5-Aza-dCTP
5-Aza-dCTP (5-Aza-2'-deoxycytidine-5′-triphosphate) is a nucleotide analog that acts as a substrate for mammalian DNA polymerase α (Km = 3.0 μM) and a weak competitive inhibitor of this enzyme (Ki = 4.3 μM). 5-Aza-dCTP inhibits DNA polymerase α via incorporation into DNA through Watson-Crick base pairing, inhibits DNA methyltransferases via incorporation into hemimethylated DNA, and induces mutations in HIV-1 via incorporation into viral DNA during synthesis. 5-Aza-dCTP reverses the inhibitory effect of dTTP on dCMP deaminase, and allosterically activates dCMP deamination to the same extent as dCTP. 5-Aza-dCTP is applicable to research related to leukemia and type 1 human immunodeficiency virus infection.
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- CAS No.: 72052-96-1
- Formule: C8H15N4O13P3
- Masse moléculaire:468.14
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Stockage:
Please store the product under the recommended conditions in the Certificate of Analysis.
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Activité biologique
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Chemical Information
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Solvant et solubilité
- Protocole
- Pureté et documentation
- Références
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Help & FAQs
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Activité biologique
Description
IC50 & Target
[1]|
DNA Polymerase 4.3 μM (Ki) |
In Vitro
5-Aza-dCTP reverses dTTP-mediated inhibition of 5-AZA-dCMP deamination and exhibits equivalent allosteric activation of purified spleen dCMP deaminase-mediated dCMP deamination as dCTP[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. 72052-96-1
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Masse moléculaire 468.14
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Formule C8H15N4O13P3
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SMILES
NC(N=CN1[C@H]2C[C@H](O)[C@@H](COP(OP(OP(O)(O)=O)(O)=O)(O)=O)O2)=NC1=O
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Synonyms
5-Aza-2'-deoxycytidine-5′-triphosphate
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Livraison
Room temperature in continental US; may vary elsewhere.
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Stockage
Please store the product under the recommended conditions in the Certificate of Analysis.
Solvant et solubilité
In Vitro:
H2O : 100 mg/mL (213.61 mM; Need ultrasonic)
* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.
* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Pureté et documentation
Références
[1]. Bouchard J, et al. Incorporation of 5-Aza-2'-deoxycytidine-5'-triphosphate into DNA. Interactions with mammalian DNA polymerase alpha and DNA methylase. Molecular pharmacology. 1983 Jul;24(1):109-14. [Content Brief]
[2]. Rawson JM, et al. 5-Azacytidine Enhances the Mutagenesis of HIV-1 by Reduction to 5-Aza-2'-Deoxycytidine. Antimicrobial agents and chemotherapy. 2016 Apr;60(4):2318-25. [Content Brief]
[3]. Momparler RL, et al. Kinetic interaction of 5-AZA-2'-deoxycytidine-5'-monophosphate and its 5'-triphosphate with deoxycytidylate deaminase. Molecular pharmacology. 1984 May;25(3):436-40. [Content Brief]
Complete Stock Solution Preparation Table
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| H2O | 1 mM | 2.1361 mL | 10.6806 mL | 21.3611 mL | 53.4028 mL |
| 5 mM | 0.4272 mL | 2.1361 mL | 4.2722 mL | 10.6806 mL | |
| 10 mM | 0.2136 mL | 1.0681 mL | 2.1361 mL | 5.3403 mL | |
| 15 mM | 0.1424 mL | 0.7120 mL | 1.4241 mL | 3.5602 mL | |
| 20 mM | 0.1068 mL | 0.5340 mL | 1.0681 mL | 2.6701 mL | |
| 25 mM | 0.0854 mL | 0.4272 mL | 0.8544 mL | 2.1361 mL | |
| 30 mM | 0.0712 mL | 0.3560 mL | 0.7120 mL | 1.7801 mL | |
| 40 mM | 0.0534 mL | 0.2670 mL | 0.5340 mL | 1.3351 mL | |
| 50 mM | 0.0427 mL | 0.2136 mL | 0.4272 mL | 1.0681 mL | |
| 60 mM | 0.0356 mL | 0.1780 mL | 0.3560 mL | 0.8900 mL | |
| 80 mM | 0.0267 mL | 0.1335 mL | 0.2670 mL | 0.6675 mL | |
| 100 mM | 0.0214 mL | 0.1068 mL | 0.2136 mL | 0.5340 mL |
* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.
5-Aza-dCTP Related Classifications
HY-185899 Related Classifications
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Keywords
- 5-Aza-dCTP
- 72052-96-1
- 5-Aza-2'-deoxycytidine-5′-triphosphate
- DNA/RNA Synthesis
- DNA Methyltransferase
- HIV
- HIV-1 NL4-3 RT
- ribonucleotide reductase
- human immunodeficiency virus type 1 infection
- DNA methylase
- leukemia
- U373-MAGI cells
- mammalian DNA polymerase alpha
- HIV-1 reverse transcriptase
- dCMP deaminase
- HIV-1 proviral DNA
- Inhibitor
- inhibitor
- inhibit