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Zebularine

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Catalog No. T2169Cas No. 3690-10-6
Alias NSC309132, 4-Deoxyuridine

Zebularine (4-Deoxyuridine) is a DNA methylation inhibitor. Acts as a transition state analog inhibitor of cytidine deaminase by binding to the active size as covalent hydrates. It also inhibits cytidine deaminase (Ki: 2 μM, in a cell-free assay).

Zebularine

Zebularine

🥰Excellent
Purity: 100%
Catalog No. T2169Alias NSC309132, 4-DeoxyuridineCas No. 3690-10-6
Zebularine (4-Deoxyuridine) is a DNA methylation inhibitor. Acts as a transition state analog inhibitor of cytidine deaminase by binding to the active size as covalent hydrates. It also inhibits cytidine deaminase (Ki: 2 μM, in a cell-free assay).
Pack SizePriceAvailabilityQuantity
5 mg$38In Stock
10 mg$58In Stock
25 mg$127In Stock
50 mg$229In Stock
100 mg$297In Stock
1 mL x 10 mM (in DMSO)$43In Stock
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Purity:100%
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Product Introduction

Bioactivity
Description
Zebularine (4-Deoxyuridine) is a DNA methylation inhibitor. Acts as a transition state analog inhibitor of cytidine deaminase by binding to the active size as covalent hydrates. It also inhibits cytidine deaminase (Ki: 2 μM, in a cell-free assay).
Targets&IC50
Cytidine deaminase:2 μM(Ki)
In vitro
Zebularine forms a tight covalent complex with bacterial methyltransferases. In N. crassa, Zebularine inhibited DNA methylation and reactivated genes silenced by methylation. In T24 bladder cancer cells, Zebularine reactivated the silenced p16 gene and demethylated its promoter region.Zebularine was only slightly cytotoxic to T24 cells. Zebularine was preferentially incorporated into the DNA of cancer cell lines and inhibited cell growth and gene expression to a greater extent than in normal fibroblasts. In addition, Zebularine preferentially inhibited DNA methyltransferase 1 and induced the expression of cancer-associated antigenic genes in cancer cells compared to normal fibroblasts.
In vivo
Zebularine forms a tight covalent complex with bacterial methyltransferases. In N. crassa, Zebularine inhibited DNA methylation and reactivated genes silenced by methylation. In T24 bladder cancer cells, Zebularine reactivated the silenced p16 gene and demethylated its promoter region.Zebularine was only slightly cytotoxic to T24 cells. Zebularine was preferentially incorporated into the DNA of cancer cell lines and inhibited cell growth and gene expression to a greater extent than in normal fibroblasts. In addition, Zebularine preferentially inhibited DNA methyltransferase 1 and induced the expression of cancer-associated antigenic genes in cancer cells compared to normal fibroblasts.
Cell Research
For methylation analysis, 10T1/2 cells and T24 cells are treated with the various concentrations of zebularine. For 10T1/2 cells, the medium is changed 24 hours after the initial drug treatment, whereas for T24 cells, the medium is changed 24 hours or 48 hours after the initial drug treatment. DNA and RNA are harvested from 10T1/2 cells 72 hours after initial drug treatment and from T24 cells 96 hours after initial drug treatment. The methylation status of the indicated DNA regions is measured in two separate and independent experiments, both of which are done in duplicate[2].
AliasNSC309132, 4-Deoxyuridine
Chemical Properties
Molecular Weight228.2
FormulaC9H12N2O5
Cas No.3690-10-6
SmilesOC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1cccnc1=O
Relative Density.1.73 g/cm3 (Predicted)
Storage & Solubility Information
StoragePowder: -20°C for 3 years | In solvent: -80°C for 1 year | Shipping with blue ice.
Solubility Information
DMSO: 60 mg/mL (262.93 mM)
H2O: 22.8 mg/mL (100 mM)
Solution Preparation Table
H2O/DMSO
1mg5mg10mg50mg
1 mM4.3821 mL21.9106 mL43.8212 mL219.1060 mL
5 mM0.8764 mL4.3821 mL8.7642 mL43.8212 mL
10 mM0.4382 mL2.1911 mL4.3821 mL21.9106 mL
20 mM0.2191 mL1.0955 mL2.1911 mL10.9553 mL
50 mM0.0876 mL0.4382 mL0.8764 mL4.3821 mL
100 mM0.0438 mL0.2191 mL0.4382 mL2.1911 mL

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