C8271

Cytidine-5′-monophospho-N-acetylneuraminic acid sodium salt

≥85% (HPLC)

• Sinónimos: CMP-NeuAc
• Fórmula lineal: C₂₀H₃₀N₄NaO₁₆P
• Número de CAS: 1007117-62-5
• Peso molecular: 636.43
• Beilstein: 4224251
• Número MDL: MFCD00151579
• Código UNSPSC: 41106305
• ID de la sustancia en PubChem: 24893038
• NACRES: NA.51

Propiedades

• origen biológico: synthetic (organic)
• Nivel de calidad: 200
• Ensayo: ≥85% (HPLC)
• Formulario: powder
• temp. de almacenamiento: −20°C
• cadena SMILES: [Na+].CC(=O)N[C@@H]1[C@@H](O)C[C@@](O[C@@H]1[C@H](O)[C@H](O)CO)(OP([O-])(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N3C=CC(N)=NC3=O)C(O)=O
• 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+,13+,14+,15+,16?,17+,20+;/m0./s1
• Clave InChI: VFRHSOGUONIUOR-CTFMUGKASA-M

Descripción

Descripción general

Cytosine 5′-monophosphate N-acetylneuraminic acid (CMP-Neu5Ac) is a sugar-nucleotide produced by CMP-Neu5Ac synthetase from CTP and Neu5Ac.

Aplicación

Cytidine-5′-monophospho-N-acetylneuraminic acid sodium salt has been used:

• as a standard in high-performance anion-exchange chromatography with pulsed amperometric detection (HPAEC-PAD) for nucleotide sugar analysis in Joubert syndrome type 10 (JBTS10) patient cells and control skin fibroblasts,
• As a substrate for the enzymatic sialylation of G2 glycoforms, resialylation assay,
• in in-vitro sialyltransferase assay

Acciones bioquímicas o fisiológicas

Cytidine-5′-monophospho-N-acetylneuraminic acid (CMP-Sialic acid) is a substrate for sialyltransferases. It is used for the enzymatic sialylation of glycans.

Cytosine 5′-monophosphate N-acetylneuraminic acid (CMP-Neu5Ac) is used as a substrate for Golgi sialyltransferases to form sialic acid and its conjugates.

Nota de preparación

Enzymatically prepared by the method of Schauer, R., et al., Hoppe Seyler′s Z. Physiol. Chem., 353, 883 (1972).
CMP-NAN is very acid-labile.

Información de seguridad

• Código de clase de almacenamiento: 11 - Combustible Solids
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable