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2′-Deoxyadenosine 5′-monophosphate disodium (2′-deoxyadenosine-5′-monophosphate disodium)

Cat No.:V72569 Purity: ≥98%
2′-Deoxyadenosine 5′-monophosphate disodium is a nucleic acid AMP analogue, a deoxyribonucleotide present in DNA.
2′-Deoxyadenosine 5′-monophosphate disodium (2′-deoxyadenosine-5′-monophosphate disodium)
2′-Deoxyadenosine 5′-monophosphate disodium (2′-deoxyadenosine-5′-monophosphate disodium) Chemical Structure CAS No.: 2922-74-9
Product category: Endogenous Metabolite
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
100mg
Other Sizes

Other Forms of 2′-Deoxyadenosine 5′-monophosphate disodium (2′-deoxyadenosine-5′-monophosphate disodium):

  • 2'-Deoxyadenosine-5'-monophosphate-15N5,d12 dilithium
  • 2'-Deoxyadenosine-5'-monophosphate-15N5 dilithium
  • 2'-Deoxyadenosine-5'-monophosphate-d12 dilithium
  • 2'-Deoxyadenosine-5'-monophosphate-13C10 dilithium
  • 2'-Deoxyadenosine-5'-monophosphate-13C10,15N5 dilithium
  • 2'-Deoxyadenosine-5'-monophosphate
  • 2′-Deoxyadenosine 5′-monophosphate-13C10,15N5 disodium (2′-Deoxyadenosine-5′-monophosphate-13C10,15N5)
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Top Publications Citing lnvivochem Products
Product Description
2′-Deoxyadenosine 5′-monophosphate disodium is a nucleic acid AMP analogue, a deoxyribonucleotide present in DNA. 2′-Deoxyadenosine 5′-monophosphate disodium may be utilized to study adenosine-based interactions during DNA synthesis and DNA damage.
2'-Deoxyadenosine 5'-monophosphate disodium (dAMP-Na2) is a nucleic acid AMP derivative and a deoxyribonucleotide found in DNA. With a molecular weight of 375.19 and formula C10H12N5Na2O6P, it is a disodium salt of deoxyadenosine monophosphate. It is a nucleotide that serves as a building block for DNA synthesis and is involved in various biological processes.
Biological Activity I Assay Protocols (From Reference)
Targets
Human Endogenous Metabolite Microbial Metabolite
2'-Deoxyadenosine 5'-monophosphate disodium targets the DNA synthesis machinery and is involved in adenosine-based interactions during DNA synthesis and DNA damage. As a deoxyribonucleotide, it is incorporated into DNA by DNA polymerases during replication and repair. It also serves as a substrate for enzymes involved in nucleotide metabolism and DNA repair pathways.
ln Vitro
In Caco-2 cells, 2′-Deoxyadenosine 5′-monophosphate (dAMP) is absorbed in a time-dependent fashion. A decrease in pH causes an increase in the absorption of 2′-Deoxyadenosine 5′-monophosphate, indicating that the protons may be involved in the transport activity of this compound. The absorption of 2′-Deoxyadenosine 5′-monophosphate by Caco-2 cells is dependent on both pH and Na+ [1].
In vitro, 2'-Deoxyadenosine 5'-monophosphate disodium is used to study adenosine-based interactions during DNA synthesis and DNA damage. It can be incorporated into DNA by DNA polymerases in cell-free systems, allowing researchers to study the mechanisms of DNA replication, repair, and mutagenesis. It is also used as a substrate in enzymatic assays for nucleotide-metabolizing enzymes.
ln Vivo
In vivo, 2'-Deoxyadenosine 5'-monophosphate disodium is a natural component of DNA and is involved in DNA synthesis and repair in all living organisms. It is not administered as a therapeutic agent but is a fundamental nucleotide in cellular metabolism. Its levels and metabolism are studied in the context of nucleotide biosynthesis, DNA damage response, and cancer metabolism.
Enzyme Assay
In vitro enzyme assays with 2'-Deoxyadenosine 5'-monophosphate disodium typically involve studying enzymes such as DNA polymerases, nucleotidases, and kinases. The compound is used as a substrate to measure enzyme activity. Standard assays involve incubating the nucleotide with enzyme preparations in appropriate buffers, and the reaction products are analyzed by spectrophotometry, HPLC, or radiometric methods.
Cell Assay
In vitro cell culture experiments with 2'-Deoxyadenosine 5'-monophosphate disodium involve supplementing cell culture media with the nucleotide to study DNA synthesis, nucleotide metabolism, and cellular proliferation. Cells are cultured with the compound, and incorporation into DNA can be measured using radiolabeled or fluorescent analogs. These experiments are used to study cell cycle regulation, DNA repair, and the effects of nucleotide analogs on cell viability.
Animal Protocol
In vivo animal experiments with 2'-Deoxyadenosine 5'-monophosphate disodium are not commonly performed as the compound is a natural nucleotide. If used, it would be to study nucleotide metabolism and DNA synthesis in animal models. Standard protocols would involve administering radiolabeled or stable isotope-labeled nucleotide analogs and measuring incorporation into DNA in various tissues.
ADME/Pharmacokinetics
The pharmacokinetic (PK) properties of 2'-Deoxyadenosine 5'-monophosphate disodium reflect its role as a natural nucleotide. It is rapidly phosphorylated and incorporated into DNA or metabolized. As a polar nucleotide, it does not readily cross cell membranes and requires transport mechanisms for cellular uptake. Its plasma half-life is short due to rapid clearance and metabolism by nucleotidases and other enzymes.
Toxicity/Toxicokinetics
2'-Deoxyadenosine 5'-monophosphate disodium has a low toxicity profile as it is a naturally occurring nucleotide. It is not considered a hazardous substance. At normal physiological concentrations, it is safe and well-tolerated. For research use, standard laboratory safety practices are sufficient. Comprehensive toxicology studies have not been published as the compound is a normal cellular metabolite.
References

[1]. Mutual role of ecto-5'-nucleotidase/CD73 and concentrative nucleoside transporter 3 in the intestinal uptake of dAMP. PLoS One. 2019 Oct 21;14(10):e0223892.

[2]. Insertion of dGMP and dAMP during in vitro DNA synthesis opposite an oxidized form of 7,8-dihydro-8-oxoguanine. Nucleic Acids Res. 1999 Jan 15;27(2):496-502.

Additional Infomation
2'-Deoxyadenosine 5'-monophosphate disodium is a nucleic acid AMP derivative and a deoxyribonucleotide found in DNA. It can be used to study adenosine-based interactions during DNA synthesis and DNA damage. The compound is not a drug and has no clinical trials or therapeutic indications. It is available for laboratory research use only as a tool for studying DNA synthesis, nucleotide metabolism, and DNA repair mechanisms.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C10H12N5NA2O6P
Molecular Weight
375.19
Exact Mass
375.032
CAS #
2922-74-9
Related CAS #
2'-Deoxyadenosine-5'-monophosphate;653-63-4;2′-Deoxyadenosine 5′-monophosphate-13C10,15N5 disodium
PubChem CID
14598610
Appearance
White to off-white solid powder
LogP
0.623
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
10
Rotatable Bond Count
3
Heavy Atom Count
24
Complexity
440
Defined Atom Stereocenter Count
3
SMILES
C1[C@@H]([C@H](O[C@H]1N2C=NC3=C(N=CN=C32)N)COP(=O)([O-])[O-])O.[Na+].[Na+]
InChi Key
SNYHHRDGEJPLGT-OJSHLMAWSA-L
InChi Code
InChI=1S/C10H14N5O6P.2Na/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(16)6(21-7)2-20-22(17,18)19;;/h3-7,16H,1-2H2,(H2,11,12,13)(H2,17,18,19);;/q;2*+1/p-2/t5-,6+,7+;;/m0../s1
Chemical Name
disodium;[(2R,3S,5R)-5-(6-aminopurin-9-yl)-3-hydroxyoxolan-2-yl]methyl phosphate
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: Please store this product in a sealed and protected environment, avoid exposure to moisture.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: 100 mg/mL (266.53 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (6.66 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (6.66 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (6.66 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.6653 mL 13.3266 mL 26.6532 mL
5 mM 0.5331 mL 2.6653 mL 5.3306 mL
10 mM 0.2665 mL 1.3327 mL 2.6653 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
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Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
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