Structure of Deoxyadenosine

Deoxyadenosine (symbol dA) is a kind of deoxyribonucleoside. The molecular formula of deoxyadenosine is C₁₀H₁₃N₅O₃, and the molecular weight is 251.2419. As the derivative of the nucleoside adenosine, its ribose sugar moiety was taken out of a hydroxyl group (-OH) by hydrogen (-H) at the 2′ position. Deoxyadenosine matches with deoxythymidine (T) in DNA.

Fig.1 Structure of deoxyadenosine. (Wikipedia)

Functions of Deoxyadenosine

Deoxyadenosine is a structural fragment of deoxyribonucleic acid (DNA), which is involved in the transmission of genetic information of almost all biological cells, and is also closely related to the synthesis of proteins and the metabolism of polysaccharides. Importantly, it plays a valuable role in the differentiation and inhibition of cells.

Fig.2 Prebiotic route to purine deoxyribonucleosides. (Xu, et al., 2020)

Nucleoside-based Deoxyadenosine Production Service at CD BioGlyco

Deoxyadenosine is a structural material of oligonucleotide drugs, and the market demand is also growing rapidly. CD BioGlyco is committed to providing professional and abundant experience in the deoxyadenosine production service for clients all over the world.

• Production methods
  
  • Chemical synthesis
    
    • The solid-supported phosphoramidite method is used to synthesize deoxyadenosine.
    • The fusion method.
    • The metal salt method.
    • The Silyl-Hilbert-Johnson (SHJ) reaction.
  • Biosynthetic methods
    Through cloning three different nucleoside phosphorylases into a recombinant Escherichia coli strain, and then thymidine and adenine are used as raw materials to prepare 2'-deoxyadenosine.
    
    • Screening and verifying biosynthetic genes of deoxyadenosine nucleosides
      
      • Through the gene sequence information to synthesize the target.
      • The genes involved in the biosynthetic pathways were verified by PCR.
    • Vector construction
      
      • Cloning into proprietary, high-efficiency plasmid expression vectors.
    • Large-scale plasmid preparation
    • Expression
      
      • E. coli.
        
        • We demonstrated the use ofE. coli to produce deoxyadenosine with less byproduct formation.
    • Purification
      CD BioGlyco performs the most widely used methods for lectin purification, including:
      
      • High-performance liquid chromatography (HPLC)
      • Gel-filtration chromatography
      • Reversed-phase and anion exchange chromatography
    • Large-scale production
      
      • Scale-up production according to the pilot study, provides bulk-purified deoxyadenosine.
    • QC analysis
      
      • Expression products determination
        
        • SDS-PAGE
      • Determination of nucleoside content
        
        • HPLC, mass spectrometry (MS)
• Production capacity
  
  • Large-scale production.

Fig.3 Nucleoside-based deoxyadenosine production. (CD BioGlyco)

Applications

• Important raw materials
  
  • Used for genetic medicine and genetic engineering research.
  • Used for chemical synthesis of DNA and RNA.
• As intermediates of antiviral nucleoside drugs
  
  • Deoxyadenosine is a useful intermediate for the chemical synthesis of various antiviral nucleoside drugs.

Advantages

• Highly pure, stable and environmentally friendly.
• Our production method avoided a low-yielding reaction and an expensive, proprietary isolation technology, multiple impurities, and complex reactions.
• We possess a potential for industrial production.

CD BioGlyco is committed to providing you with a full spectrum of high-quality Nucleoside Production Services with advanced equipment, technologies, and highly experienced staff. If you have nucleoside production projects in hand, please feel free to contact us for more information.