Zebularine (NSC 309132)

製品コードS7113 バッチS711301

印刷

化学情報

Chemical Structure Synonyms 4-Deoxyuridine Storage
(From the date of receipt)		 3 years -20°C powder
1 years -80°C in solvent
化学式

C9H12N2O5
分子量 228.2 CAS No. 3690-10-6
Solubility (25°C)* 体外 DMSO 46 mg/mL (201.57 mM)
Water 46 mg/mL (201.57 mM)
Ethanol Insoluble
体内 （毎回新しく調製した物を用意してください）
Homogeneous suspension
CMC-NA
≥5mg/ml Taking the 1 mL working solution as an example, add 5 mg of this product to 1 ml of CMC-Na solution, mix evenly to obtain a homogeneous suspension with a final concentration of 5 mg/ml.
* <1 mg/ml means slightly soluble or insoluble.
* Please note that Selleck tests the solubility of all compounds in-house, and the actual solubility may differ slightly from published values. This is normal and is due to slight batch-to-batch variations.

溶剤液（一定の濃度）を調合する

生物活性

製品説明 Zebularine (NSC 309132, 4-Deoxyuridine) is a DNA methylation inhibitor that forms a covalent complex with DNA methyltransferases, also inhibits cytidinedeaminase with Ki of 2 μM in a cell-free assay.
in vitro Zebularine (NSC 309132) is a cytidine analogue containing a 2-(1H)-pyrimidinone ring, originally synthesized as a cytidine deaminase inhibitor. [2] It is shown to form a tight, covalent complex with bacterial methyltransferases. [1] In N. crassa, this compound inhibits DNA methylation and reactivates a gene previously silenced by methylation. It is a global inhibitor of DNA methylation, similar to 5-Aza-CR, rather than a selective inhibitor. Zebularine induces the myogenic phenotype in 10T1/2 cells, which is a phenomenon unique to DNA methylation inhibitors. It reactivates a silenced p16 gene and demethylates its promoter region in T24 bladder carcinoma cells, and is only slightly cytotoxic to T24 cells. [3] This compound is preferentially incorporated into DNA and exhibits greater cell growth inhibition and gene expression in cancer cell lines compared to normal fibroblasts. In addition, it preferentially depletes DNA methyltransferase 1 (DNMT1) and induces expression of cancer-related antigen genes in cancer cells relative to normal fibroblasts. [4]
in vivo Zebularine (NSC 309132) is only slightly cytotoxic to tumor-bearing mice (average maximal weight change in mice treated with 1000 mg/kg of this compound = 11% [95% CI = 4% to 19%]). Compared with those in control mice, tumor volumes are statistically significantly reduced in mice treated with high-dose zebularine administered by intraperitoneal injection or by oral gavage. [3]
特徴 Very stable with half-life of ~44 h at 37°C in PBS at pH 1.0 and approx. 508 h at pH 7.

プロトコル(参考用のみ)

動物実験 動物モデル male BALB/c nu/nu mice
投薬量 500 mg/kg, 1000 mg/kg
投与方法 Intraperitoneal, oral

参考

  • https://pubmed.ncbi.nlm.nih.gov/12206775/
  • https://pubmed.ncbi.nlm.nih.gov/18398609/
  • https://pubmed.ncbi.nlm.nih.gov/12618505/
  • https://pubmed.ncbi.nlm.nih.gov/15324698/

カスタマーフィードバック

Data from [Data independently produced by , , Nucleic Acids Res, 2016, 44(9):4067-79.]

Selleckの高級品が、幾つかの出版された研究調査結果（以下を含む）で使われた：

A role of epigenetic mechanisms in regulating female reproductive responses to temperature in a pest beetle [ Insect Mol Biol, 2024, 10.1111/imb.12933] PubMed: 38864655
Preclinical efficacy of azacitidine and venetoclax for infant KMT2A-rearranged acute lymphoblastic leukemia reveals a new therapeutic strategy [ Leukemia, 2022, 10.1038/s41375-022-01746-3] PubMed: 36380143
Low mitochondrial DNA copy number induces chemotherapy resistance via epithelial-mesenchymal transition by DNA methylation in esophageal squamous cancer cells [ J Transl Med, 2022, 20(1):383] PubMed: 36038893
DNA hypermethylation promotes the flowering of orchardgrass during vernalization [ Plant Physiol, 2022, 190(2):1490-1505] PubMed: 35861426
Zebularine, a DNA Methylation Inhibitor, Activates Anthocyanin Accumulation in Grapevine Cells [ Genes (Basel), 2022, 13(7)1256] PubMed: 35886036
miR-497-5p/SALL4 axis promotes stemness phenotype of choriocarcinoma and forms a feedback loop with DNMT-mediated epigenetic regulation [ Cell Death Dis, 2021, 12(11):1046] PubMed: 34732693
Epigenetic reduction of miR-214-3p upregulates astrocytic colony-stimulating factor-1 and contributes to neuropathic pain induced by nerve injury. [ Pain, 2020, 161(1):96-108] PubMed: 31453981
Ovarian hormones induce de novo DNA methyltransferase expression in the Siberian hamster suprachiasmatic nucleus. [ J Neuroendocrinol, 2020, 32(2):e12819] PubMed: 31800973
Multi-omics analyses reveal epigenomics basis for cotton somatic embryogenesis through successive regeneration acclimation process [Li J, et al. Plant Biotechnol J, 2018, 10.1111/pbi.12988] PubMed: 29999579
Disrupted Genome Methylation in Response to High Temperature Has Distinct Affects on Microspore Abortion and Anther Indehiscence. [ Plant Cell, 2018, 30(7):1387-1403] PubMed: 29866646

長期の保管のために-20°Cの下で製品を保ってください。

人間や獣医の診断であるか治療的な使用のためにでない。

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