5-(Hydroxymethyl)-2'-deoxycytidine
- Product Name
- 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
- Formula Weight
- 257.24
- MOL File
- 7226-77-9.mol
5-(Hydroxymethyl)-2'-deoxycytidine Property
- 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
- HS Code
- 2934.99.4400
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P330Rinse mouth.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- D4220
- Product name
- 2'-Deoxy-5-(hydroxymethyl)cytidine
- Purity
- >98.0%(T)
- Packaging
- 50mg
- Price
- $192
- Updated
- 2024/03/01
- Product number
- D4220
- Product name
- 2'-Deoxy-5-(hydroxymethyl)cytidine
- Purity
- >98.0%(T)
- Packaging
- 200mg
- Price
- $636
- Updated
- 2024/03/01
- Product number
- 18162
- Product name
- 5-(Hydroxymethyl)-2’-deoxycytidine
- Purity
- ≥95%
- Packaging
- 1mg
- Price
- $32
- Updated
- 2024/03/01
- Product number
- 18162
- Product name
- 5-(Hydroxymethyl)-2’-deoxycytidine
- Purity
- ≥95%
- Packaging
- 5mg
- Price
- $116
- Updated
- 2024/03/01
- Product number
- 18162
- Product name
- 5-(Hydroxymethyl)-2’-deoxycytidine
- Purity
- ≥95%
- Packaging
- 10mg
- Price
- $184
- Updated
- 2024/03/01
5-(Hydroxymethyl)-2'-deoxycytidine Chemical Properties,Usage,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
Raw materials
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