Cas no 4803-88-7 (5’-Azido-2’,5’-dideoxycytidine)
5’-Azido-2’,5’-dideoxycytidine Chemical and Physical Properties
Names and Identifiers
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- Cytidine, 5'-azido-2',5'-dideoxy-
- 5'-AZIDO-2',5'-DIDEOXYCYTIDINE
- 4803-88-7
- 5’-Azido-2’,5’-dideoxycytidine
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- Inchi: 1S/C9H12N6O3/c10-7-1-2-15(9(17)13-7)8-3-5(16)6(18-8)4-12-14-11/h1-2,5-6,8,16H,3-4H2,(H2,10,13,17)
- InChI Key: BYOFOXNPSZKEAF-UHFFFAOYSA-N
- SMILES: O1C(CC(C1CN=[N+]=[N-])O)N1C(N=C(C=C1)N)=O
Computed Properties
- Exact Mass: 252.09726
- Monoisotopic Mass: 252.097
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 2
- Hydrogen Bond Acceptor Count: 5
- Heavy Atom Count: 18
- Rotatable Bond Count: 3
- Complexity: 455
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 3
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- XLogP3: _0.7
- Topological Polar Surface Area: 103?2
Experimental Properties
- PSA: 136.91
5’-Azido-2’,5’-dideoxycytidine Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| TRC | A825020-1mg |
5’-Azido-2’,5’-dideoxycytidine |
4803-88-7 | 1mg |
$ 64.00 | 2023-04-19 | ||
| TRC | A825020-5mg |
5’-Azido-2’,5’-dideoxycytidine |
4803-88-7 | 5mg |
$ 104.00 | 2023-04-19 | ||
| TRC | A825020-10mg |
5’-Azido-2’,5’-dideoxycytidine |
4803-88-7 | 10mg |
$ 150.00 | 2023-04-19 | ||
| TRC | A825020-25mg |
5’-Azido-2’,5’-dideoxycytidine |
4803-88-7 | 25mg |
$ 339.00 | 2023-04-19 |
5’-Azido-2’,5’-dideoxycytidine Suppliers
5’-Azido-2’,5’-dideoxycytidine Related Literature
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Weili Dai,Guangjun Wu,Michael Hunger Chem. Commun., 2015,51, 13779-13782
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Bo Wei,Zhenyu Liu,Chen Xie,Shu Yang,Wentao Tang,Aiwei Gu,Wing-Tak Wong,Ka-Leung Wong J. Mater. Chem. C, 2015,3, 12322-12327
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Ziyang Deng,Changwei Chen,Sunliang Cui RSC Adv., 2016,6, 93753-93755
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J. Matthew Kurley,Phillip W. Halstenberg,Abbey McAlister,Stephen Raiman,Richard T. Mayes RSC Adv., 2019,9, 25602-25608
Additional information on 5’-Azido-2’,5’-dideoxycytidine
5’-Azido-2’,5’-dideoxycytidine (CAS No. 4803-88-7): A Versatile Nucleoside Analog in Biomedical Research
The 5’-Azido-2’,5’-dideoxycytidine (CAS No. 4803-88-7) is a chemically modified nucleoside analog that has garnered significant attention in biochemical and pharmaceutical research. As a derivative of 2’,5’-dideoxycytidine, this compound features an azido group at the 5’-position, which imparts unique reactivity and functionality. Researchers are increasingly exploring its potential in click chemistry applications, nucleic acid labeling, and as a building block for modified oligonucleotides.
One of the most compelling aspects of 5’-Azido-2’,5’-dideoxycytidine is its role in bioorthogonal chemistry. The azido group enables efficient Cu(I)-catalyzed azide-alkyne cycloaddition (CuAAC), commonly known as click chemistry. This property makes it invaluable for labeling biomolecules, tracking cellular processes, and developing targeted drug delivery systems. Recent studies have highlighted its utility in proteomics and genomics research, where precise molecular tagging is essential.
From a structural perspective, 5’-Azido-2’,5’-dideoxycytidine differs from natural nucleosides due to the absence of hydroxyl groups at the 2’ and 5’ positions. This modification enhances its stability against enzymatic degradation, making it a promising candidate for antisense oligonucleotide therapeutics. Additionally, the azido functionality allows for further derivatization, enabling researchers to create custom probes for fluorescence imaging or mass spectrometry-based detection.
The growing interest in modified nucleosides like 5’-Azido-2’,5’-dideoxycytidine aligns with current trends in precision medicine and personalized therapeutics. Scientists are investigating its potential in designing next-generation antiviral agents and gene-editing tools. Its compatibility with CRISPR-Cas9 systems and other genome engineering platforms has opened new avenues for research in genetic disease treatment.
In the context of drug discovery, 5’-Azido-2’,5’-dideoxycytidine serves as a valuable intermediate for synthesizing nucleotide-based prodrugs. Its ability to incorporate into DNA and RNA analogs makes it particularly useful for developing antiviral and anticancer compounds. Recent publications have explored its role in inhibiting viral polymerases, highlighting its potential in combating emerging infectious diseases.
The synthesis and characterization of 5’-Azido-2’,5’-dideoxycytidine require specialized expertise in nucleoside chemistry. Analytical techniques such as NMR spectroscopy, HPLC purification, and mass spectrometry are essential for ensuring product purity and identity. Researchers must also consider storage conditions, as the azido group can be sensitive to light and temperature fluctuations.
From a commercial perspective, the demand for 5’-Azido-2’,5’-dideoxycytidine has been steadily increasing, driven by advancements in bioconjugation techniques and therapeutic oligonucleotide development. Suppliers typically offer this compound in research-grade quantities, with purity levels exceeding 95%. Its price point reflects the complexity of synthesis and the specialized nature of its applications.
Looking ahead, the future of 5’-Azido-2’,5’-dideoxycytidine research appears promising. As RNA-based therapeutics gain traction in the pharmaceutical industry, modified nucleosides like this will likely play increasingly important roles. Ongoing studies are exploring its potential in mRNA vaccine technology, siRNA delivery systems, and epigenetic modulation, positioning it as a key player in the next wave of biomedical innovations.
For researchers working with 5’-Azido-2’,5’-dideoxycytidine, proper handling and disposal procedures should always be followed, despite its non-hazardous classification. While not considered a dangerous chemical, standard laboratory safety protocols should be maintained when working with any synthetic compound. Material Safety Data Sheets (MSDS) should be consulted for specific handling recommendations.
The scientific literature contains numerous references to 5’-Azido-2’,5’-dideoxycytidine and related azido-modified nucleosides. Recent publications have demonstrated its utility in developing fluorescence quenchers for real-time PCR applications, as well as its incorporation into DNA nanostructures for nanobiotechnology applications. These diverse applications underscore the compound's versatility and importance in modern biochemical research.
In conclusion, 5’-Azido-2’,5’-dideoxycytidine (CAS No. 4803-88-7) represents a valuable tool in the researcher's arsenal, offering unique chemical properties that enable advanced applications in molecular biology, drug development, and diagnostic technologies. As scientific understanding of nucleic acid modifications continues to grow, so too will the innovative uses for this remarkable compound in addressing some of biomedicine's most challenging problems.
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