D7400
2′-Deoxyadenosine monohydrate
≥99%, synthetic (organic), powder
Synonyme(s) :
9-(2-Deoxy-β-D-ribofuranosyl)adenine, Adenine deoxyriboside
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A propos de cet article
Formule empirique (notation de Hill) :
C10H13N5O3 · H2O
Numéro CAS:
Poids moléculaire :
269.26
NACRES:
NA.51
PubChem Substance ID:
UNSPSC Code:
41106305
EC Number:
213-488-7
MDL number:
Beilstein/REAXYS Number:
91015
Assay:
≥99%
Biological source:
synthetic (organic)
Form:
powder
Solubility:
water: 25 mg/mL, clear to slightly hazy, colorless to faintly yellow
Storage temp.:
2-8°C
Service technique
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Laissez-nous vous aiderNom du produit
2′-Deoxyadenosine monohydrate, ≥99%
biological source
synthetic (organic)
Quality Level
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
Application
2′-Deoxyadenosine monohydrate has been used:
- as a component for nucleoside supplementation
- as a standard for to estimate DNA global methylation rate in proliferating oil palm embryogenic suspensions
- 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)
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.
Classe de stockage
11 - Combustible Solids
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
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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
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
Sonya M Schuh et al.
Biology of reproduction, 77(6), 960-969 (2007-09-01)
Activation of rapid motility apparently is one of the first steps of sperm capacitation and can be studied in vitro. Previously we found that 2-chloro-2'-deoxyadenosine or the catecholamine isoproterenol activates mouse sperm motility in vitro via a pathway mediated by