CMP-Sialic acid

CMP-Sialic acid (CMP-Neu5Ac) is an allosteric inhibitor of UDP-GlcNAc 2-epimerase. CMP-Sialic acid provides a substrate for Golgi sialyltransferases. CMP-Sialic acid is an important sugar nucleotide for biosynthesis of sialic acid and its conjugates[1].

Product Specifications

CAS Number

[3063-71-6]

Product Name Alternative

CMP-Neu5Ac

UNSPSC

12352005

Hazard Statement

H302-H315-H319-H335

Target

Endogenous Metabolite

Type

Reference compound

Related Pathways

Metabolic Enzyme/Protease

Applications

Metabolism-sugar/lipid metabolism

Field of Research

Metabolic Disease

Assay Protocol

https://www.medchemexpress.com/cmp-sialic-acid.html

Solubility

10 mM in DMSO

Smiles

O[C@@H]1[C@H](O[C@@H](N2C(N=C(N)C=C2)=O)[C@@H]1O)COP(O[C@@]3(O[C@@]([C@H](NC(C)=O)[C@@H](O)C3)([H])[C@H](O)[C@H](O)CO)C(O)=O)(O)=O

Molecular Formula

C20H31N4O16P

Molecular Weight

614.45

Precautions

P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

References & Citations

[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.|[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.