A0812

N-Acetylneuraminic acid

≥95% anhydrous basis, synthetic

• Synonyme(s) : 5-Acetamido-3,5-dideoxy-D-glycero-D-galactononulosonic acid, Lactaminic acid, NAN, NANA, Sialic acid
• Formule empirique (notation de Hill) : C₁₁H₁₉NO₉
• CAS Number: 131-48-6
• Poids moléculaire : 309.27
• Beilstein: 1716283
• Numéro CE : 205-023-1
• Numéro MDL: MFCD00006620
• Code UNSPSC : 12352201
• ID de substance PubChem : 24890457
• Nomenclature NACRES : NA.25

Propriétés

• Source biologique: synthetic
• Niveau de qualité: 200
• Type: Type IV-S
• Essai: ≥95% anhydrous basis
• Forme: powder
• Couleur: white to off-white
• Pf: 184-186 °C
• Solubilité: H₂O: ~50 mg/mL
• Température de stockage: −20°C
• Chaîne SMILES: O[C@@]1(O[C@@]([C@@H]([C@H](C1)O)NC(C)=O)([H])[C@@H]([C@@H](CO)O)O)C(O)=O
• InChI: 1S/C11H19NO9/c1-4(14)12-7-5(15)2-11(20,10(18)19)21-9(7)8(17)6(16)3-13/h5-9,13,15-17,20H,2-3H2,1H3,(H,12,14)(H,18,19)/t5-,6+,7+,8+,9+,11-/m0/s1
• Clé InChI: SQVRNKJHWKZAKO-PFQGKNLYSA-N

Description

Application

N-Acetylneuraminic acid (NANA, Neu5Ac) is a major component of glycoconjugates such as glycolipids, glycoproteins and proteoglycans (sialogylcoproteins) where it confers selective binding characteristics to the glycosylated component. Neu5Ac is used to study its biochemistry, metabolism and uptake in vivo and in vitro. Neu5Ac is used in the development of nanocarriers.

Actions biochimiques/physiologiques

Both sialic acid and neuraminic acid are loosely used to refer to conjugates of neuraminic acid. N-Acetylneuraminic acid is often found as the terminal sugar of cell surface glycoproteins. Cell surface glycoproteins have important roles in cell recognition and interaction as well as in cell adhesion. Membrane glycoproteins are also important in tumor growth and metastases.

Autres remarques

To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Informations sur la sécurité

• Pictogrammes: GHS07
• Mention d'avertissement: Warning
• Mentions de danger: H319
• Conseils de prudence: P264 - P280 - P305 + P351 + P338 - P337 + P313
• Classification des risques: Eye Irrit. 2
• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 2
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: Eyeshields, Gloves, type N95 (US)