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CAS 838-07-3

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5-Methyl-2′-deoxycytidine

Description:
5-Methyl-2′-deoxycytidine, commonly referred to as 5-mdC, is a modified nucleoside that plays a crucial role in the epigenetic regulation of gene expression. It is a derivative of deoxycytidine, where a methyl group is added to the carbon-5 position of the pyrimidine ring. This modification is significant in DNA methylation processes, influencing cellular functions such as differentiation, development, and genomic stability. The presence of 5-methylcytosine, the methylated form of cytosine, is a hallmark of mammalian DNA and is involved in the silencing of gene expression and the maintenance of heterochromatin. 5-Methyl-2′-deoxycytidine is often studied in the context of cancer research, as abnormal methylation patterns can lead to tumorigenesis. In terms of physical properties, it is typically a white to off-white crystalline powder, soluble in water and organic solvents. Its chemical structure allows it to participate in various biochemical reactions, making it a vital component in molecular biology and genetics research.
Formula:C10H15N3O4
InChI: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
InChI key:InChIKey=LUCHPKXVUGJYGU-XLPZGREQSA-N
SMILES:O=C1N([C@@H]2O[C@H](CO)[C@@H](O)C2)C=C(C)C(N)=N1
Synonyms:
  • 2-Deoxy-5-Methylcytidine
  • 4-amino-1-(2-deoxy-beta-L-erythro-pentofuranosyl)-5-methylpyrimidin-2(1H)-one
  • 4-amino-1-[(3xi)-2-deoxy-beta-D-glycero-pentofuranosyl]-5-methylpyrimidin-2(1H)-one
  • 5-Methyldeoxycytidine
  • Cytidine, 2′-deoxy-5-methyl-
  • 5-Methyl-2′-deoxycytidine
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