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| | 2'-Deoxyadenosine monohydrate Basic information |
| | 2'-Deoxyadenosine monohydrate Chemical Properties |
| Melting point | 187-189 °C | | refractive index | -25.5 ° (C=0.5, H2O) | | storage temp. | 2-8°C | | solubility | H2O: soluble50mg/mL, clear, colorless | | form | powder | | color | White to light beige | | Water Solubility | 0.3 g/100 mL (20 ºC) | | BRN | 5191174 | | Stability: | Stable, but air sensitive. Incompatible with strong oxidizing agents. | | InChIKey | WZJWHIMNXWKNTO-VWZUFWLJSA-N | | CAS DataBase Reference | 16373-93-6(CAS DataBase Reference) |
| | 2'-Deoxyadenosine monohydrate Usage And Synthesis |
| Description | 2'-Deoxyadenosine monohydrate is an adenosine nucleotide, which can be synthesized by the enzyme adenosine kinase. 2'-Deoxyadenosine monohydrate is a competitive inhibitor of phosphodiesterase, which breaks down cyclic nucleotides to their corresponding monophosphate form. This leads to elevated levels of cAMP, which can cause neuronal death by apoptosis. | | Chemical Properties | White crystalline powder | | Uses | 2'-Deoxyadenosineise is used by some cells as an energy source under energy stress conditions and to affect cAMP levels. 2'-dAdo is used in comparison studies of the functions of adenosine analogues on various biological processes. | | Uses | 2′-Deoxyadenosine monohydrate has been used:
- as a component for nucleoside supplementation
- as a standard for to estimate DNA global methylation rate in proliferating oil palm embryogenic suspensions
- to reverse sterile alpha motif (SAM) and histidine-aspartate (HD) domain-containing protein (SAMHD1)
- inhibition of human immunodeficiency virus (HIV-1) and hepatitis B virus (HBV)
| | Uses | 2'-Deoxyadenosine monohydrate is used in the synthesis of 5'-modified 2'-deoxyadenosine analogues as anti-hepatitis C virus agents. | | Biochem/physiol Actions | Excess 2′-deoxyadenosine gets converted to adenosine triphosphate (dATP), which inhibits ribonucleotide reductase. | | Purification Methods | Purify it by recrystallisation from H2O (hydrated crystals; solubility of the monohydrate is 1.1% in H2O at 20o). It has max 258nm (pH 1), 260nm (pH 7) and 261nm (pH 13). [Ness & Fletcher J Am Chem Soc 81 4752 1959, Walker & Butler Can J Chem 34 1168 1956.] The 3',5'-O-diacetyl derivative has m 151-152o (from EtOAc/pet ether). [Beilstein 26 III/IV 3589.] |
| | 2'-Deoxyadenosine monohydrate Preparation Products And Raw materials |
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