5-Methylcytosine

5-Methylcytosine is a well-characterized DNA modification in prokaryotes and eukaryotes. 5-Methylcytosine forms symmetrical methylation on CpG dinucleotides in DNA, stabilizes tRNA/rRNA structure in RNA, and affects mRNA translation. 5-Methylcytosine can be oxidized to generate 5hmC, 5fC, and 5caC. 5-Methylcytosine can be used in epigenetics, developmental biology, and the study of diseases such as colorectal cancer and hepatocellular carcinoma[1][2][3][4].

Product Specifications

CAS Number

[554-01-8]

UNSPSC

12352005

Hazard Statement

H302, H315, H319, H335

Target

DNA/RNA Synthesis; Endogenous Metabolite

Type

Natural Products

Related Pathways

Cell Cycle/DNA Damage; Metabolic Enzyme/Protease

Applications

Metabolism-protein/nucleotide metabolism

Field of Research

Cancer

Assay Protocol

https://www.medchemexpress.com/5-methylcytosine.html

Concentration

10mM

Purity

99.97

Solubility

DMSO : 5 mg/mL (ultrasonic; warming; heat to 80°C) |H2O : 7.14 mg/mL (ultrasonic)

Smiles

O=C1N=CC(C)=C(N)N1

Molecular Formula

C5H7N3O

Molecular Weight

125.13

Precautions

H302, H315, H319, H335

References & Citations

[1]Cui X, et al. 5-Methylcytosine RNA Methylation in Arabidopsis Thaliana. Mol Plant. 2017 Nov 6;10 (11) :1387-1399.|[2]Breiling A, et al. Epigenetic regulatory functions of DNA modifications: 5-methylcytosine and beyond. Epigenetics Chromatin. 2015 Jul 21;8:24.|[3]Edelheit S, et al. Transcriptome-wide mapping of 5-methylcytidine RNA modifications in bacteria, archaea, and yeast reveals m5C within archaeal mRNAs. PLoS Genet. 2013 Jun;9 (6) :e1003602. |[4]Huang W, et al. Formation and determination of the oxidation products of 5-methylcytosine in RNA. Chem Sci. 2016 Aug 1;7 (8) :5495-5502.