| Identification | Back Directory | [Name]
A[5']P5[5']A AMMONIUM SALT | [CAS]
102783-61-9 | [Synonyms]
A[5']P5[5']A AMMONIUM SALT
A[5']P5[5']A PENTAAMMONIUM SALT
P1 P5-DI(ADENOSINE-5') PENTAPHOSPHATE &
DIADENOSINE PENTAPHOSPHATE AMMONIUM SALT
Diadenosine pentaphosphate pentaammonium
DIADENOSINE PENTAPHOSPHATE PENTAAMMONIUM SALT
P1,P5-DI(ADENOSINE-5') PENTAPHOSPHATE*AM MONIUM
P1,P5-DI(ADENOSINE-5') PENTAPHOSPHATE AMMONIUM SALT
P1,P5-DI(ADENOSINE-5') PENTAPHOSPHATE PENTAAMMONIUM SALT | [Molecular Formula]
C20H44N15O22P5 | [MDL Number]
MFCD00077716 | [MOL File]
102783-61-9.mol | [Molecular Weight]
1001.52 |
| Chemical Properties | Back Directory | [storage temp. ]
-20°C | [solubility ]
H2O: 50 mg/mL
| [form ]
powder
| [color ]
white with faint yellow cast
| [biological source]
synthetic (organic) | [Water Solubility ]
H2O: 50mg/mL | [InChI]
1S/C10H14N5O8P3/c11-9-8-10(13-4-12-9)15(5-14-8)7-2-1-6(21-7)3-20-25(16,17)23-26(18,19)22-24/h1-2,4-7H,3,24H2,(H,16,17)(H,18,19)(H2,11,12,13)/t6-,7+/m0/s1 | [InChIKey]
LWOSDYWLTWLFID-NKWVEPMBSA-N | [SMILES]
O[C@@H]1[C@@H](COP(OP(O)(OP(O)(OP(O)(OP(O)(OC[C@@H]2[C@@H](O)[C@@H](O)[C@H](N(C=N3)C4=C3C(N)=NC=N4)O2)=O)=O)=O)=O)(O)=O)O[C@@H](N(C=N5)C6=C5C(N)=NC=N6)[C@@H]1O |
| Hazard Information | Back Directory | [Uses]
Diadenosine pentaphosphate pentaammonium is an endogenous vasoactive purine dinucleotide which has been isolated from thrombocytes. Diadenosine polyphosphates (ApnA, n=2–7) have been identified as constituents of secretory vesicles such as in platelets, chromaffin cells, Torpedo synaptic terminals and brain synaptosomes[1][2]. | [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 heart, it increases contractile force and action potential duration, and shows an anti-β-adrenergic effect. | [IC 50]
Human Endogenous Metabolite | [References]
[1] L Giraldez, et al. Adenosine triphosphate and diadenosine pentaphosphate induce [Ca(2+)](i) increase in rat basal ganglia aminergic terminals. J Neurosci Res. 2001 Apr 15;64(2):174-82. DOI:10.1002/jnr.1063
[2] Jesús Pintor, et al. Presence of diadenosine polyphosphates in human tears. Pflugers Arch. 2002 Jan;443(3):432-6. DOI:10.1007/s004240100696 |
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Sigma-Aldrich
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