N,N′,N′′-Triacetylchitotriose

SIGMA/T2144 - ≥93% (HPLC)

Synonym: 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

CAS Number: 38864-21-0
Empirical Formula (Hill Notation): C₂₄H₄₁N₃O₁₆
Molecular Weight: 627.59
MDL Number: MFCD00136047
Linear Formula: C₂₄H₄₁N₃O₁₆
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-T2144-10MG	10 mg	$318.00 1/EA	Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

assay	≥93% (HPLC)
color	white to yellow cast
form	powder
impurities	≤8% water (Karl Fischer)
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
InChI key	LRDDKCYRFNJZBX-WHFMPQCRSA-N
Quality Level	200
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
solubility	water: 50 mg/mL, clear to slightly hazy, colorless to faintly yellow
storage temp.	−20°C

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
Biochem/physiol Actions:	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.
Other Notes:	To gain a comprehensive understanding of our extensive range of Oligosaccharides for your research, we encourage you to visit our Carbohydrates Category page.
Packaging:	10, 50 mg in glass bottle
Preparation Note:	Prepared by the method of Barker, S.A., et al., J. Chem. Soc., 2218 (1958).

RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥93% (HPLC)
Storage Temp.	−20°C
UNSPSC	12352201

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