Cas no 151898-26-9 (Adenosine5'-(trihydrogen diphosphate), 8-bromo-1-b-D-ribofuranosyl-, intramol. P',5''-ester)

Adenosine 5'-(trihydrogen diphosphate), 8-bromo-1-β-D-ribofuranosyl-, intramolecular P',5''-ester is a modified nucleotide analogue featuring an 8-bromo substitution on the adenine base and an intramolecular phosphate ester linkage. This structural modification enhances its stability against enzymatic degradation, making it valuable for biochemical and pharmacological research. The 8-bromo group increases steric hindrance, improving binding specificity in nucleotide-protein interactions. The intramolecular ester linkage confers unique conformational properties, facilitating studies on enzyme mechanisms and nucleotide signaling pathways. Its utility extends to probing ATP-dependent processes, serving as a non-hydrolyzable ATP mimic or a selective modulator in purinergic receptor studies. This compound is particularly useful in structural biology and drug discovery applications.
Adenosine5'-(trihydrogen diphosphate), 8-bromo-1-b-D-ribofuranosyl-, intramol. P',5''-ester structure
151898-26-9 structure
Product Name:Adenosine5'-(trihydrogen diphosphate), 8-bromo-1-b-D-ribofuranosyl-, intramol. P',5''-ester
CAS No:151898-26-9
MF:C15H20BrN5O13P2
MW:620.196524620056
CID:99397
PubChem ID:329773258
Update Time:2025-06-15

Adenosine5'-(trihydrogen diphosphate), 8-bromo-1-b-D-ribofuranosyl-, intramol. P',5''-ester Chemical and Physical Properties

Names and Identifiers

    • Adenosine5'-(trihydrogen diphosphate), 8-bromo-1-b-D-ribofuranosyl-, intramol. P',5''-ester
    • 8- BROMO- CYCLIC ADENOSINE DIPHOSPHATE RIBOSE ( 8-BR-CADPR )
    • 8-BROMO-CADP-RIBOSE
    • 8-BroMocyclic adenosine diphosphate ribose sodiuM salt
    • 8-BR-CADPR
    • 8-BROMO-CYCLIC ADENOSINE DIPHOSPHATE RIBOSE
    • BR-CADP-RIBOSE
    • Br-cADP-ribose,Br-cADPR
    • Br-cADPR
    • 8-bromo-Cyclic ADP-Ribose
    • 8-Bromo-cADP-Ribose (8-Br-cADPR)
    • Br-cADP-ribose, Br-cADPR
    • 8-Bromo-cADPR
    • 2-[[8-(6-amino-8-bromopurin-9-yl)-4,9-dihydroxy-2,4-dioxo-6a,8,9,9a-tetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadiphosphocin-2-yl]oxy]-5-(hydroxymethyl)oxolane-3,4-diol
    • 151898-26-9
    • 8-(6-Amino-8-bromo-9H-purin-9-yl)-4,9-dihydroxy-2,4-dioxotetrahydro-2H,4H,6H-2lambda~5~,4lambda~5~-furo[3,2-f][1,3,5,2,4]trioxadiphosphocin-2-yl pentofuranoside
    • DTXSID50934361
    • PLQQKRPSINJWTK-UHFFFAOYSA-N
    • MDL： MFCD00274402
    • Inchi： 1S/C15H20BrN5O13P2/c16-15-20-6-11(17)18-3-19-12(6)21(15)13-9(25)10-5(30-13)2-29-35(26,27)34-36(28,32-10)33-14-8(24)7(23)4(1-22)31-14/h3-5,7-10,13-14,22-25H,1-2H2,(H,26,27)(H2,17,18,19)
    • InChI Key： PLQQKRPSINJWTK-UHFFFAOYSA-N
    • SMILES： BrC1=NC2C(N)=NC=NC=2N1C1C(C2C(COP(=O)(O)OP(=O)(OC3C(C(C(CO)O3)O)O)O2)O1)O

Computed Properties

  • Exact Mass: 618.97200
  • Monoisotopic Mass: 618.97162g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 6
  • Hydrogen Bond Acceptor Count: 17
  • Heavy Atom Count: 36
  • Rotatable Bond Count: 4
  • Complexity: 927
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 9
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -3.6
  • Topological Polar Surface Area: 260?2

Experimental Properties

  • Color/Form: NA
  • Density: 2.7±0.1 g/cm3
  • Melting Point: Not available
  • Boiling Point: 941.0±75.0 °C at 760 mmHg
  • Flash Point: 184.4±27.9 °C
  • Solubility: H2O: 5?mg/mL
  • PSA: 279.91000
  • LogP: -0.89340

Adenosine5'-(trihydrogen diphosphate), 8-bromo-1-b-D-ribofuranosyl-, intramol. P',5''-ester Security Information

  • Symbol: GHS07
  • Signal Word：Warning
  • Hazard Statement： H315-H319-H335
  • Warning Statement： P261-P305+P351+P338
  • Hazardous Material transportation number：NONH for all modes of transport
  • WGK Germany：3
  • Hazard Category Code： 36/37/38
  • Safety Instruction： S26; S36
  • Hazardous Material Identification： Xi
  • Storage Condition：?20°C
  • Risk Phrases：R36/37/38

Adenosine5'-(trihydrogen diphosphate), 8-bromo-1-b-D-ribofuranosyl-, intramol. P',5''-ester Pricemore >>

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Adenosine5'-(trihydrogen diphosphate), 8-bromo-1-b-D-ribofuranosyl-, intramol. P',5''-ester Suppliers

NewCan Biotech Limited
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(CAS:151898-26-9)8-Bromo-cyclic adenosine diphosphate ribose
Order Number:NC9943
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Quantity:10g
Purity:97%
Pricing Information Last Updated:Friday, 18 July 2025 16:13
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Adenosine5'-(trihydrogen diphosphate), 8-bromo-1-b-D-ribofuranosyl-, intramol. P',5''-ester Related Literature

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Additional information on Adenosine5'-(trihydrogen diphosphate), 8-bromo-1-b-D-ribofuranosyl-, intramol. P',5''-ester

Adenosine5'-(trihydrogen diphosphate), 8-bromo-1-b-D-ribofuranosyl-, intramol. P',5''-ester and its Significance in Modern Chemical Biology

Adenosine5'-(trihydrogen diphosphate), 8-bromo-1-b-D-ribofuranosyl-, intramol. P',5''-ester, a complex nucleotide derivative, represents a significant advancement in the field of chemical biology and pharmaceutical research. This compound, identified by the CAS number 151898-26-9, has garnered considerable attention due to its unique structural properties and potential applications in modulating cellular processes. The intricate molecular architecture of this compound, featuring a 8-bromo substituent on the adenosine moiety and a 1-b-D-ribofuranosyl backbone, contributes to its distinct reactivity and biological activity.

The synthesis and characterization of Adenosine5'-(trihydrogen diphosphate), 8-bromo-1-b-D-ribofuranosyl-, intramol. P',5''-ester involve sophisticated chemical methodologies that highlight the intersection of organic chemistry and biochemistry. The intramolecular P',5''-ester linkage is particularly noteworthy, as it creates a stable yet functional nucleotide analog that can interact with various biological targets. This structural feature has been exploited in recent research to develop novel therapeutic agents that can selectively inhibit or activate specific enzymatic pathways.

Recent studies have demonstrated the potential of this compound in neurological disorders. The 8-bromo substituent enhances its binding affinity to adenosine receptors, making it a promising candidate for treating conditions such as Parkinson's disease and Alzheimer's disease. By modulating adenosine receptor activity, Adenosine5'-(trihydrogen diphosphate), 8-bromo-1-b-D-ribofuranosyl-, intramol. P',5''-ester may help restore normal neuronal function by counteracting the dysregulation of adenosine signaling pathways.

In addition to its applications in neurological research, this compound has shown promise in cancer therapy. Preclinical studies indicate that it can selectively inhibit the growth of certain cancer cell lines by interfering with key metabolic pathways. The trihydrogen diphosphate moiety plays a crucial role in this process, as it can disrupt energy metabolism in cancer cells, leading to their proliferation arrest or apoptosis. This mechanism of action makes Adenosine5'-(trihydrogen diphosphate), 8-bromo-1-b-D-ribofuranosyl-, intramol. P',5''-ester a valuable tool for developing targeted cancer therapies.

The development of nucleotide-based drugs has been revolutionized by advancements in synthetic chemistry and biotechnology. Adenosine5'-(trihydrogen diphosphate), 8-bromo-1-b-D-ribofuranosyl-, intramol. P',5''-ester exemplifies how modifications at specific positions within the nucleotide backbone can alter its biological properties significantly. For instance, the introduction of the 8-bromo group not only enhances its binding affinity but also improves its stability under physiological conditions. These improvements are critical for ensuring the efficacy and safety of therapeutic agents.

Future research directions for Adenosine5'-(trihydrogen diphosphate), 8-bromo-1-b-D-ribofuranosyl-, intramol. P',5''-ester include exploring its potential in gene therapy and RNA interference applications. The ability to modify nucleotide derivatives opens up new possibilities for developing RNA-targeting drugs that can silence problematic genes or enhance therapeutic gene expression. This could have far-reaching implications for treating genetic disorders and other diseases caused by aberrant gene expression.

The intramolecular P',5''-ester linkage is particularly interesting from a structural biology perspective, as it provides insights into the conformational dynamics of nucleotides in biological systems. Understanding these dynamics is essential for designing drugs that can interact with nucleic acids more effectively. Computational studies have shown that this ester linkage can influence the flexibility and solubility of the nucleotide derivative, making it more suitable for biological applications.

In conclusion, Adenosine5'-(trihydrogen diphosphate), 8-bromo-1-b-D-ribofuranosyl-, intramol. P',5''-ester is a versatile and innovative compound with significant potential in pharmaceutical research and development. Its unique structural features and biological activities make it a valuable tool for studying cellular processes and developing novel therapeutic agents. As research in chemical biology continues to advance, compounds like this one will play an increasingly important role in addressing some of the most challenging diseases faced by humanity.

151898-26-9 (Adenosine5'-(trihydrogen diphosphate), 8-bromo-1-b-D-ribofuranosyl-, intramol. P',5''-ester) Related Products

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(CAS:151898-26-9)8-Bromo-cyclic adenosine diphosphate ribose
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Quantity:10g
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