2'-Deoxyadenosine monohydrate

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

The Uses of 2'-Deoxyadenosine monohydrate

2'-Deoxyadenosine monohydrate is used in the synthesis of 5'-modified 2'-deoxyadenosine analogues as anti-hepatitis C virus agents.

The Uses of 2'-Deoxyadenosine monohydrate

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.

The Uses of 2'-Deoxyadenosine monohydrate

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)

What are the applications of Application

2′-Deoxyadenosine monohydrate is a deoxyribonucleoside

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.]