Overview
2'-Deoxyadenosine is a fundamental nucleoside composed of adenine linked to a deoxyribose sugar via a β-N9-glycosidic bond. It serves as a critical precursor in DNA synthesis and repair mechanisms. As one of the four standard deoxynucleosides in DNA, it plays a pivotal role in genetic information transfer and cellular processes. First isolated in the mid-20th century, this compound has since become indispensable in molecular biology and pharmaceutical research. Its derivatives are widely used in antiviral therapies, particularly in drugs targeting HIV and hepatitis B.
Physical and Chemical Properties
The compound typically presents as a white crystalline powder with moderate solubility in polar solvents like water (approximately 5 mg/mL at 25°C) and DMSO. Its UV absorption maxima occur at 259 nm (pH 7), a characteristic feature used for quantification in laboratory settings. Thermal analysis shows decomposition begins near 190°C without a distinct melting point. The molecular structure features both hydrophilic (hydroxyl groups) and hydrophobic (adenine ring) regions, influencing its behavior in biochemical systems. Stability studies indicate it remains intact for years when stored properly at -20°C in anhydrous conditions.
Main Applications
In biotechnology, 2'-deoxyadenosine is essential for PCR amplification, DNA sequencing, and gene synthesis. Pharmaceutical companies utilize it as a starting material for prodrugs like vidarabine, an antiviral medication. Research laboratories employ it in studies of DNA polymerase kinetics and nucleotide excision repair pathways. The compound also finds use in diagnostic applications, particularly in the development of DNA probes and biosensors. Recent advances in oligonucleotide therapeutics have increased demand for high-purity 2'-deoxyadenosine as raw material for antisense drugs and aptamers.
Safety and Storage
While not classified as highly hazardous, proper handling procedures should be followed. Use nitrile gloves and safety goggles when weighing powder to prevent irritation. Avoid generating dust aerosols during handling. In case of skin contact, wash immediately with copious water. For long-term storage, aliquot the compound into amber vials under inert atmosphere (argon or nitrogen) to prevent oxidation. Lyophilized form offers superior stability compared to solutions. Monitor stored material for discoloration, which indicates degradation. Dispose of waste according to local regulations for organic compounds.
B2B Procurement Guide
When sourcing 2'-deoxyadenosine, prioritize suppliers with ISO 9001 certification and documented quality control processes. Key specifications to verify include: HPLC purity (typically ≥98%), endotoxin levels (<0.1 EU/mg for therapeutic applications), and residual solvent content (meets ICH guidelines). Bulk purchasers should request certificates of analysis (CoA) with batch-specific data and consider audit visits for GMP-grade material. Lead times for custom quantities often range 2-4 weeks. For research-grade purchases, 1g to 100g quantities are commonly stocked by major biochemical suppliers. Evaluate supplier capabilities for custom modifications like isotope labeling (13C/15N) if needed for specialized applications.
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