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AdipoGen Life Sciences
5-(Hydroxymethyl)-2'-deoxycytidine
40
CHF
CHF 40.00
In stock
AG-CR1-3532-M0011 mgCHF 40.00
AG-CR1-3532-M0055 mgCHF 140.00
| Product Details | |
|---|---|
| Synonyms | 5 hmdC; 2'-Deoxy-5-(hydroxymethyl)-cytidine |
| Product Type | Chemical |
| Properties | |
| Formula |
C10H15N3O5 |
| MW | 257.2 |
| CAS | 7226-77-9 |
| Purity Chemicals | ≥98% |
| Appearance | White solid. |
| Solubility | Soluble in DMSO (10mg/ml) or water (5mg/ml). |
| Identity | Determined by 1H-NMR. |
| InChi Key | HMUOMFLFUUHUPE-XLPZGREQSA-N |
| Smiles | O[C@H]1C[C@H](N2C=C(CO)C(N)=NC2=O)O[C@@H]1CO |
| Shipping and Handling | |
| Shipping | AMBIENT |
| Short Term Storage | +4°C |
| Long Term Storage | -20°C |
| Handling Advice |
Hygroscopic. Keep cool and dry. Protect from moisture. |
| Use/Stability | Stable for at least 2 years after receipt when stored at -20°C. |
| Documents | |
| MSDS |
 Download PDF |
| Product Specification Sheet | |
| Datasheet |
Download PDF |
Description
- Epigenetic base.
- A modified pyrimidine that is capable of producing interstrand cross-links in double-stranded DNA and has been used to quantify DNA hydroxymethylation levels in biological samples.
- Enriched in the brain, suggesting a role in epigenetic control of neuronal function.
- Used in epigenetic research and important for cancer research.
- Potent HIV-1 reverse transcriptase activity inhibitor.
- Can be used as building block in nucleoside and nucleotide chemistry.
Product References
- Interstrand cross-link formation in duplex and triplex DNA by modified pyrimidines: X. Peng, et al.; JACS 130, 10299 (2008)
- The nuclear DNA base, 5-hydroxymethylcytosine is present in brain and enriched in Purkinje neurons: S. Kriaucionis & N. Heintz; Science 324, 929 (2009)
- 5-Modified-2'-dU and 2'-dC as mutagenic anti HIV-1 proliferation agents: synthesis and activity: Y. El Sadafi, et al.; J. Med. Chem. 53, 1534 (2010)
- Determination of genomic 5-hydroxymethyl-2'-deoxycytidine in human DNA by capillary electrophoresis with laser induced fluorescence: A.M. Krais, et al.; Epigenetics 6, 560 (2011)
- Detection of oxidation products of 5-methyl-2'-deoxycytidine in Arabidopsis DNA: S. Liu, et al.; PLoS One 8, e84620 (2013)
- Synthesis of a DNA promoter segment containing all four epigenetic nucleosides: 5-Methyl-, 5-hydroxymethyl-, 5-formyl-, and 5-carboxy-2'-deoxycytidine: A.S. Schroeder, et al.; Angew. Chem. Int. Ed. 53, 315 (2014)
- Hydroxyl-radical-induced oxidation of 5-methylcytosine in isolated and cellular DNA: G.S. Madugundu, et al.; Nucleic Acids Res. 42, 7450 (2014)
- CDA directs metabolism of epigenetic nucleosides revealing a therapeutic window in cancer; M. Zauri, et al.; Nature 524, 114 (2015)
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