Cas no 82845-85-0 (5-Methyluridine-d4)

5-Methyluridine-d4 is a deuterium-labeled analog of 5-methyluridine, featuring four deuterium atoms at specified positions. This isotopically labeled compound is primarily used as an internal standard in quantitative mass spectrometry, ensuring high accuracy and precision in analytical measurements. Its stable isotopic labeling minimizes interference from endogenous compounds, enhancing signal specificity in metabolic and pharmacokinetic studies. The compound is chemically stable and exhibits consistent chromatographic behavior, making it suitable for LC-MS applications. 5-Methyluridine-d4 is valuable in nucleic acid research, particularly in studies involving RNA modification dynamics, epigenetic regulation, and nucleoside metabolism. Its high purity and well-characterized structure support reproducible experimental outcomes.
5-Methyluridine-d4 structure
5-Methyluridine-d4 structure
Product Name:5-Methyluridine-d4
CAS No:82845-85-0
MF:C10H14N2O6
MW:262.252609729767
CID:988227
PubChem ID:71308982
Update Time:2025-06-13

5-Methyluridine-d4 Chemical and Physical Properties

Names and Identifiers

    • 5-methyl-d3-uridine-6-d1
    • 5-Methyl Uridine-d4
    • 6-deuterio-1-[(2R,3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-(trideuteriomethyl)pyrimidine-2,4-dione
    • D98754
    • 82845-85-0
    • DTXSID20676044
    • 1-beta-D-Lyxofuranosyl-5-(~2~H_3_)methyl(6-~2~H)pyrimidine-2,4(1H,3H)-dione
    • 5-Methyluridine-d4
    • Inchi: 1S/C10H14N2O6/c1-4-2-12(10(17)11-8(4)16)9-7(15)6(14)5(3-13)18-9/h2,5-7,9,13-15H,3H2,1H3,(H,11,16,17)/t5-,6-,7-,9-/m1/s1/i1D3,2D
    • InChI Key: DWRXFEITVBNRMK-VZFAMDNFSA-N
    • SMILES: O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C([2H])=C(C([2H])([2H])[2H])C(=O)NC1=O

Computed Properties

  • Exact Mass: 262.11
  • Monoisotopic Mass: 262.11
  • Isotope Atom Count: 4
  • Hydrogen Bond Donor Count: 4
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 2
  • Complexity: 409
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 4
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: _1.6
  • Topological Polar Surface Area: 119A^2

Experimental Properties

  • PSA: 124.78000
  • LogP: -2.54350

5-Methyluridine-d4 Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
M338192-2.5mg
5-Methyluridine-d4
82845-85-0
2.5mg
$ 196.00 2023-09-07
TRC
M338192-25mg
5-Methyluridine-d4
82845-85-0
25mg
$ 1533.00 2023-09-07
SHENG KE LU SI SHENG WU JI SHU
sc-217214-2.5mg
5-Methyl Uridine-d4,
82845-85-0 Isotopic purity: 98%
2.5mg
¥1880.00 2023-09-05
SHENG KE LU SI SHENG WU JI SHU
sc-217214-2.5 mg
5-Methyl Uridine-d4,
82845-85-0 Isotopic purity: 98%
2.5 mg
¥1,880.00 2023-07-11

5-Methyluridine-d4 Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Water-d2 ;  24 h, 160 °C
Reference
Palladium-catalyzed H-D exchange into nucleic acids in deuterium oxide
Sajiki, Hironao; et al, Nucleic Acids Research Supplement, 2003, 3, 55-56

5-Methyluridine-d4 Raw materials

5-Methyluridine-d4 Preparation Products

Additional information on 5-Methyluridine-d4

Introduction to 5-Methyluridine-d4 (CAS No. 82845-85-0)

5-Methyluridine-d4 (CAS No. 82845-85-0) is a deuterated analog of 5-methyluridine, a modified nucleoside that plays a crucial role in various biological processes. This compound is of significant interest in the fields of chemical biology, medicinal chemistry, and pharmaceutical research due to its unique properties and potential applications. In this article, we will delve into the structure, synthesis, biological significance, and recent research advancements related to 5-Methyluridine-d4.

Structure and Properties

5-Methyluridine-d4 is a modified nucleoside where the hydrogen atoms at the 5-position of the uracil base are replaced with deuterium atoms. The molecular formula of 5-Methyluridine-d4 is C9H11D4N2O6, and its molecular weight is approximately 276.19 g/mol. The presence of deuterium atoms significantly alters the physical and chemical properties of the molecule, making it more stable and less susceptible to metabolic degradation compared to its non-deuterated counterpart.

The deuterium substitution in 5-Methyluridine-d4 also affects its spectroscopic properties, which can be advantageous in various analytical techniques such as nuclear magnetic resonance (NMR) spectroscopy. This makes it an ideal candidate for studies involving metabolic labeling and tracing in biological systems.

Synthesis and Availability

The synthesis of 5-Methyluridine-d4 involves several steps, starting from commercially available starting materials. One common approach is to begin with uridine and introduce the methyl group at the 5-position followed by deuteration. The specific synthetic routes can vary, but they generally involve protecting group strategies to ensure selective modification and high purity of the final product.

5-Methyluridine-d4 is available from specialized chemical suppliers who cater to the needs of researchers in academia and industry. These suppliers often provide high-purity samples suitable for various applications, including biochemical assays, cell culture studies, and drug development.

Biological Significance

5-Methyluridine-d4 is a modified nucleoside that is found naturally in tRNA molecules. It plays a crucial role in ensuring the accuracy and efficiency of protein synthesis by stabilizing the tRNA structure and enhancing its binding affinity to ribosomes. The presence of deuterium atoms in 5-Methyluridine-d4 can further enhance these properties due to increased stability.

In addition to its role in tRNA, 5-Methyluridine-d4 has been implicated in various other biological processes, including gene regulation and epigenetic modifications. Recent studies have shown that modifications in tRNA can influence cellular stress responses and disease states, making 5-Methyluridine-d4 an important target for therapeutic interventions.

Clinical Applications and Research Advancements

The unique properties of 5-Methyluridine-d4 have led to its exploration in several clinical applications. One area of significant interest is its potential use as a biomarker for disease diagnosis and prognosis. For instance, altered levels of modified nucleosides like 5-Methyluridine-d4 have been observed in various cancers, suggesting its utility as a diagnostic tool.

In drug development, 5-Methyluridine-d4-d4 has been investigated for its ability to modulate gene expression and cellular functions. Deuterated compounds are known for their enhanced metabolic stability, which can improve drug efficacy and reduce side effects. Recent studies have shown promising results in using deuterated analogs like (CAS No. 82845-85-0)) for treating neurodegenerative diseases such as Alzheimer's disease and Parkinson's disease.) for treating neurodegenerative diseases such as Alzheimer's disease and Parkinson's disease.) for treating neurodegenerative diseases such as Alzheimer's disease and Parkinson's disease.) for treating neurodegenerative diseases such as Alzheimer's disease and Parkinson's disease.) for treating neurodegenerative diseases such as Alzheimer's disease and Parkinson's disease.) for treating neurodegenerative diseases such as Alzheimer's disease and Parkinson's disease.) for treating neurodegenerative diseases such as Alzheimer's disease and Parkinson's disease.) for treating neurodegenerative diseases such as Alzheimer's disease and Parkinson's disease.) for treating neurodegenerative diseases such as Alzheimer's disease and Parkinson's disease.) for treating neurodegenerative diseases such as Alzheimer's disease and Parkinson's disease.) for treating neurodegenerative diseases such as Alzheimer's disease and Parkinson's disease.) for treating neurodegenerative diseases such as Alzheimer's disease and Parkinson's disease.) for treating neurodegenerative diseases such as Alzheimer's disease and Parkinson's disease.) for treating neurodegenerative diseases such as Alzheimer's disease and Parkinson's disease.) has been investigated for its ability to modulate gene expression and cellular functions. Deuterated compounds are known for their enhanced metabolic stability, which can improve drug efficacy and reduce side effects. Recent studies have shown promising results in using deuterated analogs like (CAS No. 82845-85-0) for treating neurodegenerative diseases such as Alzheimer’s disease and Parkinson’s disease.

In conclusion, (CAS No. 82845-85-0) is a versatile compound with significant potential in both fundamental research and clinical applications. Its unique properties make it an important tool for understanding biological processes at the molecular level and developing novel therapeutic strategies. As research continues to advance, we can expect further insights into the mechanisms underlying its biological activities and new applications in medicine.(CAS No. 82845-85-0) is a versatile compound with significant potential in both fundamental research and clinical applications. Its unique properties make it an important tool for understanding biological processes at the molecular level and developing novel therapeutic strategies. As research continues to advance, we can expect further insights into the mechanisms underlying its biological activities and new applications in medicine.

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