7-Deaza-2'-deoxyadenosine
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7-Deaza-2'-deoxyadenosine is an isosteric dATP analog of 2'-deoxyadenosine. 7-Deaza-2'-deoxyadenosine is recognized by various DNA polymerases and incorporated into DNA strands as a substrate. 7-Deaza-2'-deoxyadenosine undergoes a bioorthogonal inverse electron demand Diels-Alder reaction with tetrazine-modified molecules, enabling site-specific labeling of DNA, surface antibody immobilization and intracellular fluorescent labeling. 7-Deaza-2'-deoxyadenosine reduces the DNA curvature of d(A6)·d(T6) fragments and the stability of DNA/RNA double helices, and leads to decreased antisense activity against SV40 T Antigen. 7-Deaza-2'-deoxyadenosine finds application in the research field of SV40 T Antigen-related cancers.
For research use only. We do not sell to patients.
- Purity: 99.90%
- CAS No.: 60129-59-1
- Formula: C11H14N4O3
- Molecular Weight:250.26
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Storage:
4°C, protect from light
* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)
All DNA/RNA Synthesis Isoforms
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Biological Activity
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DNA Polymerase |
Double-stranded DNA modified with 7-Deaza-2'-deoxyadenosine (1.5 μM; 5-80 °C) exhibits circular dichroism signals independent of the intrinsic DNA bending degree, as the temperature-dependent changes in CD signals of modified double strands with drastically different bending properties are almost identical[2].
ODN containing 7-Deaza-2'-deoxyadenosine (5 μM; 4.5 h) inhibits the expression of SV40 TAg in CV1 cells with an IC50 of 1.5 μM, and shows no off-target inhibitory effect on β-galactosidase expression at concentrations up to 5 μM[3].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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CAS No. 60129-59-1
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Appearance Solid
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Molecular Weight 250.26
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Formula C11H14N4O3
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Color White to pink
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SMILES
NC1=C2C(N([C@@H]3O[C@@H]([C@H](C3)O)CO)C=C2)=NC=N1
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
4°C, protect from light
* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)
Solvent & Solubility
DMSO : 100 mg/mL (399.58 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Purity & Documentation
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Data Sheet (278 KB)
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SDS (394 KB)
- English - EN (394 KB)
- Français - FR (394 KB)
- Deutsch - DE (394 KB)
- Norwegian - NO (394 KB)
- Español - ES (394 KB)
- Swedish - SV (394 KB)
- Italian - IT (394 KB)
- Korean - KR (394 KB)
- Portuguese - PT (394 KB)
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Handling Instructions (2659 KB)
References
[1]. Ploschik D, et al. DNA Primer Extension with Cyclopropenylated 7-Deaza-2'-deoxyadenosine and Efficient Bioorthogonal Labeling in Vitro and in Living Cells. Chembiochem. 2018;19(18):1949-1953. [Content Brief]
[3]. Buhr CA, et al. Oligodeoxynucleotides containing C-7 propyne analogs of 7-deaza-2'-deoxyguanosine and 7-deaza-2'-deoxyadenosine. Nucleic Acids Res. 1996;24(15):2974-2980. [Content Brief]
[4]. Reisacher U, et al. Triazine-Modified 7-Deaza-2'-deoxyadenosines: Better Suited for Bioorthogonal Labeling of DNA by PCR than 2'-Deoxyuridines. Bioconjug Chem. 2019;30(6):1773-1780. [Content Brief]
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| DMSO | 1 mM | 3.9958 mL | 19.9792 mL | 39.9584 mL | 99.8961 mL |
| 5 mM | 0.7992 mL | 3.9958 mL | 7.9917 mL | 19.9792 mL | |
| 10 mM | 0.3996 mL | 1.9979 mL | 3.9958 mL | 9.9896 mL | |
| 15 mM | 0.2664 mL | 1.3319 mL | 2.6639 mL | 6.6597 mL | |
| 20 mM | 0.1998 mL | 0.9990 mL | 1.9979 mL | 4.9948 mL | |
| 25 mM | 0.1598 mL | 0.7992 mL | 1.5983 mL | 3.9958 mL | |
| 30 mM | 0.1332 mL | 0.6660 mL | 1.3319 mL | 3.3299 mL | |
| 40 mM | 0.0999 mL | 0.4995 mL | 0.9990 mL | 2.4974 mL | |
| 50 mM | 0.0799 mL | 0.3996 mL | 0.7992 mL | 1.9979 mL | |
| 60 mM | 0.0666 mL | 0.3330 mL | 0.6660 mL | 1.6649 mL | |
| 80 mM | 0.0499 mL | 0.2497 mL | 0.4995 mL | 1.2487 mL | |
| 100 mM | 0.0400 mL | 0.1998 mL | 0.3996 mL | 0.9990 mL |