T2144

N,N′,N′′-Triacetylchitotriose

≥93% (HPLC)

• Sinónimos: 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
• Fórmula empírica (notación de Hill): C₂₄H₄₁N₃O₁₆
• Número de CAS: 38864-21-0
• Peso molecular: 627.59
• Beilstein: 75249
• Número MDL: MFCD00136047
• Código UNSPSC: 12352201
• ID de la sustancia en PubChem: 24900018
• NACRES: NA.25

Propiedades

• Nivel de calidad: 200
• Ensayo: ≥93% (HPLC)
• Formulario: powder
• impurezas: ≤8% water (Karl Fischer)
• color: white to yellow cast
• solubilidad: water: 50 mg/mL, clear to slightly hazy, colorless to faintly yellow
• temp. de almacenamiento: −20°C
• cadena 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
• Clave InChI: LRDDKCYRFNJZBX-WHFMPQCRSA-N

Descripción

Aplicación

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

Acciones bioquímicas o fisiológicas

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.

Nota de preparación

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

Otras notas

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

Información de seguridad

• Código de clase de almacenamiento: 11 - Combustible Solids
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable
• Equipo de protección personal: Eyeshields, Gloves, type N95 (US)