CMP-Sialic Acid (sodium salt)(CAT: R065249) is a crucial nucleotide sugar involved in the biosynthesis of glycoproteins and glycolipids. It serves as a donor substrate in sialylation reactions, where sialic acid residues are transferred to glycoproteins and glycolipids, significantly impacting cellular recognition, signaling, and stability. CMP-Sialic Acid is essential in studying cell biology, particularly in glycosylation processes, and is widely used in the research of sialic acid-related diseases, such as cancer and viral infections. This compound is vital for investigating enzymatic pathways and developing therapeutic agents targeting sialylation.
Catalog Number | R065249 |
CAS Number | 1007117-62-5 |
Synonyms | CMP-Neu5Ac |
Molecular Formula | C20H30N4O16P • Na |
Purity | ≥95% |
Storage | -20°C |
IUPAC Name | sodium;[(2R,4S,5R,6R)-5-acetamido-2-carboxy-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxan-2-yl] [(2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphate |
InChI | InChI=1S/C20H31N4O16P.Na/c1-7(26)22-12-8(27)4-20(18(32)33,39-16(12)13(29)9(28)5-25)40-41(35,36)37-6-10-14(30)15(31)17(38-10)24-3-2-11(21)23-19(24)34;/h2-3,8-10,12-17,25,27-31H,4-6H2,1H3,(H,22,26)(H,32,33)(H,35,36)(H2,21,23,34);/q;+1/p-1/t8-,9+,10+,12 |
InChIKey | VFRHSOGUONIUOR-HLZBELLTSA-M |
SMILES | O[C@H]1[C@@H](O)[C@H](N2C=CC(N)=NC2=O)O[C@@H]1COP(O[C@@]3(C(O)=O)C[C@H](O)[C@@H](NC(C)=O)[C@@]([C@H](O)[C@H](O)CO)([H])O3)([O-])=O.[Na+] |
Reference | 1.Münster-Kühnel, A.K.,Tiralongo, J.,Krapp, S., et al. Structure and function of vertebrate CMP-sialic acid synthetases. Glycobiology 14(10), 43R-51R (2004). |