CAS 3063-71-6|Cytidine 5'-monophosphate-N-acetylneuraminic acid
| Common Name | Cytidine 5'-monophosphate-N-acetylneuraminic acid | ||
|---|---|---|---|
| CAS Number | 3063-71-6 | Molecular Weight | 636.433 |
| Density | 2.02g/cm3 | Boiling Point | / |
| Molecular Formula | C20H30N4NaO16P | Melting Point | / |
| MSDS | USA | Flash Point | / |
Names
| Name | CMP-N-acetyl-β-neuraminic acid |
|---|---|
| Synonym | More Synonyms |
BiologicalActivity
| Description | 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]. |
|---|---|
| Related Catalog | Research Areas >>Metabolic Disease |
| Target | Human Endogenous Metabolite |
| In Vitro | CMP-Sialic acid (22.5 μM, 45 min) 可用作 CMAH 底物来检测血小板裂解物中 Neu5Gc 的形成[1]。 |
| 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. [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. |
Chemical & Physical Properties
| Density | 2.02g/cm3 |
|---|---|
| Molecular Formula | C20H30N4NaO16P |
| Molecular Weight | 636.433 |
| Exact Mass | 636.129211 |
| PSA | 335.55000 |
| Index of Refraction | 1.737 |
| InChIKey | TXCIAUNLDRJGJZ-BILDWYJOSA-N |
| SMILES | CC(=O)NC1C(O)CC(OP(=O)(O)OCC2OC(n3ccc(N)nc3=O)C(O)C2O)(C(=O)O)OC1C(O)C(O)CO |
| Water Solubility | Freely soluble (220 g/L) (25 ºC) |
Safety Information
| Risk Phrases | 36/37/38 |
|---|---|
| Safety Phrases | 26 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | 3 |
Articles37
More Articles| Glycosylation of immunoglobulin G determines osteoclast differentiation and bone loss. Nat. Commun. 6 , 6651, (2015) Immunglobulin G (IgG) sialylation represents a key checkpoint that determines the engagement of pro- or anti-inflammatory Fcγ receptors (FcγR) and the direction of the immune response. Whether IgG sia... | |
| In vitro glycoengineering of IgG1 and its effect on Fc receptor binding and ADCC activity. PLoS ONE 10 , e0134949, (2015) The importance and effect of Fc glycosylation of monoclonal antibodies with regard to biological activity is widely discussed and has been investigated in numerous studies. Fc glycosylation of monoclo... | |
| A broadly-protective vaccine against meningococcal disease in sub-Saharan Africa based on generalized modules for membrane antigens (GMMA). Vaccine 32(23) , 2688-95, (2014) Neisseria meningitidis causes epidemics of meningitis in sub-Saharan Africa. These have mainly been caused by capsular group A strains, but W and X strains are increasingly contributing to the burden ... |
Synonyms
| CMP-b-D-Sialic Acid,DisodiumSalt |
| CMP-NAN,CMP-NANA,CMP-NeuAc,CMP-Sialic acid |
| CMP-Sia |
| Cytidine-5'-monophospho-N-acetylneuraminic acid disodium salt |
| CMP-N-acetyl-beta-neuraminic acid |
| Cytidine monophosphate n-acetylneuraminic acid |
| cytidine 5-monophospho-N-*acetylneuraminic acid |
| Sodium (2R,4S,5R)-5-acetamido-2-carboxy-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]tetrahydro-2H-pyran-2-yl [(2R,3S,4R,5R)-5-(4-amino-2-oxo-1(2H)-pyrimidinyl)-3,4-dihydroxytetrahydro-2-furanyl]methyl phosphate |
| CYTIDINE 5'-MONOPHOSPHO-N- |
| cytidine-5'-monophospho-N-acetyl-D-neuraminic acid |
| cytidine 5'-monophospho-N-acetylneuraminic acid,sodium |
| cmp-nan |
| CMP-N-Acetylneuraminic Acid |
| CMP-sialic acid |
| CMP-Sialic Acid, Monosodium Salt |
| Cytidine 5'-monophosphate-N-acetylneuraminic acid |
