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P1,P4-Di(adenosine-5′) tetraphosphate ammonium salt_Molecular_structure_CAS_102783-36-8)
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P1,P4-Di(adenosine-5′) tetraphosphate ammonium salt

Catalog No. D1262 Name Sigma Aldrich
CAS Number 102783-36-8 Website http://www.sigmaaldrich.com
M. F. C20H31N11O19P4 Telephone 1-800-521-8956
M. W. 853.417484 Fax
Purity ≥95% (HPLC) Email
Storage Chembase ID: 155171

SYNONYMS

IUPAC name
{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}({[({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)(hydroxy)phosphoryl]oxy})phosphinic acid amine
IUPAC Traditional name
appppa amine
Synonyms
Diadenosine tetraphosphate ammonium salt
A(5′)p4(5′)A

DATABASE IDS

MDL Number MFCD00058622
PubChem SID 24277711
CAS Number 102783-36-8

PROPERTIES

Empirical Formula (Hill Notation) C20H28N10O19P4 · xNH3
Purity ≥95% (HPLC)
Gene Information human ... PLD1(5337), PLD2(5338), PLD3(23646), PLD4(122618), PLD5(200150)
Apperance white powder
Solubility H2O: soluble50 mg/mL
MSDS Link Download
Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
RTECS AU7411600
Storage Temperature -20°C
German water hazard class 3

DETAILS

Description (English)
Biochem/physiol Actions
Diadenosine polyphosphate functions as a second messenger in pancreatic cells, stimulates phospholipase D, changes intracellular calcium levels, induces nitric oxide release, activates 5′-nucleotidase, and inhibits adenosine kinase activity in vitro.
Diadenosine polyphosphate is 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. It appears to function as a second messenger in pancreatic cells. In rat liver cells. it stimulates phospholipase D and changes intracellular calcium levels. It has been shown to induce nitric oxide release from endothelial cells. In the nervous system it acts through various purinoceptors. It also activates 5′-nucleotidase and inhibits adenosine kinase activity in vitro. Ap4A is metabolized by soluble enzymes in the blood plasma and by membrane-bound ectoenzymes of a number of cell types including endothelial cells, smooth muscle cell.
Description (简体中文)
Biochem/physiol Actions
Diadenosine polyphosphate functions as a second messenger in pancreatic cells, stimulates phospholipase D, changes intracellular calcium levels, induces nitric oxide release, activates 5′-nucleotidase, and inhibits adenosine kinase activity in vitro.
Diadenosine polyphosphate is 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. It appears to function as a second messenger in pancreatic cells. In rat liver cells. it stimulates phospholipase D and changes intracellular calcium levels. It has been shown to induce nitric oxide release from endothelial cells. In the nervous system it acts through various purinoceptors. It also activates 5′-nucleotidase and inhibits adenosine kinase activity in vitro. Ap4A is metabolized by soluble enzymes in the blood plasma and by membrane-bound ectoenzymes of a number of cell types including endothelial cells, smooth muscle cell.

REFERENCES