5-Hydroxymethylcytosine
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5-Hydroxymethylcytosine (5hmC) is an oxidized forms of 5-methylcytosine (5mC) in mammalian DNA. 5-Hydroxymethylcytosine is produced from 5mC in an enzymatic pathway involving three 5mC oxidases, Ten-eleven translocation (TET)1, TET2, and TET3. The conversion of 5mC into 5hmC can be the first step in a pathway leading towards DNA demethylation. 5-Hydroxymethylcytosine is associated with gene transcription and frequently used as a mark to investigate dynamic DNA methylation conversion during mammalian development. 5-Hydroxymethylcytosine can be used for the study of non-small cell lung cancer (NSCLC), neurodegenerative diseases (Alzheimer’s, Parkinson’s) and hematological malignancies (acute myeloid leukemia, myelodysplastic syndromes).
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- 純度: 98.14%
- CAS 番号: 1123-95-1
- 分子式: C5H7N3O2
- 分子量:141.13
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保管条件:Powder -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 6 months , -20°C, 1 month
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溶剤 & 溶解度
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Endogenous Metabolite アイソフォーム固有の製品をすべて表示
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生物活性
5-Hydroxymethylcytosine (5hmC) is a stable epigenetic modification derived from the oxidation of 5-methylcytosine (5mC) by ten-eleven translocation (TET) enzymes (TET1, TET2, TET3). 5-Hydroxymethylcytosine functions as both an intermediate in active DNA demethylation and an independent regulator of gene expression-enriching in CpG islands, active/bivalent promoters, and transcriptional enhancers to promote euchromatin formation and modulate transcription factor binding. 5-Hydroxymethylcytosine plays pivotal roles in biological processes: maintaining embryonic stem cell (ESC) pluripotency, driving neurodevelopment, and restraining tumor progression[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
| NCT Number | Sponsor | Condition | Start Date |
Phase
|
|---|---|---|---|---|
| NCT01329991 | Plexxikon| | 2011-05 | PHASE1 |
化学情報
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CAS 番号 1123-95-1
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性状 Solid
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分子量 141.13
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分子式 C5H7N3O2
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Color Off-white to yellow
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SMILES
O=C1N=CC(CO)=C(N1)N
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別名
5hmC
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Structure Classification
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Initial Source
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輸送条件
Room temperature in continental US; may vary elsewhere.
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保管条件
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
溶剤 & 溶解度
DMSO : 6.25 mg/mL (44.29 mM; ultrasonic and warming and heat to 60°C; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
濃度 (開始) × 体積 (開始) = 濃度 (終了) × 体積 (終了)
純度とドキュメンテーション
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参考文献
[1]. Gerd P Pfeifer, et al. 5-hydroxymethylcytosine and its potential roles in development and cancer. Epigenetics Chromatin. 2013 May 1;6(1):10. [Content Brief]
[2]. Xiao-Long Cui, et al. A human tissue map of 5-hydroxymethylcytosines exhibits tissue specificity through gene and enhancer modulation. Nat Commun. 2020 Dec 2;11(1):6161. [Content Brief]
[3]. Zheng K, et al. 5-Hydroxymethylcytosine: Far Beyond the Intermediate of DNA Demethylation. Int J Mol Sci. 2024 Nov 2;25(21):11780. [Content Brief]
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| DMSO | 1 mM | 7.0857 mL | 35.4283 mL | 70.8567 mL | 177.1416 mL |
| 5 mM | 1.4171 mL | 7.0857 mL | 14.1713 mL | 35.4283 mL | |
| 10 mM | 0.7086 mL | 3.5428 mL | 7.0857 mL | 17.7142 mL | |
| 15 mM | 0.4724 mL | 2.3619 mL | 4.7238 mL | 11.8094 mL | |
| 20 mM | 0.3543 mL | 1.7714 mL | 3.5428 mL | 8.8571 mL | |
| 25 mM | 0.2834 mL | 1.4171 mL | 2.8343 mL | 7.0857 mL | |
| 30 mM | 0.2362 mL | 1.1809 mL | 2.3619 mL | 5.9047 mL | |
| 40 mM | 0.1771 mL | 0.8857 mL | 1.7714 mL | 4.4285 mL |
5-Hydroxymethylcytosine 関連分類
HY-W018324 関連分類
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