CAS 2140-61-6

5-Methylcytidine

Description:

5-Methylcytidine is a nucleoside derivative of cytidine, characterized by the presence of a methyl group at the 5-position of the pyrimidine ring. This modification plays a significant role in various biological processes, particularly in the regulation of gene expression and RNA stability. It is commonly found in RNA molecules, especially in tRNA and rRNA, where it contributes to the structural integrity and function of these essential biomolecules. The presence of the methyl group can influence the interaction of RNA with proteins and other nucleic acids, thereby affecting cellular processes such as translation and transcription. 5-Methylcytidine is also involved in epigenetic regulation, as it can be a marker for DNA methylation patterns. In terms of physical properties, it is typically a white to off-white crystalline solid, soluble in water, and exhibits stability under physiological conditions. Its chemical formula is C₈H₁₁N₃O₅, and it is utilized in various biochemical and molecular biology applications, including studies on RNA modifications and epigenetics.

Formula: C₁₀H₁₅N₃O₅

InChI: InChI=1S/C10H15N3O5/c1-4-2-13(10(17)12-8(4)11)9-7(16)6(15)5(3-14)18-9/h2,5-7,9,14-16H,3H2,1H3,(H2,11,12,17)/t5-,6-,7-,9-/m1/s1

InChI key: InChIKey=ZAYHVCMSTBRABG-JXOAFFINSA-N

SMILES: O[C@H]1[C@@H](O[C@H](CO)[C@H]1O)N2C(=O)N=C(N)C(C)=C2

Synonyms:

• 4-amino-5-methyl-1-pentofuranosylpyrimidin-2(1H)-one
• Cytidine, 5-methyl-
• Nsc 363933
• 5-Methylcytidine
• 3: PN: US20060035254 PAGE: 63 claimed sequence

5-Methylcytidine

CAS: 2140-61-6

Formula: C₁₀H₁₅N₃O₅

Purity: >98.0%(T)(HPLC)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 257.25

Ref: 3B-M1931

5-Methylcytidine

CAS: 2140-61-6

5-Methylcytidine

Formula: C₁₀H₁₅N₃O₅

Purity: 98%

Molecular weight: 257.25

Ref: 54-OR72458

5-Methylcytidine

CAS: 2140-61-6

Formula: C₁₀H₁₅N₃O₅

Purity: 98%

Color and Shape: Solid

Molecular weight: 257.2432

Ref: IN-DA0034AT

Cytarabine EP Impurity G

CAS: 2140-61-6

Formula: C₁₀H₁₅N₃O₅

Molecular weight: 257.25

Ref: 4Z-C-150030

5-Methylcytidine

CAS: 2140-61-6

Formula: C₁₀H₁₅N₃O₅

Purity: (HPLC) ≥ 98.0%

Color and Shape: White to almost white powder

Molecular weight: 257.24

Ref: 7W-GE4109

5-Methylcytidine

CAS: 2140-61-6

5-Methylcytidine

Formula: C₁₀H₁₅N₃O₅

Purity: ≥95%

Molecular weight: 257.24

Ref: 54-BUP14699

5-Methylcytidine

CAS: 2140-61-6

5-Methylcytidine is a modified nucleoside derived from 5-methylcytosine and is a minor constituent of RNA as well as DNA for certain organisms.

Formula: C₁₀H₁₅N₃O₅

Purity: 99.02% - 99.88%

Color and Shape: Solid

Molecular weight: 257.24

Ref: TM-T5912

5-Methylcytidine

CAS: 2140-61-6

4-Amino-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-methylpyrimidin-2(1H)-one

Formula: C₁₀H₁₅N₃O₅

Purity: 97%

Molecular weight: 257.24

Ref: IN-DG12282

5-Methylcytidine

Controlled Product

CAS: 2140-61-6

Stability Hygroscopic
Applications 5-Methylcytidine is a derivative of Cytidine (C998300), found in ribonucleic acids of animals, plants and bacteria. 5-Methylcytidine is a nucleoside found in liver emulsion that can inhibit the growth of spontaneous tumors of mammary gland origin in mice. 5-Methylcytidine is one of many nucleosides that can be used as biomedical marker using liquid chromatography and ion trap mass spectrometry coupling.
References Kammerer, B., et al.: Anal. Biol. Chem., 382, 1017 (2005); Strong, L. and Matsunaga, H.: J. Surg. Oncol., 4, 528 (1972)

Formula: C₁₀H₁₅N₃O₅

Color and Shape: Neat

Molecular weight: 257.24

Ref: TR-M294850

5-Methylcytidine

CAS: 2140-61-6

5-Methylcytidine is a nucleoside that is found in DNA and RNA. It is used in structural biology to probe the structure of DNA. 5-Methylcytidine binds to the enzyme methyl transferase, which catalyzes the transfer of a methyl group from S-adenosylmethionine to produce 5-methyluridine. This reaction occurs in long-term toxicity studies using primary cells, such as lymphocytes and fibroblasts. 5-Methylcytidine has been shown to inhibit tumour growth in mice by binding to nuclear dna polymerase and blocking transcription. The binding site for this drug on the polymerase is located at the same site as that for nucleoside analogues like azidothymidine (AZT) and zidovudine (AZT).

Formula: C₁₀H₁₅N₃O₅

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 257.24 g/mol

Ref: 3D-NM03720

5-Methylcytidine

CAS: 2140-61-6

M02111 - 5-Methylcytidine

Formula: C₁₀H₁₅N₃O₅

Purity: 97%

Color and Shape: Solid, White - Very pale yellow powder

Molecular weight: 257.246

Ref: 10-M02111

Cytarabine EP Impurity G

CAS: 2140-61-6

Formula: C₁₀H₁₅N₃O₅

Molecular weight: 257.2

Ref: ST-EA-CP-C163007

5-Methylcytidine

CAS: 2140-61-6

5-Methylcytidine is a methyltransferase enzyme that catalyzes the transfer of a methyl group from S-adenosylmethionine to 5-methylcytosine. This reaction is essential for DNA replication and repair. 5-Methylcytidine has been shown to be an important factor in the regulation of mitochondrial functions, as well as other cellular processes such as protein synthesis, nuclear DNA replication, and tumor suppression. It also has been shown to inhibit the replication of murine sarcoma virus and Toll-like receptor. 5-Methylcytidine can be used in chemotherapy treatment against mouse tumors and murine sarcoma virus by preventing viral RNA synthesis with monoclonal antibodies.

Formula: C₁₀H₁₅N₃O₅

Molecular weight: 257.24 g/mol

Ref: 3D-W-201877