N-Acetyl-5-O-bis(4-methoxyphenyl)phenylmethyl-2-O-methylcytidine丨CAS 199593-08-3

This compound is a protected nucleoside derivative widely used as an intermediate in the synthesis of modified oligonucleotides and nucleic acid analogs. The presence of acetyl, 2-O-methyl, and bis(4-methoxyphenyl)phenylmethyl (DMT) protecting groups allows for selective protection and deprotection of hydroxyl and amino functionalities, making it highly suitable for solid-phase oligonucleotide synthesis. It is employed in the production of RNA and DNA analogs with enhanced chemical stability, nuclease resistance, and improved hybridization properties. The 2-O-methyl modification increases resistance to enzymatic degradation, while the DMT group facilitates stepwise coupling and monitoring during automated synthesis. This compound is also used in the preparation of antisense oligonucleotides, siRNA, and therapeutic nucleic acids, as well as in research applications where chemically modified nucleotides are required for probing RNA structure, function, or for the development of nucleotide-based diagnostics and therapeutics.

The compound offers multiple advantages for nucleic acid synthesis and modification. The acetyl and DMT protecting groups allow for highly selective coupling reactions and stepwise construction of oligonucleotides, reducing side reactions and increasing overall yield. The 2-O-methyl modification improves chemical and enzymatic stability, which is essential for applications in therapeutic oligonucleotides and in vitro studies. Its solubility in common organic solvents used in oligonucleotide synthesis simplifies handling and purification. The steric and electronic properties of the protecting groups also facilitate efficient monitoring and control during automated synthesis, enabling precise incorporation into RNA or DNA strands. Overall, the combination of stability, reactivity, and selective protection makes it a reliable building block for research and development of modified nucleic acids.