T2144

N,N′,N′′-Triacetylchitotriose

≥93% (HPLC)

• Synonyme(s) : NAG3, Tri(N-acetyl-D-glucosamine), O-[2-Acetamido-2-deoxy-β-D-glucopyranosyl-(1→4)]-O-[2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→4)]-2-acetamido-2-deoxy-D-glucopyranose
• Formule empirique (notation de Hill): C₂₄H₄₁N₃O₁₆
• Numéro CAS: 38864-21-0
• Poids moléculaire : 627.59
• Numéro Beilstein : 75249
• Numéro MDL: MFCD00136047
• Code UNSPSC : 12352201
• ID de substance PubChem : 24900018
• Nomenclature NACRES : NA.25

Propriétés

• Niveau de qualité: 200
• Pureté: ≥93% (HPLC)
• Forme: powder
• Impuretés: ≤8% water (Karl Fischer)
• Couleur: white to yellow cast
• Solubilité: water: 50 mg/mL, clear to slightly hazy, colorless to faintly yellow
• Température de stockage: −20°C
• Chaîne SMILES: CC(=O)N[C@@H](C=O)[C@@H](O)[C@H](O[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2NC(C)=O)[C@H](O)[C@H]1NC(C)=O)[C@H](O)CO
• InChI: 1S/C24H41N3O16/c1-8(32)25-11(4-28)17(36)21(12(35)5-29)42-24-16(27-10(3)34)20(39)22(14(7-31)41-24)43-23-15(26-9(2)33)19(38)18(37)13(6-30)40-23/h4,11-24,29-31,35-39H,5-7H2,1-3H3,(H,25,32)(H,26,33)(H,27,34)/t11-,12+,13+,14+,15+,16+,17+,18+,19+,20+,21+,22+,23-,24-/m0/s1
• Clé InChI: LRDDKCYRFNJZBX-WHFMPQCRSA-N

Description

Application

N,N′,N′′-Triacetylchitotriose has been used:

• as a competitive inhibitor of the enzymatic activity of lysozyme to treat Macrophages to inhibit the constitutively lysozyme production
• to dock the catalytic cleft of Cel9A (endocellulases)
• as an inhibitory sugar to access the specificity of labelling with gold complexed lectin

Actions biochimiques/physiologiques

N,N′,N′′-Triacetylchitotriose is a chitin oligosaccharide, that promotes lysozyme inhibition. Chitin oligosaccharides are associated with many physiological functions. They are biodegradable and are useful in identifying chitin polysaccharides and associated glycoconjugates.

Notes préparatoires

Prepared by the method of Barker, S.A., et al., J. Chem. Soc., 2218 (1958).

Autres remarques

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

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
• Équipement de protection individuelle: Eyeshields, Gloves, type N95 (US)