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A7699

Sigma-Aldrich

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)
EC Number:
213-579-1
MDL number:
MFCD00150755
UNSPSC Code:
41106305
eCl@ss:
32160414
PubChem Substance ID:
24891270
NACRES:
NA.51

biological source

microbial

Quality Level

300

product line

BioXtra

Assay

≥99% (HPLC)

form

powder

impurities

≤0.1% inorganic P
≤3% solvent content

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

storage temp.

−20°C

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

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

InChI key

NTBQNWBHIXNPRU-MSQVLRTGSA-L

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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

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. What is the water content of Product A7699, Adenosine 5´-triphosphate disodium salt hydrate (ATP)? Does the formula weight listed on the website include water?

    The formula weight on the website does not include water as the amount of water in the product will vary from lot to lot. The water content for any specific lot will be reported on the Certificate of Analysis for that lot.

  4. What is the solubility of Product A7699, Adenosine 5´-triphosphate disodium salt hydrate (ATP)?

    ATP disodium salt is soluble in water (50 mg/mL), yielding a clear, colorless solution. This solution is mildly acidic (pH approximately 3.5).

  5. What is the stability of Product A7699, Adenosine 5´-triphosphate disodium salt hydrate (ATP), in solution?

    Aqueous solutions of ATP are stable for months when frozen at -15°C and for approximately one week at 0°C. ADP is the first hydrolysis product formed, with additional hydrolysis leading to the formation of AMP. However, ATP solutions are only stable for several hours at 0 °C when dissolved in a trichloroacetic acid solution. In alkaline solution, it rapidly decomposes to inorganic pyrophosphate and adenosine 5'-phosphate even at 0 °C. This information can be found on the product information sheet (under Documents, above.

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  7. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

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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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