The molecular weight listed for this material is the anhydrous-free acid. The triethylammonium and water content are variable from lot to lot. The maximum allowable water content is 6%, while the expected triethylammonium specification range is 0.5-4.4 mol/mol BzATP. The triethylammonium and water content are reported on the lot-specific Certificate of Analysis.
B6396
2′(3′)-O-(4-Benzoylbenzoyl)adenosine 5′-triphosphate triethylammonium salt
≥93%
Synonym(s):
Benzoylbenzoyl-ATP, Bz-ATP
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About This Item
Empirical Formula (Hill Notation):
C24H24N5O15P3 · xC6H15N × yH2O
CAS Number:
Molecular Weight:
715.39 (anhydrous free acid basis)
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.77
Pricing and availability is not currently available.
Recommended Products
biological source
synthetic (organic)
Quality Level
Assay
≥93%
form
powder
solubility
water: 50 mg/mL, clear, colorless to faintly yellow
storage temp.
−20°C
SMILES string
CCN(CC)CC.Nc1ncnc2n(cnc12)[C@@H]3O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](OC(=O)c4ccc(cc4)C(=O)c5ccccc5)[C@H]3O
InChI
1S/C24H24N5O15P3.C6H15N/c25-21-17-22(27-11-26-21)29(12-28-17)23-19(31)20(16(41-23)10-40-46(36,37)44-47(38,39)43-45(33,34)35)42-24(32)15-8-6-14(7-9-15)18(30)13-4-2-1-3-5-13;1-4-7(5-2)6-3/h1-9,11-12,16,19-20,23,31H,10H2,(H,36,37)(H,38,39)(H2,25,26,27)(H2,33,34,35);4-6H2,1-3H3/t16-,19-,20-,23-;/m1./s1
InChI key
HVOVBTNCGADRTH-WBLDMZOZSA-N
General description
2′(3′)-O-(4-Benzoylbenzoyl)adenosine 5′-triphosphate is a photoreactive analog of ATP.[1]
Application
2′(3′)-O-(4-Benzoylbenzoyl)adenosine 5′-triphosphate triethylammonium salt has been used as a P2X4 receptor agonist in rat kidney sections,[2] type I diabetes induced rats[3] and astrocyte−neuron coculture.[4] It has also been used as a synthetic ATP analog in isotonic E3 medium.[5]
Useful as a photoaffinity label for proteins and enzymes that bind ATP.
Biochem/physiol Actions
2′(3′)-O-(4-Benzoylbenzoyl)adenosine 5′-triphosphate triethylammonium salt is a selective purinergic receptor (P2X) agonist.[6] It is more potent than ATP at homodimeric P2X7 receptors. It also effectively activates P2X1, P2X2, and P2X3 receptors.[7] Useful as a photoaffinity label for proteins and enzymes that bind ATP.[8]
Selective P2X purinergic agonist. It is more potent than ATP at homodimeric P2X7 receptors.
Other Notes
Mixed isomers
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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The molecular weight of this reagent is displayed as 715.39 on the specification sheet, but it actually contains triphosphate triethylammonium and water, so how should I think about the molecular weight?
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