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T2144

Sigma-Aldrich

N,N′,N′′-Triacetylchitotriose

≥93% (HPLC)

别名:

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

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About This Item

经验公式（希尔记法）:
C24H41N3O16
CAS号:
38864-21-0
分子量:
627.59
Beilstein:
75249
MDL编号:
MFCD00136047
UNSPSC代码:
12352201
PubChem化学物质编号:
24900018
NACRES:
NA.25

质量水平

200

方案

≥93% (HPLC)

表单

powder

杂质

≤8% water (Karl Fischer)

颜色

white to yellow cast

溶解性

water: 50 mg/mL, clear to slightly hazy, colorless to faintly yellow

储存温度

−20°C

SMILES字符串

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

InChI key

LRDDKCYRFNJZBX-WHFMPQCRSA-N

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相关类别

应用

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

生化/生理作用

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.

制备说明

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

其他说明

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

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)

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分析证书(COA)

Lot/Batch Number
0000395835
0000367398
0000334565
0000334565
0000395835

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Chitin binding by Thermobifida fusca cellulase catalytic domains
Li Y and Wilson DB
Biotechnology and Bioengineering, 100(4), 644-652 (2008)
Lysozyme plays a dual role against the dimorphic fungus Paracoccidioides brasiliensis
Lopera D, et al.
Revista Do Instituto De Medicina Tropical De Sao Paulo, 50(3), 169-175 (2008)
Isolation and immunolocalization of a Pinus nigra lectin (PNL) during interaction with the necrotrophs?Heterobasidion annosum and Fusarium avenaceum
Nahalkova J, et al.
Physiological and Molecular Plant Pathology, 59(3), 153-163 (2001)
Analysis of chitin oligosaccharides by capillary electrophoresis with laser-induced fluorescence
Wang CY and Hsieh YZ
Journal of Chromatography A, 979(1-2), 431-438 (2002)
Staphylococcus aureus Evades Lysozyme-Based Peptidoglycan Digestion that Links Phagocytosis, Inflammasome Activation, and IL-1? Secretion
Shimada T, et al.
Cell host & microbe, 7(1), 38-49 (2010)
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