2′-Deoxyadenosine 5′-monophosphate is a nucleic acid AMP analogue, a deoxyribonucleotide present in DNA. 2′-Deoxyadenosine 5′-monophosphate may be utilized to study adenosine-based interactions during DNA synthesis and DNA damage.

Physicochemical Properties

Molecular Formula	C10H14N5O6P
Molecular Weight	331.22
Exact Mass	331.068
CAS #	653-63-4
Related CAS #	2′-Deoxyadenosine 5′-monophosphate disodium;2922-74-9;2'-Deoxyadenosine-5'-monophosphate-d12 dilithium;2'-Deoxyadenosine-5'-monophosphate-15N5,d12 dilithium;2'-Deoxyadenosine-5'-monophosphate-15N5 dilithium;2'-Deoxyadenosine-5'-monophosphate-13C10 dilithium;2'-Deoxyadenosine-5'-monophosphate-13C10,15N5 dilithium;2483830-51-7
PubChem CID	12599
Appearance	White to off-white solid powder
Density	2.2±0.1 g/cm3
Boiling Point	753.5±70.0 °C at 760 mmHg
Melting Point	148 °C
Flash Point	409.5±35.7 °C
Vapour Pressure	0.0±2.7 mmHg at 25°C
Index of Refraction	1.867
LogP	-1.23
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	10
Rotatable Bond Count	4
Heavy Atom Count	22
Complexity	452
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
InChi Key	KHWCHTKSEGGWEX-RRKCRQDMSA-N
InChi Code	InChI=1S/C10H14N5O6P/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)/t5-,6+,7+/m0/s1
Chemical Name	[(2R,3S,5R)-5-(6-aminopurin-9-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen 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: This product requires protection from light (avoid light exposure) during transportation and storage.
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.
Additional Infomation	2'-deoxyadenosine 5'-monophosphate is a purine 2'-deoxyribonucleoside 5'-monophosphate having adenine as the nucleobase. It has a role as a fundamental metabolite. It is a purine 2'-deoxyribonucleoside 5'-monophosphate and a 2'-deoxyadenosine 5'-phosphate. It is a conjugate acid of a 2'-deoxyadenosine 5'-monophosphate(2-). Deoxyadenosine monophosphate is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). 2'-Deoxyadenosine-5'-monophosphate has been reported in Homo sapiens, Leishmania mexicana, and other organisms with data available. dAMP is a metabolite found in or produced by Saccharomyces cerevisiae.

Solubility Data

Solubility (In Vitro)

DMSO :~250 mg/mL (~754.79 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.08 mg/mL (6.28 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 20.8 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: ≥ 2.08 mg/mL (6.28 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 20.8 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: ≥ 2.08 mg/mL (6.28 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 20.8 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	3.0191 mL	15.0957 mL	30.1914 mL
	5 mM	0.6038 mL	3.0191 mL	6.0383 mL
	10 mM	0.3019 mL	1.5096 mL	3.0191 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.