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23567-97-7

23567-97-7 structure
23567-97-7 structure
  • Name: 8-Bromo-ATP
  • Chemical Name: [[(2R,3S,4R,5R)-5-(2-amino-8-bromopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate
  • CAS Number: 23567-97-7
  • Molecular Formula: C10H15BrN5O13P3
  • Molecular Weight: 586.07700
  • Catalog: Signaling Pathways Membrane Transporter/Ion Channel P2X Receptor
  • Create Date: 2017-08-04 07:10:26
  • Modify Date: 2024-01-09 11:16:00
  • 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[1][2][3].

Name [[(2R,3S,4R,5R)-5-(2-amino-8-bromopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate
Synonyms 8-bromoadenosine triphosphate
8-Bromoadenosine 5'-triphosphate
8-Bromo-ATP
Description 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[1][2][3].
Related Catalog
In Vitro 8-Bromo-ATP (10-50 μM; 5 days) treatment shows cytotoxic to multiple myeloma[3]. 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[2]. Cell Viability Assay[3] Cell Line: MM 1.s cells Concentration: 10 μM, 20 μM, 30 μM, 40 μM, 50 μM Incubation Time: 5 days Result: Showed cytotoxic to multiple myeloma.
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]. 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.

[3]. 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.

Density 2.85g/cm3
Boiling Point 1009.7ºC at 760 mmHg
Molecular Formula C10H15BrN5O13P3
Molecular Weight 586.07700
Flash Point 564.5ºC
Exact Mass 584.90600
PSA 308.56000
Vapour Pressure 0mmHg at 25°C
Index of Refraction 1.927

~61%

23567-97-7 structure

23567-97-7

Literature: Gordeeva, L. S.; Kaminskii, Yu. L.; Rumyantseva, L. N.; Patokina, N. A.; Korsakova, N. A.; et al. Chemistry of Natural Compounds, 1984 , vol. 20, # 6 p. 729 - 733 Khimiya Prirodnykh Soedinenii, 1984 , vol. 20, # 6 p. 771 - 776
Precursor  1

DownStream  1