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
• Beilstein: 75249
• Numéro MDL: MFCD00136047
• Code UNSPSC : 12352201
• ID de substance PubChem : 24900018
• Nomenclature NACRES : NA.25

Propriétés

• Niveau de qualité: 200
• Essai: ≥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[1]
• to dock the catalytic cleft of Cel9A (endocellulases)[2]
• as an inhibitory sugar to access the specificity of labelling with gold complexed lectin[3]

Actions biochimiques/physiologiques

N,N′,N′′-Triacetylchitotriose is a chitin oligosaccharide,[4] that promotes lysozyme inhibition.[5] Chitin oligosaccharides are associated with many physiological functions. They are biodegradable and are useful in identifying chitin polysaccharides and associated glycoconjugates.[4]

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)