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2′-Deoxyadenosine 5′-monophosphate disodium (2′-deoxyadenosine-5′-monophosphate disodium) 2922-74-9

2′-Deoxyadenosine 5′-monophosphate disodium (2′-deoxyadenosine-5′-monophosphate disodium) 2922-74-9

CAS No.: 2922-74-9

2′-Deoxyadenosine 5′-monophosphate disodium is a nucleic acid AMP analogue, a deoxyribonucleotide present in DNA. 2′-
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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.

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)

Biological Activity


Targets Human Endogenous Metabolite Microbial Metabolite
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].
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.


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.

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.