149007-28-3
Chemical Structure
CMP-Sialic acid disodium
Synonym(s): CMP-Neu5Ac disodium
- CAS No.: 149007-28-3
- Formula:C20H29N4Na2O16P
- Molecular Weight:658.41
IUPAC Name: sodium (2R,4S,5R,6R)-5-acetamido-2-(((((2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)oxidophosphoryl)oxy)-4-hydroxy-6-((1R,2R)-1,2,3-trihydroxypropyl)tetrahydro-2H-pyran-2-carboxylate
InChIKey: RDSGQXNTVKSPNI-HLSIGCASSA-L
SMILES: O=P(O[C@@](C[C@@H]([C@H]1NC(C)=O)O)(O[C@]1([C@@H]([C@@H](CO)O)O)[H])C(O[Na])=O)(O[Na])OC[C@@H]2[C@@H](O)[C@@H](O)[C@H](N3C(N=C(N)C=C3)=O)O2
Biological Activity: CMP-Sialic acid (CMP-Neu5Ac) sodium is an allosteric inhibitor of UDP-GlcNAc 2-epimerase. CMP-Sialic acid sodium provides a substrate for Golgi sialyltransferases. CMP-Sialic acid sodium is an important sugar nucleotide for biosynthesis of sialic acid and its conjugates[1][2][3].
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CMP-Sialic acid disodium | CMP-Sialic acid (CMP-Neu5Ac) sodium is an allosteric inhibitor of UDP-GlcNAc 2-epimerase. CMP-Sialic acid sodium provides a substrate for Golgi sialyltransferases. CMP-Sialic acid sodium is an important sugar nucleotide for biosynthesis of sialic acid and its conjugates. | |||||||||||||||||||||
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References
- [1]. Münster AK, et al. Mammalian cytidine 5'-monophosphate N-acetylneuraminic acid synthetase: a nuclear protein with evolutionarily conserved structural motifs. Proc Natl Acad Sci U S A. 1998 Aug 4;95(16):9140-5. [Content Brief]
- [2]. Jing Song, et al. Reassembled Biosynthetic Pathway for a Large-scale Synthesis of CMP-Neu5Ac. Mar Drugs. 2003 Dec; 1(4): 34-45.
- [3]. Mercado CP, et al. A serotonin-induced N-glycan switch regulates platelet aggregation. Sci Rep. 2013 Sep 30;3:2795. [Content Brief]
