C8271

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

≥85% (HPLC)

• Synonyme(s) : CMP-NeuAc
• Formule linéaire : C₂₀H₃₀N₄NaO₁₆P
• CAS Number: 1007117-62-5
• Poids moléculaire : 636.43
• Beilstein: 4224251
• Numéro MDL: MFCD00151579
• Code UNSPSC : 41106305
• ID de substance PubChem : 24893038
• Nomenclature NACRES : NA.51

Propriétés

• Source biologique: synthetic (organic)
• Niveau de qualité: 200
• Essai: ≥85% (HPLC)
• Forme: powder
• Température de stockage: −20°C
• Chaîne 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
• Clé InChI: VFRHSOGUONIUOR-CTFMUGKASA-M

Description

Description générale

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

Application

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

Actions biochimiques/physiologiques

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.

Notes préparatoires

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.

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable