19023

N-Acetylneuraminic acid

analytical standard

• Synonyme(s) : N-Acetyl-D-neuraminic acid, N-acetyl-beta-neuraminic acid, N-acetylneuramic acid, 5-Acetamido-3,5-dideoxy-D-glycero-D-galactononulosonic acid, Lactaminic acid, NAN, NANA, Sialic acid
• Formule empirique (notation de Hill): C₁₁H₁₉NO₉
• Numéro CAS: 131-48-6
• Poids moléculaire : 309.27
• Numéro Beilstein : 1716283
• Numéro CE : 205-023-1
• Numéro MDL: MFCD00006620
• Code UNSPSC : 85151701
• ID de substance PubChem : 329751777
• Nomenclature NACRES : NA.24

Propriétés

• Qualité: analytical standard
• Niveau de qualité: 100
• Pureté: ≥97.0% (HPLC)
• Forme: powder or crystals
• Durée de conservation: limited shelf life, expiry date on the label
• Classe(s) chimique(s) de l'analyte: oligosaccharides
• Technique(s): HPLC: suitable; gas chromatography (GC): suitable
• Application(s): food and beverages
• Format: neat
• 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

• Digestibility and Microbiota Modulation by Dietary Sialic Acid: Research indicated that sialylation of dietary mucin can modulate its digestibility and subsequently affect the gut microbiota of elderly individuals, highlighting the significance of N-Acetylneuraminic acid in dietary formulations and gut health (Fang et al., 2024).

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.

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