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Merck

A7699

Adenosine 5′-triphosphate disodium salt hydrate

BioXtra, ≥99% (HPLC), from microbial

Synonym(s):

ATP disodium salt

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About This Item

Empirical Formula (Hill Notation):
C10H14N5Na2O13P3 · xH2O
CAS Number:
34369-07-8
Molecular Weight:
551.14 (anhydrous basis)
PubChem Substance ID:
24891270
eCl@ss:
32160414
UNSPSC Code:
41106305
NACRES:
NA.51
EC Number:
213-579-1
MDL number:
MFCD00150755

Key Documents

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Product Name

Adenosine 5′-triphosphate disodium salt hydrate, BioXtra, ≥99% (HPLC), from microbial

InChI key

NTBQNWBHIXNPRU-MSQVLRTGSA-L

InChI

1S/C10H16N5O13P3.2Na.H2O/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(26-10)1-25-30(21,22)28-31(23,24)27-29(18,19)20;;;/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H,23,24)(H2,11,12,13)(H2,18,19,20);;;1H2/q;2*+1;/p-2/t4-,6-,7-,10-;;;/m1.../s1

SMILES string

O.[Na+].[Na+].Nc1ncnc2n(cnc12)[C@@H]3O[C@H](COP(O)(=O)OP([O-])(=O)OP(O)([O-])=O)[C@@H](O)[C@H]3O

biological source

microbial

product line

BioXtra

assay

≥99% (HPLC)

form

powder

Quality Level

300

mol wt

551.14 g/mol

impurities

≤0.1% inorganic P
≤3% solvent content

color

white

pKa 

(1) 4.0, (2) 6.5

solubility

H2O: 50 mg/mL, clear, colorless

anion traces

chloride (Cl-): ≤0.05%

cation traces

Al: ≤0.005%
Ca: ≤0.01%
Cu: ≤0.001%
Fe: ≤0.05%
K: ≤0.01%
Mg: ≤0.005%
NH4+: ≤0.05%
Pb: ≤0.001%
Zn: ≤0.0005%

λmax

259 nm

fluorescence

λem 15.4 in 0.1 M phosphate pH 7.0

storage temp.

−20°C

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Application

Adenosine 5γ-triphosphate (ATP) is a central component of energy storage and metabolism in vivo. ATP is use in many cellular processes, respiration, biosynthetic reactions, motility, and cell division. ATP is a substrate of many kinases involved in cell signaling and of adenylate cyclase(s) that produce the second messenger cAMP. ATP provides the metabolic energy to drive metabolic pumps. ATP serves as a coenzyme in a wide array of enzymatic reactions.

Biochem/physiol Actions

P2 purinergic agonist; increases activity of Ca2+-activated K+ channels; substrate for ATP-dependent enzyme systems
P2 purinocepter agonist.

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000523976
0000523976
0000506528
0000506540
0000506540

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Stefan P Mortensen et al.
The Journal of physiology, 589(Pt 7), 1847-1857 (2011-02-09)
Intraluminal ATP could play an important role in the local regulation of skeletal muscle blood flow, but the stimuli that cause ATP release and the levels of plasma ATP in vessels supplying and draining human skeletal muscle remain unclear. To
Mark W Gorman et al.
American journal of physiology. Heart and circulatory physiology, 299(6), H1981-H1989 (2010-09-21)
The adenine nucleotide hypothesis postulates that the ATP released from red blood cells is broken down to ADP and AMP in coronary capillaries and that ATP, ADP, and AMP act on purinergic receptors on the surface of capillary endothelial cells.
Shaima'a Hamarsheh et al.
Nature communications, 11(1), 1659-1659 (2020-04-05)
Oncogenic Ras mutations occur in various leukemias. It was unclear if, besides the direct transforming effect via constant RAS/MEK/ERK signaling, an inflammation-related effect of KRAS contributes to the disease. Here, we identify a functional link between oncogenic KrasG12D and NLRP3
Marc Clement et al.
Arteriosclerosis, thrombosis, and vascular biology, 39(8), 1645-1651 (2019-06-07)
MARK4 (microtubule affinity-regulating kinase 4) regulates NLRP3 (nucleotide-binding oligomerization domain, leucine-rich repeat, and pyrin domain containing 3) inflammasome activation. The aim of the study is to examine the role of MARK4 in hematopoietic cells during atherosclerosis. We show increased MARK4
Alexander Puzenko et al.
The Journal of chemical physics, 137(19), 194502-194502 (2012-11-28)
In this, the third part of our series on the dielectric spectrum symmetrical broadening of water, we consider the nucleotide aqueous solutions. Where in Parts I [E. Levy et al., J. Chem. Phys. 136, 114502 (2012)] and II [E. Levy
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