5-(Hydroxymethyl)-2'-deoxycytidine
- CAS No.
- 7226-77-9
- Chemical Name:
- 5-(Hydroxymethyl)-2'-deoxycytidine
- Synonyms
- 5-hmdC;5-Hydroxymethyl-dC;5-hydroxy methyl-2'-dC;5-Hydroxymethyl-2'-deoxycytidine;4-(HydroxyMethyl)-2'-deoxycytidine;2'-deoxy-5-(hydroxyMethyl)cytidine;2'-Deoxy-5-(hydroxymethyl)cytidine>Cytidine, 2'-deoxy-5-(hydroxyMethyl)-;5-hydroxymethyldeoxycytidine monophosphate;4-Amino-1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-(hydroxymethyl)pyrimidin-2(1H)-one
- CBNumber:
- CB01327931
- Molecular Formula:
- C10H15N3O5
- Molecular Weight:
- 257.24
- MDL Number:
- MFCD09842113
- MOL File:
- 7226-77-9.mol
- MSDS File:
- SDS
Melting point | 205°C(lit.) |
---|---|
Boiling point | 575.0±60.0 °C(Predicted) |
Density | 1.480 g/cm3 |
storage temp. | Store at -20°C |
solubility | DMF: 5 mg/ml; DMSO: 20 mg/ml; PBS (pH 7.2): 10 mg/ml |
form | powder to crystal |
pka | 13.47±0.10(Predicted) |
color | White to Light yellow |
λmax | 274nm(H2O)(lit.) |
InChI | InChI=1S/C10H15N3O5/c11-9-5(3-14)2-13(10(17)12-9)8-1-6(16)7(4-15)18-8/h2,6-8,14-16H,1,3-4H2,(H2,11,12,17)/t6-,7+,8+/m0/s1 |
InChIKey | HMUOMFLFUUHUPE-XLPZGREQSA-N |
SMILES | OC[C@H]1O[C@@H](N2C=C(CO)C(N)=NC2=O)C[C@@H]1O |
CAS DataBase Reference | 7226-77-9 |
SAFETY
Risk and Safety Statements
Symbol(GHS) | ![]() GHS07 |
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Signal word | Warning | |||||||||
Hazard statements | H302 | |||||||||
Precautionary statements | P264-P270-P301+P312-P330-P501 | |||||||||
HS Code | 2934.99.4400 | |||||||||
NFPA 704 |
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5-(Hydroxymethyl)-2'-deoxycytidine price More Price(21)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
TCI Chemical | D4220 | 2'-Deoxy-5-(hydroxymethyl)cytidine >98.0%(T) | 7226-77-9 | 50mg | $192 | 2024-03-01 | Buy |
TCI Chemical | D4220 | 2'-Deoxy-5-(hydroxymethyl)cytidine >98.0%(T) | 7226-77-9 | 200mg | $636 | 2024-03-01 | Buy |
Cayman Chemical | 18162 | 5-(Hydroxymethyl)-2’-deoxycytidine ≥95% | 7226-77-9 | 1mg | $32 | 2024-03-01 | Buy |
Cayman Chemical | 18162 | 5-(Hydroxymethyl)-2’-deoxycytidine ≥95% | 7226-77-9 | 5mg | $116 | 2024-03-01 | Buy |
Cayman Chemical | 18162 | 5-(Hydroxymethyl)-2’-deoxycytidine ≥95% | 7226-77-9 | 10mg | $184 | 2024-03-01 | Buy |
5-(Hydroxymethyl)-2'-deoxycytidine Chemical Properties,Uses,Production
Description
DNA methylation occurs mainly at the 5’-position of cytosine rings (5-methylcytosine) and occurs almost exclusively in CpG islands. Another epigenetic modification in DNA has been recently identified that involves hydroxymethylation of this same base (5-hydroxymethylcytosine), which potentially offers another level of transcriptional control. 5-(Hydroxymethyl)-2’-deoxycytidine is 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.
Uses
5-(Hydroxymethyl)-2’-deoxycytidine is 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.[Cayman Chemical]
Biological Functions
5-(hydroxymethyl)-2'-deoxycytidine (5-hmdC), the oxidative product from 5- (methyl)-2'-deoxycytidine (5-mdC) by TET protein, plays critical roles in a variety of physiological processes such as DNA demethylation, cellular differentiation, and epigenetic regulation, etc. In addition, 5-hmdC has also been demonstrated as a potential biomarker reflecting the diagnosis and prognosis of multiple diseases. Some studies have reported that the level of 5-hmdC significantly decreases in diversified cancers, which suggests its important role in tumor formation and development. In 2009, breakthrough studies found that the 5-hmdC is not the unique oxidative product of 5-mdC. 5-(hydroxymethyl)-2'-deoxycytidine is a crucial intermediate product of the DNA demethylation pathway, which can act as potential biomarkers reflecting the diagnosis and prognosis in multiple tumors. 5-hmdC in human urine is in the form of single deoxynucleosides produced by DNA degradation or metabolism, which can avoid digestion. 5-hmdC has been identified in human urine[1].
References
[1] Mengzhe Guo. “Enrichment and Quantitative Determination of 5-(Hydroxymethyl)-2′-deoxycytidine, 5-(Formyl)-2′-deoxycytidine, and 5-(Carboxyl)-2′-deoxycytidine in Human Urine of Breast Cancer Patients by Magnetic Hyper-Cross-Linked Microporous Polymers Based on Polyionic Liquid.” Analytical Chemistry 90 6 (2018): 3906–3913.
5-(Hydroxymethyl)-2'-deoxycytidine Preparation Products And Raw materials
Supplier | Tel | Country | ProdList | Advantage | |
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PANNACEAN(HENAN)MEDICINE SCIENCE TECHNOLOGIES LTD | 0371-55159968 18137130222 | haifeng.zhang@pannacean.com | China | 505 | 58 |
Shenzhen Nexconn Pharmatechs Ltd | +86-755-89396905 +86-15013857715 | admin@nexconn.com | China | 10312 | 58 |
Alchem Pharmtech,Inc. | 8485655694 | sales@alchempharmtech.com | United States | 63711 | 58 |
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Zhengzhou Chemprize Biotech Co., Ltd. | +86-86-0371-56768238 +8615981919713 | sales@chemprize.com | China | 297 | 58 |
Young Lively PharminBlock Co.,Ltd | +undefined18600731423 | jason_gao@yl-pharminblock.com | China | 1944 | 58 |