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 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H302 | |||||||||
| Precautionary statements | P264-P270-P301+P312-P330-P501 | |||||||||
| HS Code | 2934.99.4400 | |||||||||
| NFPA 704 |
|
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 | |
|---|---|---|---|---|---|
| PANNACEAN(HENAN)MEDICINE SCIENCE TECHNOLOGIES LTD | 0371-55159968 18137130222 | haifeng.zhang@pannacean.com | China | 387 | 58 |
| Shenzhen Nexconn Pharmatechs Ltd | +86-755-89396905 +86-15013857715 | admin@nexconn.com | China | 10248 | 58 |
| Alchem Pharmtech,Inc. | 8485655694 | sales@alchempharmtech.com | United States | 63711 | 58 |
| Kindchem(Nanjing)Co.,Ltd | +86-025-025-85281586 +8618651653755 | sales@kindchem.cn | China | 1227 | 58 |
| Finetech Industry Limited | +86-27-87465837 +8618971612321 | info@finetechnology-ind.com | China | 9633 | 58 |
| BOC Sciences | +16314854226 | inquiry@bocsci.com | United States | 19743 | 58 |
| NewCan Biotech Limited | +86-0571-86912261 +8613735419629 | sales@newcanbio.com | China | 10026 | 58 |
| Zibo Hangyu Biotechnology Development Co., Ltd | +86-0533-2185556 +8617865335152 | Mandy@hangyubiotech.com | China | 11013 | 58 |
| Protheragen-ING | +16313385890 | info@protheragen-ing.com | United States | 1091 | 58 |
| Zhengzhou Chemprize Biotech Co., Ltd. | +86-86-0371-56768238 +8615981919713 | sales@chemprize.com | China | 297 | 58 |