A cytidine analogue and inhibitor of DNA methyl transferases (DNMTs) with anti-cancer activity. This stable, hydrophilic compound forms covalent complexes between DNMT and zebularine-substrate DNA. It causes DNA lesions that block replication and cause replication fork collapse, leading to the formation of DNA double-strand breaks. It was also shown that zebularine-induced DNA methylation decrease in the IL-1beta promoter region and disrupts molecular mechanisms of neuroinflammation. Moreover, this molecule down-regulates the DNA-methylation profile in the pluripotency genes promoters, which leads to improved development of somatic cell nuclear transfer (SCNT) embryos. Synonyms: 1-beta-D-Ribofuranosyl-2(1H)-pyrimidinone, 4-Deoxyuridine, NSC 309132, Pyrimidin-2-one beta-D-Ribofuranoside, Zebularine CAS No: 3690-10-6 Molecular Formula: C9H12N2O5 Molecular Weight: 228.21 Purity: 98% Appearance: White to off-white powder 1H NMR: Conforms to reference Melting Point: >150°C (dec.) Solubility: DMSO (Slightly), Methanol (Slightly), Water (100mM) Storage and Stability: Store at 4C. Hygroscopic, under inert atmosphere. For maximum recovery of product, centrifuge the original vial prior to removing the cap.
Molekulargewicht:
228.21
CAS Nummer:
[3690-10-6]
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