![(1S,5R,6S)-Ethyl 5-(pentan-3-yl-oxy)-7-oxa-bicyclo[4.1.0]hept-3-ene-3-carboxylate CAS NO 204254-96-6](/uploads/24095/small/-1s-5r-6s-ethyl-5-pentan-3-yl-oxy-7-oxa4864b.png?size=118x0)
5'-Cytidylic acid (5'-CMP) is an essential nucleotide compound with the chemical formula C₉H₁₃N₃O₈P, molecular weight 323.20, and CAS No. 63-37-6. It appears as a white to off-white crystalline powder, highly soluble in water, slightly soluble in ethanol, and insoluble in organic solvents like ether, with its aqueous solution showing acidity. The compound has a melting point of approximately 180°C (with decomposition), demonstrating good stability under neutral or weakly alkaline conditions, while prone to hydrolysis in acidic environments. Structurally, it consists of a cytosine base, ribose, and a phosphate group linked by a glycosidic bond and a phosphoester bond, integrating the biological activity of nucleosides with the dissociation property of phosphate groups. In solution, it can ionize H⁺, participating in acid-base balance regulation.
In applications, 5'-CMP serves as a key intermediate in nucleic acid metabolism, widely used in biomedicine, food industry, and scientific research. In medicine, it acts as a precursor for antiviral drugs to interfere with viral nucleic acid synthesis and is used to prepare immunomodulators for enhancing immune function. As a nutritional supplement, it promotes cell growth and repair, commonly applied in adjuvant therapy for liver diseases and postoperative recovery. In the food industry, its sodium salt (disodium 5'-cytidylate) is a vital flavor nucleotide, showing significant umami enhancement when compounded with sodium glutamate, thus widely added to seasonings, instant noodle soup bases, and other foods. In scientific research, 5'-CMP is a raw material for RNA synthesis, used in molecular biology experiments such as in vitro transcription and oligonucleotide synthesis, and serves as an important tool compound for studying nucleotide metabolic pathways. It should be stored sealed in a cool, dry place to avoid moisture and high temperature, and its aqueous solution is recommended to be prepared fresh to maintain structural stability.