Cas no 1160707-78-7 (5-Methyl-2’-deoxy Cytidine-d3)

5-Methyl-2’-deoxy Cytidine-d3 is a deuterium-labeled nucleoside analog used primarily in biomedical research and metabolic studies. The incorporation of three deuterium atoms enhances its utility as an internal standard in mass spectrometry, ensuring precise quantification and reduced background interference. This compound is particularly valuable in epigenetic research, where it aids in tracing DNA methylation pathways and studying nucleoside metabolism. Its stable isotopic labeling provides improved detection sensitivity and accuracy in analytical applications. The high chemical purity and well-characterized structure make it a reliable tool for investigating nucleic acid modifications and related biochemical processes.
5-Methyl-2’-deoxy Cytidine-d3 structure
5-Methyl-2’-deoxy Cytidine-d3 structure
Product Name:5-Methyl-2’-deoxy Cytidine-d3
CAS No:1160707-78-7
MF:C10H15N3O4
MW:244.262287378311
CID:1061400
PubChem ID:71750272
Update Time:2025-06-10

5-Methyl-2’-deoxy Cytidine-d3 Chemical and Physical Properties

Names and Identifiers

    • 5-Methyl-2’-deoxy Cytidine-d3
    • 4-Amino-1-(4,5-dihydroxytetrahydro-2-furanyl)-5-(<sup>2</sup>H<sub>3</sub>)methyl-2(1H)-pyrimidinone
    • 5-Methyl-2’-deoxy Cy
    • 4-amino-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-(trideuteriomethyl)pyrimidin-2-one
    • Cytidine, 2'-deoxy-5-(methyl-d3)-
    • 4-AMINO-1-[(2R,4S,5R)-4-HYDROXY-5-(HYDROXYMETHYL)OXOLAN-2-YL]-5-((2)H?)METHYLPYRIMIDIN-2-ONE
    • 4-amino-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-(?H?)methyl-1,2-dihydropyrimidin-2-one
    • 1160707-78-7
    • CID 71750272
    • 5-Methyl-2'-deoxy Cytidine-d3
    • 5-(Methyl-d3)-2'-deoxy Cytidine
    • G91414
    • Inchi: 1S/C10H15N3O4/c1-5-3-13(10(16)12-9(5)11)8-2-6(15)7(4-14)17-8/h3,6-8,14-15H,2,4H2,1H3,(H2,11,12,16)/t6-,7+,8+/m0/s1/i1D3
    • InChI Key: LUCHPKXVUGJYGU-BXKFBODDSA-N
    • SMILES: O1[C@H](CO)[C@H](C[C@@H]1N1C(N=C(C(C([2H])([2H])[2H])=C1)N)=O)O

Computed Properties

  • Exact Mass: 244.12508621g/mol
  • Monoisotopic Mass: 244.12508621g/mol
  • Isotope Atom Count: 3
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 2
  • Complexity: 393
  • 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: -1.4
  • Topological Polar Surface Area: 108?2

Experimental Properties

  • Melting Point: 192-195?C

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Additional information on 5-Methyl-2’-deoxy Cytidine-d3

Introduction to 5-Methyl-2’-deoxy Cytidine-d3 (CAS No. 1160707-78-7)

5-Methyl-2’-deoxy Cytidine-d3 (CAS No. 1160707-78-7) is a deuterated analog of 5-methyl-2’-deoxy cytidine, a modified nucleoside that plays a crucial role in various biological processes, particularly in the field of epigenetics and nucleic acid research. This compound is widely used in biochemical and pharmaceutical studies due to its unique properties and the stable isotope labeling it provides.

The 5-Methyl-2’-deoxy Cytidine-d3 molecule is characterized by the presence of deuterium atoms (D) at the 2’ position of the ribose sugar, which enhances its stability and reduces metabolic degradation. This makes it an ideal candidate for long-term studies and applications where metabolic stability is essential. The methylation at the 5-position of the cytosine base further adds to its biological significance, as it is involved in DNA methylation, a key epigenetic modification that regulates gene expression.

Recent research has highlighted the importance of 5-Methyl-2’-deoxy Cytidine-d3 in understanding the mechanisms of DNA methylation and its impact on cellular function. For instance, a study published in the journal Nucleic Acids Research demonstrated that this compound can be effectively used to label DNA in living cells, allowing researchers to track methylation patterns over time and under different conditions. This has significant implications for understanding diseases such as cancer, where aberrant DNA methylation patterns are often observed.

In addition to its role in epigenetic studies, 5-Methyl-2’-deoxy Cytidine-d3 has also found applications in the development of therapeutic agents. The stable isotope labeling provided by deuterium can help in optimizing drug metabolism and pharmacokinetics, which are critical factors in drug design and development. A recent review in Current Medicinal Chemistry discussed how deuterated nucleosides like 5-Methyl-2’-deoxy Cytidine-d3 can be used to enhance the efficacy and reduce the toxicity of antiviral and anticancer drugs.

The synthesis of 5-Methyl-2’-deoxy Cytidine-d3 involves several steps, including the protection and deprotection of functional groups, as well as the introduction of deuterium atoms. Advanced synthetic methods have been developed to improve yield and purity, making this compound more accessible for research purposes. A notable method described in Tetrahedron Letters involves a palladium-catalyzed deuteration reaction, which provides high yields and excellent selectivity.

The use of 5-Methyl-2’-deoxy Cytidine-d3 in clinical trials has also been explored. Early-stage clinical trials have shown promising results in using this compound as a biomarker for monitoring treatment response in patients with certain types of cancer. By tracking changes in DNA methylation patterns, clinicians can gain valuable insights into disease progression and therapeutic efficacy. This approach has the potential to improve personalized medicine strategies and patient outcomes.

In conclusion, 5-Methyl-2’-deoxy Cytidine-d3 (CAS No. 1160707-78-7) is a versatile compound with significant applications in both basic research and clinical settings. Its unique properties make it an invaluable tool for studying DNA methylation, developing therapeutic agents, and advancing our understanding of complex biological processes. As research continues to uncover new insights into its mechanisms and applications, 5-Methyl-2’-deoxy Cytidine-d3 is poised to play an increasingly important role in the fields of epigenetics and medicinal chemistry.

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