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经验公式(希尔记法):
C24H41N3O16
化学文摘社编号:
分子量:
627.59
UNSPSC Code:
12352201
NACRES:
NA.25
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
75249
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
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 key
LRDDKCYRFNJZBX-WHFMPQCRSA-N
assay
≥93% (HPLC)
form
powder
impurities
≤8% water (Karl Fischer)
color
white to yellow cast
solubility
water: 50 mg/mL, clear to slightly hazy, colorless to faintly yellow
storage temp.
−20°C
Quality Level
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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.
Preparation Note
Prepared by the method of Barker, S.A., et al., J. Chem. Soc., 2218 (1958).
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.
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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)
Chitin binding by Thermobifida fusca cellulase catalytic domains
Li Y and Wilson DB
Biotechnology and Bioengineering, 100(4), 644-652 (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)
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)
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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