8-Bromo-ATP

8-Bromo-ATP (8-Bromoadenosine 5'-triphosphate), an ATP analogue, is a purinergic P2X receptor agonist. 8-Bromo-ATP shows cytotoxic to multiple myeloma cells with an IC50 of 23.1 μM.

Product information

CAS Number: 23567-97-7

Molecular Weight: 586.08

Formula: C10H15BrN5O13P3

Synonym:

8-Bromoadenosine 5'-triphosphate

8-Br-ATP

Chemical Name: ({[({[(2R,3S,4R,5R)-5-(6-amino-8-bromo-9H-purin-9-yl)-5-hydrogenio-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphonic acid

Smiles: NC1N=CN=C2C=1N=C(Br)N2[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O

InChiKey: VPAHIVDZXBLTTM-UUOKFMHZSA-N

InChi: InChI=1S/C10H15BrN5O13P3/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

Technical Data

Appearance: Solid Power

Purity: ≥98% (or refer to the Certificate of Analysis)

Solubility: To be determined

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis

Storage Condition: Dry, dark and -20 ^oC for 1 year or refer to the Certificate of Analysis.

Shelf Life: ≥12 months if stored properly.

Stock Solution Storage: 0 - 4 ^oC for 1 month or refer to the Certificate of Analysis.

Drug Formulation: To be determined

HS Tariff Code: 382200

How to use

In Vitro:

8-Bromo-ATP (10-50 μM; 5 days) treatment shows cytotoxic to multiple myeloma. Fluorescence measurements are made possible through the use of 8-Bromo-ATP, which selectively quenched certain tryptophan residues of the ATPase. 8-Bromo-ATP enhances the rate of dephosphorylation of native ATPase 2-3-fold when added in the absence of divalent cations.

References:

1. Howson, W, 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. Li Wang, et al. Cationic phospholiposomes: efficient delivery vehicles of anticancer derivatives of ATP to multiple myeloma cells. J Liposome Res. 2011 Dec;21(4):306-14.
3. P Champeil, et al. ATP regulation of sarcoplasmic reticulum Ca2+-ATPase. Metal-free ATP and 8-bromo-ATP bind with high affinity to the catalytic site of phosphorylated ATPase and accelerate dephosphorylation. J Biol Chem. 1988 Sep 5;263(25):12288-94.

Products are for research use only. Not for human use.