T2144

N,N′,N′′-Triacetylchitotriose

≥93% (HPLC)

• Synonym(e): O-[2-Acetamino-2-deoxy-β-D-glucopyranosyl-(1→4)]-O-[2-acetamino-2-deoxy-β-D-glucopyranosyl-(1→4)]-2-acetamino-2-deoxy-D-glucose
• Empirische Formel (Hill-System): C₂₄H₄₁N₃O₁₆
• CAS-Nummer: 38864-21-0
• Molekulargewicht: 627.59
• Beilstein: 75249
• MDL-Nummer: MFCD00136047
• UNSPSC-Code: 12352201
• PubChem Substanz-ID: 24900018
• NACRES: NA.25

Eigenschaften

• Qualitätsniveau: 200
• Assay: ≥93% (HPLC)
• Form: powder
• Verunreinigungen: ≤8% water (Karl Fischer)
• Farbe: white to yellow cast
• Löslichkeit: water: 50 mg/mL, clear to slightly hazy, colorless to faintly yellow
• Lagertemp.: −20°C
• SMILES String: 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
• InChIKey: LRDDKCYRFNJZBX-WHFMPQCRSA-N

Beschreibung

Anwendung

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

Biochem./physiol. Wirkung

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.

Angaben zur Herstellung

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

Sonstige Hinweise

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

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type N95 (US)