2'-Deoxyadenosine, 99%
2'-Deoxyadenosine, 99%
2'-Deoxyadenosine, 99%
Thermo Scientific Chemicals

2'-Deoxyadenosine, 99%

CAS: 958-09-8 | C10H13N5O3 | 251.25 g/mol
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Catalog number J63886.14
also known as J63886-14
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25 g
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Chemical Identifiers
CAS958-09-8
IUPAC Name(2R,3S,5R)-5-(6-amino-9H-purin-9-yl)-2-(hydroxymethyl)oxolan-3-ol
Molecular FormulaC10H13N5O3
InChI KeyOLXZPDWKRNYJJZ-RRKCRQDMSA-N
SMILESNC1=C2N=CN([C@H]3C[C@H](O)[C@@H](CO)O3)C2=NC=N1
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SpecificationsSpecification SheetSpecification Sheet
Appearance (Color)White to pale cream
FormPowder or crystalline powder
Assay (HPLC)≥98.5%
Water Content (Karl Fischer Titration)6-8%
2'-Deoxyadenosine is used in paradoxical stimulation study of human sperm motility. It plays an essential role as sperm motility stimulants used in sperm micro-injection on mouse and human embryo development. It finds an application in some cells as an energy source under energy stress conditions. It is involved in various biological processes to compare the functions of adenosine analogues.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
2′-Deoxyadenosine is used in paradoxical stimulation study of human sperm motility. It plays an essential role as sperm motility stimulants used in sperm micro-injection on mouse and human embryo development. It finds an application in some cells as an energy source under energy stress conditions. It is involved in various biological processes to compare the functions of adenosine analogues.

Solubility
Soluble in water and caustic soda.

Notes
Air sensitive. Keep container tightly closed in a dry and well-ventilated place.
RUO – Research Use Only

General References:

  1. Wu, R. R.; Yang, B.; Berden, G.; Oomens, J.; Rodgers, M. T. Gas-Phase Conformations and Energetics of Protonated 2'-Deoxyadenosine and Adenosine: IRMPD Action Spectroscopy and Theoretical Studies. J. Phys. Chem. B 2015, 119 (7), 2795-2805.
  2. Szwajca, A.; Krzywiecki, M.; Pluskota-Karwatka, D. Experimental and computational evidence for hydrogen bonding interaction between 2'-deoxyadenosine conjugate adduct and amino-terminated organic film on Si(001). Thin Solid Films 2015, 588, 78-84.
  3. Matsumoto, K.; Takahashi, N.; Suzuki, A.; Morii, T.; Saito, Y.; Saito, I. Design and synthesis of highly solvatochromic fluorescent 2'-deoxyguanosine and 2'-deoxyadenosine analogs. Bioorg. Med. Chem. Lett. 2011, 21 (4), 1275-1278.