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Merck
CN

D8668

2′-Deoxyadenosine monohydrate

powder, BioReagent, suitable for cell culture

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C10H13N5O3 · H2O
CAS Number:
Molecular Weight:
269.26
UNSPSC Code:
12352207
NACRES:
NA.75
PubChem Substance ID:
EC Number:
213-488-7
Beilstein/REAXYS Number:
91015
MDL number:
Assay:
≥99% (HPLC)
Biological source:
synthetic (organic)
Form:
powder
Solubility:
H2O: soluble 25 mg/mL, clear to slightly hazy, colorless to faintly yellow
Storage temp.:
2-8°C
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biological source

synthetic (organic)

Quality Level

product line

BioReagent

assay

≥99% (HPLC)

form

powder

technique(s)

cell culture | mammalian: suitable

solubility

H2O: soluble 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

Application

2′-Deoxyadenosine monohydrate has been used as a nucleotide precursor:
  • To study the importance of homologous recombination at the interface between replication and mitosis
  • To analyze deoxynucleoside-assisted transductions
  • To study the effect of increased deoxycytidine on gemcitabine resistance in pancreatic cancer cells

2′-Deoxyadenosine monohydrate has been used for the preparation of deoxyribonucleoside stock solution for the anaerobic culture of Bacillus mojavensis strains including JF-2 and two Bacillus subtilis strains.

Biochem/physiol Actions

Excess 2′-deoxyadenosine gets converted to adenosine triphosphate (dATP), which inhibits ribonucleotide reductase.


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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves



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Pharmaceutical Chemistry E-Book, 430-430 (2011)
Pharmaceutical Chemistry, International Edition, 430-430 (2011)
Detection and visualization of protein interactions with protein fragment complementation assays.
I Remy et al.
Methods in molecular biology (Clifton, N.J.), 185, 447-459 (2002-01-05)



Global Trade Item Number

SKUGTIN
D8668-1G04061833589823
D8668-5G04061833589830