Skip to Content
Merck
All Photos(3)

Documents

B3756

Sigma-Aldrich

8-Bromoadenosine 5′-triphosphate sodium salt

≥90% (HPLC)

Synonym(s):

8-Br-ATP

Sign Into View Organizational & Contract Pricing


About This Item

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

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.

Linkage

8-Bromo form of adenosine 5′-triphosphate.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
Hiroyuki Iwamoto
Journal of muscle research and cell motility, 29(1), 45-55 (2008-07-11)
Previous studies using solubilized fragments of myosins have shown that an ATP analogue, 8-bromoadenosine triphosphate (8-Br-ATP) is a poor substrate for fast skeletal myosin isoform. We further characterized the analogue by using vertebrate skeletal muscle fibers. In the absence of
Lisa S Chen et al.
The Journal of biological chemistry, 279(39), 40405-40411 (2004-07-22)
The nucleotide substrate specificity of yeast poly(A) polymerase (yPAP) toward various C-2- and C-8-modified ATP analogs was examined. 32P-Radiolabeled RNA oligonucleotide primers were incubated with yPAP in the absence of ATP to assay polyadenylation using unnatural ATP substrates. The C-2-modified

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service