D8013

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

≥95% (HPLC), powder

• Synonym(s): A(5′)P5(5′)A, Diadenosine pentaphosphate ammonium salt
• Empirical Formula (Hill Notation): C₂₀H₂₉N₁₀O₂₂P₅ · xNH₃ · yH₂O
• CAS Number: 102783-61-9
• Molecular Weight: 916.37 (anhydrous free acid basis)
• UNSPSC Code: 12352202
• eCl@ss: 32160414
• PubChem Substance ID: 24894177
• NACRES: NA.77

Properties

• biological source: synthetic (organic)
• assay: ≥95% (HPLC)
• form: powder
• color: white to off-white
• solubility: H₂O: 50 mg/mL
• storage temp.: −20°C
• SMILES string: 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
• 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
• InChI key: LWOSDYWLTWLFID-NKWVEPMBSA-N

Description

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.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)