An ATP analog and P2X receptor agonist
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8-Bromoadenosine 5′-triphosphate (sodium salt hydrate)

Item No. 30573

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
8-bromo-adenosine 5′-(tetrahydrogen triphosphate), sodium salt hydrate
Synonyms
  • 8-bromo ATP
Molecular Formula
C10H15BrN5O13P3 • XNa [XH2O]
Formula Weight
586.1
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Water: soluble
λmax
264 nm
SMILES
O=P(OP(OP(O)(O)=O)(O)=O)(O)OC[C@H]1O[C@](N2C3=NC=NC(N)=C3N=C2Br)([H])[C@H](O)[C@@H]1O.[Na].O
InChi Code
InChI=1S/C10H15BrN5O13P3.Na.H2O/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);;1H2/t3-,5-,6-,9-;;/m1../s1
InChi Key
LFYCWZLLOAIXLR-LGVAUZIVSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    8-Bromoadenosine 5’-triphosphate (8-Br-ATP) is an analog of ATP (Item No. 14498) and an agonist of the purinergic P2X receptor.1 It induces contraction of isolated guinea pig bladder strips with a potency that is 0.19-fold that of ATP. 8-Br-ATP has been used in the determiniation of the nucleotide substrate specificity of yeast poly(A) polymerase.2 It is cytotoxic to multiple myeloma cells (IC50 = 23.1 μM).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Howson, W., Taylor, E.M., Parsons, M.E., et al. Synthesis and biological evaluation of ATP analogues acting at putative purinergic P2X-receptors (on the guinea pig bladder). Eur. J. Med. Chem. 23(5), 433-439 (1988).

    2. Chen, L.S., and Sheppard, T.L. Chain termination and inhibition of Saccharomyces cerevisiae poly(A) polymerase by C-8-modified ATP analogs. The Journal of Biological Chemisty 279(39), 40405-40411 (2004).

    3. Wang, L., and MacDonald, R.C. Cationic phospholiposomes: Efficient delivery vehicles of anticancer derivatives of ATP to multiple myeloma cells. J. Liposome Res. 21(4), 306-314 (2011).