16373-93-6 Usage
Description
2'-Deoxyadenosine monohydrate is an adenosine nucleotide that can be synthesized by the enzyme adenosine kinase. It is a white crystalline powder and functions as a competitive inhibitor of phosphodiesterase, an enzyme that breaks down cyclic nucleotides to their corresponding monophosphate form. This inhibition leads to elevated levels of cAMP, which can cause neuronal death by apoptosis.
Uses
Used in Pharmaceutical Industry:
2'-Deoxyadenosine monohydrate is used in the synthesis of 5'-modified 2'-deoxyadenosine analogues, which serve as anti-hepatitis C virus agents. These analogues are crucial in the development of antiviral medications.
Used in Cellular Energy Production:
2'-Deoxyadenosine is utilized by some cells as an energy source under energy stress conditions. It also plays a role in affecting cAMP levels, which is important for various cellular processes.
Used in Biological Research:
2'-Deoxyadenosine monohydrate is used in comparison studies of the functions of adenosine analogues on various biological processes. This helps researchers understand the mechanisms of action and potential applications of these analogues.
Used in Nucleoside Supplementation:
2'-Deoxyadenosine monohydrate serves as a component for nucleoside supplementation, which is essential for maintaining the proper functioning of cells and supporting overall health.
Used in DNA Methylation Studies:
It is used as a standard to estimate the global methylation rate in proliferating oil palm embryogenic suspensions, providing insights into the epigenetic regulation of gene expression in this context.
Used in Antiviral Therapy:
2'-Deoxyadenosine monohydrate has been used to reverse the inhibitory effects of sterile alpha motif (SAM) and histidine-aspartate (HD) domain-containing protein (SAMHD1) on human immunodeficiency virus (HIV-1) and hepatitis B virus (HBV), potentially enhancing the effectiveness of antiviral treatments.
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.]
Check Digit Verification of cas no
The CAS Registry Mumber 16373-93-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,6,3,7 and 3 respectively; the second part has 2 digits, 9 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 16373-93:
(7*1)+(6*6)+(5*3)+(4*7)+(3*3)+(2*9)+(1*3)=116
116 % 10 = 6
So 16373-93-6 is a valid CAS Registry Number.