Zebularine (NSC 309132)

製品コードS7113 バッチS711302

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
* <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.

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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 is a cytidine analogue containing a 2-(1H)-pyrimidinone ring, originally synthesized as a cytidine deaminase inhibitor. [2] Zebularine is shown to form a tight, covalent complex with bacterial methyltransferases. [1] In N. crassa, zebularine inhibits DNA methylation and reactivates a gene previously silenced by methylation. Zebularine 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. Zebularine reactivates a silenced p16 gene and demethylates its promoter region in T24 bladder carcinoma cells. Zebularine is only slightly cytotoxic to T24 cells. [3] Zebularine is preferentially incorporated into DNA and exhibits greater cell growth inhibition and gene expression in cancer cell lines compared to normal fibroblasts. In addition, zebularine 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 is only slightly cytotoxic to tumor-bearing mice (average maximal weight change in mice treated with 1000 mg/kg zebularine = 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

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：

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
Epigenetic Reprogramming with Antisense Oligonucleotides Enhances the Effectiveness of Androgen Receptor Inhibition in Castration-Resistant Prostate Cancer [ Cancer Res, 2018, 78(20):5731-5740] PubMed: 30135193

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。

各々の製品のための特定の保管と取扱い情報は、製品データシートの上で示されます。大部分のSelleck製品は、推薦された状況の下で安定です。製品は、推薦された保管温度と異なる温度で、時々出荷されます。長期の保管のために必要とされてそれと異なる温度で、多くの製品は、短期もので安定です。品質を維持するが、夜通しの積荷のために最も経済的な貯蔵状況を用いてあなたの送料を保存する状況の下に、製品が出荷されることを、我々は確実とします。製品の受領と同時に、製品データシートの上で貯蔵推薦に従ってください。