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Merck
CN

B3756

8-Bromoadenosine 5′-triphosphate sodium salt

≥90% (HPLC)

Synonym(s):

8-Br-ATP

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About This Item

Linear Formula:
C10H15N5O13P3Br
CAS Number:
Molecular Weight:
586.08
NACRES:
NA.51
PubChem Substance ID:
UNSPSC Code:
41106305
MDL number:
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Quality Level

assay

≥90% (HPLC)

form

powder

storage temp.

−20°C

SMILES string

[Na].Nc1ncnc2n(C3OC(COP(O)(=O)OP(O)(=O)OP(O)(O)=O)C(O)C3O)c(Br)nc12

InChI

1S/C10H15BrN5O13P3.Na.H/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);;

InChI key

BWSZHFBRMPXNSH-UHFFFAOYSA-N

Application

8-Bromoadenosine 5′-triphosphate (8-Br-ATP) is as an ATP analogue used in conjunction with other ATP analogues to study and resolve ATP-site binding effects on receptor and enzyme function and specificity.

Biochem/physiol Actions

P2X purinoceptor agonist similar in reactivity to ATP.

Other Notes

8-Bromo form of adenosine 5′-triphosphate.


Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges



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S Maruta et al.
European journal of biochemistry, 256(1), 229-237 (1998-09-24)
Numerous analytical experiments have shown that, in solution, ATP analogues with bulky substitutions at the eighth position of the adenine ring predominantly assume the syn conformation with respect to the adenine-ribose bond. Two such analogues, 3'-O-(N-methylanthraniloyl)-8-azido-ATP (Mant-8-N3-ATP) and 8-Br-ATP, were
J Stutchfield et al.
FEBS letters, 262(2), 256-258 (1990-03-26)
We have recently characterised the presence of a Ca2(+)-mobilising receptor for ATP which stimulates exocytosis in differentiated HL60 cells. Here we demonstrate that the undifferentiated HL60 cells also respond to extracellular ATP by stimulating an increase in inositol phosphates and
S A Thomas et al.
British journal of pharmacology, 103(4), 1963-1969 (1991-08-01)
1. Extracellular adenosine 5'-triphosphate (ATP) activated an early excitatory conductance followed by a late potassium conductance in developing chick skeletal muscle. A series of ATP analogues were tested for their ability to activate these two conductances. All compounds tested were



Global Trade Item Number

SKUGTIN
B3756-25MG04061833428382
B3756-5MG04061833287309