodium salt form ensures improved solubility in aqueous solutions, facilitating its use in various biochemical and molecular biology applications. 8-Br-ATP·Na is commonly employed as a substrate or inhibitor in kinase assays, RNA polymerase studies, and other ATP-utilizing systems, where its bromine substitution provides resistance to enzymatic degradation. Its high purity and consistent performance make it suitable for sensitive experimental applications.
8-Bromoadenosine 5'-Triphosphate Sodium Salt structure
81035-56-5 structure
Product Name:8-Bromoadenosine 5'-Triphosphate Sodium Salt
CAS No:81035-56-5
MF:C10H15BrN5NaO13P3
MW:609.066854715347
CID:721021
PubChem ID:24891733
Update Time:2025-11-01

8-Bromoadenosine 5'-Triphosphate Sodium Salt Chemical and Physical Properties

Names and Identifiers

    • Adenosine5'-(tetrahydrogen triphosphate), 8-bromo-, sodium salt (9CI)
    • 8- BROMOADENOSINE- 5'- O- TRIPHOSPHATE ( 8-BR-ATP )
    • 8-BROMO-ADENOSINE-5'-TRIPHOSPHATE, SODIUM SALT
    • tetrasodium,[[[(2R,3S,4R,5R)-5-(6-amino-8-bromopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-oxidophosphoryl]oxy-oxidophosphoryl] phosphate
    • 8-BROMOADENOSINE 5'-TRIPHOSPHATE SODIUM
    • 8-Br-ATP
    • 8-Bromoadenosine 5'-Triphosphate Sodium Salt
    • Inchi: 1S/C10H15BrN5O13P3.Na/c11-10-15-4-7(12)13-2-14-8(4)16(10)9-6(18)5(17)3(27-9)1-26-31(22,23)29-32(24,25)28-30(19,20)21;/h2-3,5-6,9,17-18H,1H2,(H,22,23)(H,24,25)(H2,12,13,14)(H2,19,20,21);/t3-,5-,6-,9-;/m1./s1
    • InChI Key: ZKMCUMNNTIIFSK-GWTDSMLYSA-N
    • SMILES: BrC1=NC2C(=NC=NC=2N1[C@H]1[C@H](O)[C@H](O)[C@@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O1)N.[Na]

Computed Properties

  • Exact Mass: 606.88800
  • Monoisotopic Mass: 672.834
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 17
  • Heavy Atom Count: 36
  • Rotatable Bond Count: 7
  • Complexity: 808
  • Covalently-Bonded Unit Count: 5
  • Defined Atom Stereocenter Count: 4
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 290A^2

Experimental Properties

  • PSA: 311.39000
  • LogP: 0.15290

8-Bromoadenosine 5'-Triphosphate Sodium Salt Security Information

  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Hazard Category Code: 23/24/25-36/37/38
  • Safety Instruction: S22; S26; S36; S45
  • Hazardous Material Identification: T
  • Storage Condition:?20°C
  • Risk Phrases:R23/24/25; R36/37/38

8-Bromoadenosine 5'-Triphosphate Sodium Salt Pricemore >>

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Additional information on 8-Bromoadenosine 5'-Triphosphate Sodium Salt

Recent Advances in the Application of 8-Bromoadenosine 5'-Triphosphate Sodium Salt (CAS: 81035-56-5) in Chemical Biology and Biomedical Research

8-Bromoadenosine 5'-Triphosphate Sodium Salt (8-Br-ATP, CAS: 81035-56-5) is a chemically modified nucleotide analog that has garnered significant attention in recent years due to its versatile applications in chemical biology, enzymology, and drug discovery. This compound, characterized by the bromine substitution at the 8-position of the adenine ring, exhibits unique biochemical properties that make it a valuable tool for probing ATP-dependent processes and developing novel therapeutic strategies. Recent studies have further elucidated its mechanisms of action and expanded its utility in cutting-edge research.

A 2023 study published in Nature Chemical Biology demonstrated the efficacy of 8-Br-ATP as a potent inhibitor of protein kinases involved in cancer signaling pathways. The research team utilized X-ray crystallography to reveal that the bromine moiety induces conformational changes in the kinase active site, leading to competitive inhibition with an IC50 value in the low micromolar range. This finding opens new avenues for the design of allosteric kinase inhibitors targeting hard-to-treat cancers.

In the field of nucleic acid research, 8-Br-ATP has shown remarkable utility as a substrate for RNA polymerases. A recent Nucleic Acids Research publication (2024) reported its successful incorporation into mRNA transcripts, where the bromine modification significantly enhanced the stability of the resulting RNA molecules against nuclease degradation. This property is particularly valuable for mRNA vaccine development and therapeutic RNA applications.

Emerging applications in structural biology have also been reported. Cryo-EM studies published in Cell (2023) utilized 8-Br-ATP as a heavy-atom derivative to facilitate phase determination in the structural analysis of large macromolecular complexes. The bromine atom's strong electron density provided crucial phasing information that enabled high-resolution structure determination of several previously intractable protein-RNA complexes.

From a drug discovery perspective, recent work has explored 8-Br-ATP as a lead compound for developing antiviral agents. A 2024 study in Science Translational Medicine demonstrated that 8-Br-ATP analogs can effectively inhibit viral RNA-dependent RNA polymerases with high selectivity over host enzymes. This finding is particularly relevant for developing broad-spectrum antivirals against emerging RNA viruses.

The compound's role in studying cellular energy metabolism has also advanced significantly. State-of-the-art metabolic tracing studies using 8-Br-ATP (reported in Cell Metabolism, 2023) have provided unprecedented insights into ATP compartmentalization and utilization in different cellular organelles, revealing previously unknown aspects of metabolic regulation in cancer cells.

Recent synthetic biology applications have leveraged 8-Br-ATP's properties to engineer novel biosynthetic pathways. A groundbreaking Science paper (2024) described the creation of brominated nucleotide-based cofactors that expand the chemical repertoire of engineered enzymes, enabling new-to-nature biochemical transformations with potential industrial and pharmaceutical applications.

As research continues to uncover new applications for 8-Bromoadenosine 5'-Triphosphate Sodium Salt, its importance as a research tool and potential therapeutic agent continues to grow. Future directions likely include further exploration of its immunomodulatory properties, development of more stable analogs, and application in emerging areas such as DNA-encoded library technology and targeted protein degradation.

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