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Merck

D7400

Sigma-Aldrich

2′-Deoxyadenosine monohydrate

≥99%, synthetic (organic), powder

Synonym(s):

9-(2-Deoxy-β-D-ribofuranosyl)adenine, Adenine deoxyriboside

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€56.50
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€58.70
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€92.60
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€421.00
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€748.00

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About This Item

Empirical Formula (Hill Notation):
C10H13N5O3 · H2O
CAS Number:
16373-93-6
Molecular Weight:
269.26
Beilstein:
91015
EC Number:
213-488-7
MDL number:
MFCD00005754
UNSPSC Code:
41106305
PubChem Substance ID:
24894129
NACRES:
NA.51

Key Documents

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Product Name

2′-Deoxyadenosine monohydrate, ≥99%

biological source

synthetic (organic)

Quality Level

200

Assay

≥99%

form

powder

solubility

water: 25 mg/mL, clear to slightly hazy, colorless to faintly yellow

storage temp.

2-8°C

SMILES string

[H]O[H].Nc1ncnc2n(cnc12)[C@H]3C[C@H](O)[C@@H](CO)O3

InChI

1S/C10H13N5O3/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(17)6(2-16)18-7/h3-7,16-17H,1-2H2,(H2,11,12,13)/t5-,6+,7+/m0/s1

InChI key

OLXZPDWKRNYJJZ-RRKCRQDMSA-N

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D8668D5287D0901
2′-Deoxyadenosine monohydrate ≥99%

Sigma-Aldrich

D7400

2′-Deoxyadenosine monohydrate

2′-Deoxyadenosine monohydrate powder, BioReagent, suitable for cell culture

Sigma-Aldrich

D8668

2′-Deoxyadenosine monohydrate

2′-Deoxyinosine ≥98%

Sigma-Aldrich

D5287

2′-Deoxyinosine

2′-Deoxyguanosine monohydrate powder, BioReagent, suitable for cell culture, 99-100%

Sigma-Aldrich

D0901

2′-Deoxyguanosine monohydrate

biological source

synthetic (organic)

biological source

synthetic (organic)

biological source

synthetic (organic)

biological source

synthetic (organic)

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

assay

≥99%

assay

≥99% (HPLC)

assay

≥98%

assay

99-100%

form

powder

form

powder

form

powder

form

powder

solubility

water: 25 mg/mL, clear to slightly hazy, colorless to faintly yellow

solubility

H2O: soluble 25 mg/mL, clear to slightly hazy, colorless to faintly yellow

solubility

1 M NH4OH: 50 mg/mL, clear, colorless

solubility

1 M NH4OH: 50 mg/mL

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

-

Application

2′-Deoxyadenosine monohydrate has been used:
  • as a component for nucleoside supplementation[1]
  • as a standard for to estimate DNA global methylation rate in proliferating oil palm embryogenic suspensions[2]
  • to reverse sterile alpha motif (SAM) and histidine-aspartate (HD) domain-containing protein (SAMHD1)
  • inhibition of human immunodeficiency virus (HIV-1) and hepatitis B virus (HBV)[3]

Biochem/physiol Actions

2′-Deoxyadenosine (2′-dAdo), a deoxyribonucleoside, may be used by some cells as an energy source under energy stress conditions and to affect cAMP levels. 2′-dAdo is used in comparison studies of the functions of adenosine analogues on various biological processes.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000504163
0000504150
0000504150
0000504163
0000491611

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M Nakamura et al.
The Journal of biological chemistry, 257(23), 13945-13950 (1982-12-10)
Regulation of glucose metabolism in glycolysis by round spermatids was studied. Assay of activities of 11 glycolytic enzymes in cell-free spermatid extracts showed that hexokinase, phosphofructokinase, and glyceraldehyde-3-phosphate dehydrogenase had the lowest activities. When the cells were incubated with glucose
O Magnus et al.
International journal of fertility, 38(2), 123-128 (1993-03-01)
To find differences in effect on sperm motility of agents that increase intracellular cAMP: manganese ion, methyl-isobutyl-xanthine (MIX), 2-deoxyadenosine, glucose, and Mn-MIX and Mn-glucose. Nine men with asthenozoospermia vs. fertile donors. Sperm was washed in Hepes-buffered saline, motility tested by
Don E Farthing et al.
Scientific reports, 7(1), 4043-4043 (2017-06-24)
Deuterated water (
SAMHD1 Modulates Early Steps during Human Cytomegalovirus Infection by Limiting NF-kappaB Activation
Kim ET, et al.
Testing, 28(2), 434-448 (2019)
Michela Giannecchini et al.
The international journal of biochemistry & cell biology, 37(4), 797-808 (2005-02-08)
In this paper, we report that cells undergoing metabolic stress conditions may use the ribose moiety of nucleosides as energy source to slow down cellular damage. In fact, the phosphorolytic cleavage of the N-glycosidic bond of nucleosides generates, without energy
View All Related Papers

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