2'-Deoxycytidine
- CAS No.
- 951-77-9
- Chemical Name:
- 2'-Deoxycytidine
- Synonyms
- DC;deoxycytidine;4-AMino-1-((2R,4S,5R)-4-hydroxy-5-(hydroxyMethyl)tetrahydrofuran-2-yl)pyriMidin-2(1H)-one;dCyd;2-Deoxycystidine;Cytosine deoxyribonucleoside;4-amino-1-[4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-pyrimidin-2-one;2'-DC;2'-dC;2&apos
- CBNumber:
- CB7452978
- Molecular Formula:
- C9H13N3O4
- Molecular Weight:
- 227.22
- MOL File:
- 951-77-9.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/8/28 13:53:26
| Melting point | 209-211 °C(lit.) |
|---|---|
| Boiling point | 368.93°C (rough estimate) |
| Density | 1.3171 (rough estimate) |
| refractive index | 59 ° (C=1, H2O) |
| storage temp. | -20°C |
| solubility | H2O: 50 mg/mL, clear, colorless |
| form | Crystalline Powder |
| pka | 14.03±0.60(Predicted) |
| color | White |
| PH | 4.3 |
| Water Solubility | Soluble in water, DMSO. |
| λmax | 280 (pH 1)；271 (pH 7) |
| BRN | 87567 |
| InChI | InChI=1S/C9H13N3O4/c10-7-1-2-12(9(15)11-7)8-3-5(14)6(4-13)16-8/h1-2,5-6,8,13-14H,3-4H2,(H2,10,11,15)/t5-,6+,8+/m0/s1 |
| InChIKey | CKTSBUTUHBMZGZ-SHYZEUOFSA-N |
| SMILES | OC[C@H]1O[C@@H](N2C=CC(N)=NC2=O)C[C@@H]1O |
| CAS DataBase Reference | 951-77-9(CAS DataBase Reference) |
| NIST Chemistry Reference | Deoxycytidine(951-77-9) |
| EPA Substance Registry System | Cytidine, 2'-deoxy- (951-77-9) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319-H335 | |||||||||
| Precautionary statements | P280-P302+P352-P304+P340 | |||||||||
| Safety Statements | 24/25 | |||||||||
| WGK Germany | 3 | |||||||||
| RTECS | HA3800000 | |||||||||
| F | 10 | |||||||||
| TSCA | Yes | |||||||||
| HS Code | 29349990 | |||||||||
| NFPA 704 |
|
2'-Deoxycytidine price More Price(14)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | D3897 | 2′-Deoxycytidine ≥99% (HPLC) | 951-77-9 | 100MG | ₹2630.48 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | D3897 | 2′-Deoxycytidine ≥99% (HPLC) | 951-77-9 | 250MG | ₹4070.2 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | D3897 | 2′-Deoxycytidine ≥99% (HPLC) | 951-77-9 | 500MG | ₹6657.38 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | D3897 | 2′-Deoxycytidine ≥99% (HPLC) | 951-77-9 | 1G | ₹10651.8 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | D3897 | 2′-Deoxycytidine ≥99% (HPLC) | 951-77-9 | 5G | ₹36783.35 | 2022-06-14 | Buy |
2'-Deoxycytidine Chemical Properties,Uses,Production
Chemical Properties
White crystalline powder
Uses
A deoxyribonucleoside
Uses
2'-Deoxycytidine (deoxyC) is one of the deoxynucleosides which after phosphorylation to dCTP is used to synthesis DNA via various DNA polymerases or reverse transcriptases. 2'-Deoxycytidine (deoxyC) is the substrate for deoxycytidine deaminase (EC 3.5.4.14) which converts it into 2?-deoxyuridine. 2?-Deoxycytidine is phosphorylated to the nucleotide dCMP by the enzyme deoxycytidine kinase (DCK).
Definition
ChEBI: A pyrimidine 2'-deoxyribonucleoside having cytosine as the nucleobase.
General Description
2′-Deoxycytidine (deoxyC) is one of the deoxynucleosides containing cytosine as the nucleobase. It is found in the blood, feces, and urine.
Safety Profile
Experimental reproductive effects. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.
Purification Methods
Purify 2'-deoxycytidine by recrystallisation from MeOH/Et2O or EtOH and dry it in air. [NMR: Miles J Am Chem Soc 85 1007 1963, UV: Fox & Shugar Biochim Biophys Acta 9 369 1952.] The hydrochloride crystallises from H2O/EtOH and has m 174o(dec, 169-173o). [Walker & Butler Can J Chem 34 1168 1956.] The picrate has m 208o(dec). [Fox et al. J Am Chem Soc 83 4066 1961, Beilstein 25 III/IV 3662.]
Structure and conformation
2'-Deoxycytidine monohydrate (dCMP) is a nucleoside phosphate in being comprised of a deoxyribonucleoside and one phosphate group. It has a deoxyribose as its sugar constituent with one phosphate group attached. Its nucleoside contains a pyrimidine base, i.e., a cytosine attached to the deoxyribose sugar. It has only one phosphate group attached to the nucleoside. Its conjugate acid form is deoxycytidylic acid, whereas its conjugate base form is deoxycytidylate. dCMP, instead of having a hydroxyl group on the 2′ carbon of the sugar component as it is in Cytidine monophosphate (CMP), has it reduced to a hydrogen atom (thus, deoxy- in its name). dCMP is one of the monomeric units that constitute DNA, whereas CMP is one of the monomeric units that make up RNA.
2'-Deoxycytidine Preparation Products And Raw materials
Raw materials
Preparation Products
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