Introduction to 4'-Ethynyl-2-Fluoro-2'-Deoxyadenosine,Cas: 865363-93-5

4'-Ethynyl-2-fluoro-2'-deoxyadenosine,865363-93-5 is a synthetic compound that belongs to the class of nucleoside analogues. It is a modified form of the natural nucleoside adenosine, where specific chemical modifications have been made to enhance its properties and potential applications in various fields. This article will provide an overview of 4'-Ethynyl-2-fluoro-2'-deoxyadenosine, highlighting its structure, properties, and potential applications.

Structure and Properties:
4'-Ethynyl-2-fluoro-2'-deoxyadenosine is derived from the nucleoside adenosine by the introduction of an ethynyl group (-C≡CH) at the 4' carbon position and a fluorine atom (F) at the 2' carbon position. This modification alters the physicochemical properties of the molecule, resulting in unique characteristics that distinguish it from its natural counterpart.

The ethynyl group confers increased stability and resistance to enzymatic degradation, making 4'-Ethynyl-2-fluoro-2'-deoxyadenosine a promising candidate for various applications. The fluorine atom enhances its lipophilicity, potentially influencing its bioavailability and cellular uptake.

Applications:

  1. Antiviral Activity: 4'-Ethynyl-2-fluoro-2'-deoxyadenosine has shown significant antiviral activity against a range of viral infections. It acts by inhibiting viral replication through interference with the viral polymerase enzyme, thereby preventing viral propagation. This compound has demonstrated efficacy against DNA and RNA viruses, including hepatitis B virus (HBV) and human immunodeficiency virus (HIV).

  2. Cancer Research: The unique properties of 4'-Ethynyl-2-fluoro-2'-deoxyadenosine have attracted attention in cancer research. It has exhibited potent antiproliferative activity against various cancer cell lines, inhibiting cell growth and inducing apoptosis. Its ability to selectively target cancer cells while sparing normal cells makes it a potential candidate for cancer therapy.

  3. Nucleoside Analogue Probes: The ethynyl group in 4'-Ethynyl-2-fluoro-2'-deoxyadenosine can be utilized for click chemistry, enabling the attachment of various probes or functional groups. This opens avenues for its use in molecular imaging, diagnostics, and the development of targeted therapies.

  4. Nucleic Acid Modification: The modified structure of 4'-Ethynyl-2-fluoro-2'-deoxyadenosine allows it to be incorporated into nucleic acids during DNA or RNA synthesis. This property has implications in the field of chemical biology, where researchers can utilize this compound to study nucleic acid structure, function, and interactions.

Conclusion:
4'-Ethynyl-2-fluoro-2'-deoxyadenosine is a synthetic nucleoside analogue with unique properties and promising applications in antiviral therapy, cancer research, nucleic acid modification, and molecular imaging. Its structural modifications enhance stability, bioavailability, and antiviral efficacy, making it a valuable tool for various scientific investigations. Further research and development in this field may uncover additional applications and contribute to advancements in medicine and biotechnology.