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P1,P5-Di(adenosine-5′) pentaphosphate trilithium salt

SIGMA/D6392 - ≥95%, powder

Synonym: A(5′)P5(5′)A trilithium salt; Diadenosine pentaphosphate trilithium salt

CAS Number: 75522-97-3
Empirical Formula (Hill Notation): C20H26Li3N10O22P5
Molecular Weight: 934.17
EC Number: 278-237-6
MDL Number: MFCD00044936
Linear Formula: C20H26Li3N10O22P5
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-D6392-10MG 10 mg
$166.00
1/EA
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45-D6392-50MG 50 mg
$591.00
1/EA
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assay ≥95%
biological source synthetic (organic)
color white to off-white
form powder
InChI 1S/C20H29N10O22P5.3Li/c21-15-9-17(25-3-23-15)29(5-27-9)19-13(33)11(31)7(47-19)1-45-53(35,36)49-55(39,40)51-57(43,44)52-56(41,42)50-54(37,38)46-2-8-12(32)14(34)20(48-8)30-6-28-10-16(22)24-4-26-18(10)30;;;/h3-8,11-14,19-20,31-34H,1-2H2,(H,35,36)(H,37,38)(H,39,40)(H,41,42)(H,43,44)(H2,21,23,25)(H2,22,24,26);;;/q;3*+1/p-3/t7-,8-,11-,12-,13-,14-,19-,20-;;;/m1.../s1
InChI key BFBDFBHROZLGEG-JJCYRVQFSA-K
Quality Level 200 
SMILES string [Li+].[Li+].[Li+].Nc1ncnc2n(cnc12)[C@@H]3O[C@H](COP(O)(=O)OP([O-])(=O)OP([O-])(=O)OP([O-])(=O)OP(O)(=O)OC[C@H]4O[C@H]([C@H](O)[C@@H]4O)n5cnc6c(N)ncnc56)[C@@H](O)[C@H]3O
solubility H2O: 50 mg/mL
storage temp. −20°C
Application: P1,P5-Di(adenosine-5′) pentaphosphate trilithium salt has been used as a adenylate kinase inhibitor and as a component of pre-AMPPNP rigor solution for treating muscle fibres.
Biochem/physiol Actions: A diadenosine polyphosphate stored in secretory granules of thrombocytes, chromaffin and neuronal cells. After release into the extracellular space, it affects a variety of biological activities in a wide range of target tissues. In the nervous system it acts through various purinergic receptors. It also activates 5′-nucleotidase and inhibits adenosine kinase activity in vitro. Ap5A is metabolized by soluble enzymes in the blood plasma and by membrane-bound ectoenzymes of a number of cell types including endothelial and smooth muscle cells.
Biochem/physiol Actions: A diadenosine polyphosphate stored in secretory granules of thrombocytes, chromaffin and neuronal cells. After release into the extracellular space, it affects a variety of biological activities in a wide range of target tissues. In the nervous system it acts through various purinergic receptors. It also activates 5′-nucleotidase and inhibits adenosine kinase activity in vitro. Ap5A is metabolized by soluble enzymes in the blood plasma and by membrane-bound ectoenzymes of a number of cell types including endothelial and smooth muscle cells. In cardiac muscle, pM to nM concentrations significantly increase the open-probability of ryanodine-receptor (RyR2) gates, with prolonged action due to slow dissociation from the receptor.
Packaging: 10, 50 mg in poly bottle
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥95%
Storage Temp. −20°C
UNSPSC 12352202

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