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D1387

Sigma-Aldrich

P1,P3-Di(adenosine-5′) triphosphate ammonium salt

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Synonym(s):
A(5′)P3(5′)A, Diadenosine triphosphate
Linear Formula:
C20H24N9O16P3 · NH3
CAS Number:
Molecular Weight:
756.41
MDL number:
eCl@ss:
32160414
PubChem Substance ID:
NACRES:
NA.51

form

solid

Quality Level

impurities

Other adenosine phosphates, essentially free

storage temp.

−20°C

SMILES string

N.Nc1ncnc2n(cnc12)C3OC(COP(O)(=O)OP(O)(=O)OP(O)(=O)OCC4OC(C(O)C4O)n5cnc6c(N)ncnc56)C(O)C3O

InChI

1S/C20H27N10O16P3.H3N/c21-15-9-17(25-3-23-15)29(5-27-9)19-13(33)11(31)7(43-19)1-41-47(35,36)45-49(39,40)46-48(37,38)42-2-8-12(32)14(34)20(44-8)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)(H2,21,23,25)(H2,22,24,26);1H3

InChI key

PKSQTRWRSNNYCW-UHFFFAOYSA-N

Related Categories

Application

P1,P3-Di(adenosine-5′) triphosphate (Ap3A) is a diadenosine oligophosphate (ApnA) family member. ApnAs have been found to act as a signaling molecule.
P1,P3-Di(adenosine-5′) triphosphate ammonium salt has been used as a component of the incubation medium for incubating fibroblast cell lines for FoF1 ATP-synthase activity.

Quantity

Approx. 25 A260 units per mg.

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)


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Brigitte Maria Stavrou
Current medicinal chemistry. Cardiovascular and hematological agents, 1(2), 151-169 (2004-08-24)
Diadenosine polyphosphates (Ap(n)A) are naturally occurring molecules which have been identified in human and guinea-pig cardiac tissue and whose physiological role is being established. They are stored in platelet dense granules in a metabolically inactive form. Ap(n)A form a class
Alan R Conant et al.
Vascular pharmacology, 48(4-6), 157-164 (2008-03-08)
Diadenosine polyphosphates (Ap(n)A) are released by degranulating platelets and high, local concentrations may form at sites of platelet activation. Radial artery grafts, now often used alongside the internal mammary artery in coronary artery bypass surgery, are particularly reactive to several
Michael Wright et al.
The FEBS journal, 273(15), 3534-3544 (2006-08-04)
Heat shock inducible lysyl-tRNA synthetase of Escherichia coli (LysU) is known to be a highly efficient diadenosine 5',5'''-P1,P4-tetraphosphate (Ap4A) synthase. However, we use an ion-exchange HPLC technique to demonstrate that active LysU mixtures actually have a dual catalytic activity, initially
Dual roles of diadenosine polyphosphates in corneal epithelial cell migration
Mediero A, Peral A, Pintor J.
Investigative Ophthalmology & Visual Science, 47, 4500-4506 (2010)
Manuela Campiglio et al.
Journal of cellular physiology, 208(2), 274-281 (2006-03-21)
FHIT is a tumor suppressor gene that is frequently inactivated in human cancer. Although the Fhit protein is known to hydrolyze diadenosine triphosphate (Ap(3)A), this hydrolase activity is not required for Fhit-mediated oncosuppression. Indeed, the molecular mechanisms and the regulatory

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