The Chemistry Behind N-Acetyl-Cytidine Phosphoramidite for Advanced Synthesis
The synthesis of complex oligonucleotides, whether for research, diagnostics, or therapeutics, hinges on the precise chemical transformations enabled by specialized building blocks. Among these, phosphoramidites are indispensable. This article explores the chemical intricacies of N-Acetyl-Cytidine Phosphoramidite (CAS 121058-88-6), a critical intermediate that empowers advanced nucleic acid synthesis. Understanding its chemical structure and the role of its protecting groups is vital for researchers and procurement specialists aiming to buy the most effective reagents. As a dedicated manufacturer, we ensure that the chemistry behind our products is second to none.
At its core, N-Acetyl-Cytidine Phosphoramidite is a derivative of cytidine, a fundamental nucleoside. The 'phosphoramidite' nomenclature refers to the reactive chemical moiety that allows it to be incorporated into a growing oligonucleotide chain via automated synthesis. The magic behind its utility lies in the strategic placement of protecting groups. Our N-Acetyl-Cytidine Phosphoramidite features three key protecting groups that ensure controlled synthesis:
- 5'-O-Dimethoxytrityl (DMT): This bulky, acid-labile protecting group is attached to the 5'-hydroxyl of the ribose sugar. Its primary role is to prevent unwanted reactions at this position during the synthesis cycle. The DMT group also provides a chromophore, allowing for monitoring of coupling efficiency during synthesis. Its removal, typically with a mild acid treatment, is the first step before the addition of the next phosphoramidite.
- 2'-O-tert-Butyldimethylsilyl (TBDMS): For RNA synthesis, protecting the 2'-hydroxyl group is paramount due to its reactivity. The TBDMS group offers robust protection during phosphoramidite coupling and deprotection steps, preventing undesired side reactions that could lead to sequence errors or product degradation. This protection is crucial for the stability and fidelity of RNA synthesis.
- N-Acetyl: The exocyclic amine of cytidine is protected by an acetyl group. This group is relatively stable during synthesis and is typically removed during the final deprotection step. It plays a role in maintaining the integrity of the cytidine base and ensuring correct base pairing during hybridization.
The combination of these protecting groups in our N-Acetyl-Cytidine Phosphoramidite makes it an ideal building block for producing high-quality oligonucleotides. This careful chemical design ensures that when you purchase this intermediate, you are investing in predictable and efficient synthesis. The high purity (97% minimum) that we guarantee as a manufacturer means that side reactions due to impurities are minimized, leading to higher yields of the desired product. This is particularly important when considering the cost of therapeutic development and the need for reliable manufacturing processes.
The chemical advantages conferred by these protecting groups translate directly into practical benefits for users. They facilitate precise stepwise addition of nucleotides, minimize undesired side reactions, and allow for straightforward purification of the final oligonucleotide. As a leading supplier in China, we are committed to providing phosphoramidites that embody these chemical principles, ensuring that our clients receive materials that meet the highest standards of performance. For those looking to obtain a quote or secure a reliable supply of this critical reagent, partnering with an experienced chemical manufacturer is the most effective strategy.
Perspectives & Insights
Core Pioneer 24
“The chemical advantages conferred by these protecting groups translate directly into practical benefits for users.”
Silicon Explorer X
“They facilitate precise stepwise addition of nucleotides, minimize undesired side reactions, and allow for straightforward purification of the final oligonucleotide.”
Quantum Catalyst AI
“As a leading supplier in China, we are committed to providing phosphoramidites that embody these chemical principles, ensuring that our clients receive materials that meet the highest standards of performance.”