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N,N',N''-Triacetylchitotriose

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N,N',N''-Triacetylchitotriose manufacturers

N,N',N''-Triacetylchitotriose Basic information
Product Name:N,N',N''-Triacetylchitotriose
Synonyms:Tri(N-acetylglucosaMine);GlcNAcβ(1-4)GlcNAcβ(1-4)GlcNAc;N,N',N'-TRIACETYLCHITOTRIOSE;O-[2-ACETAMIDO-2-DEOXY-BETA-D-GLUCOPYRANOSYL-(1->4)]-O-[2-ACETAMIDO-2-DEOXY-BETA-D-GLUCOPYR-ANOSYL-(1->4)]-2-ACETAMIDO-2-DEOXY-D-GLUCOPYRANOSE;CHITOTRIOSE, TRI-N-ACETYL;GLCNAC-BETA1-4GLCNAC-BETA1-4GLCNAC;GLCNAC1-B-4GLCNAC1-B-4GLCNAC;N-acetylated Chitotriose
CAS:38864-21-0
MF:C24H41N3O16
MW:627.59
EINECS:
Product Categories:Oligosaccharides
Mol File:38864-21-0.mol
N,N',N''-Triacetylchitotriose Structure
N,N',N''-Triacetylchitotriose Chemical Properties
Melting point 271-272°C dec.
Boiling point 1146.9±65.0 °C(Predicted)
density 1.54±0.1 g/cm3(Predicted)
storage temp. −20°C
solubility H2O: 50 mg/mL, clear to slightly hazy, colorless to faintly yellow
pka12.72±0.70(Predicted)
form Solid
color White to Pale Beige
Water Solubility water: 50mg/mL, clear to slightly hazy, colorless to faintly yellow
BRN 75249
InChIKeyLRDDKCYRFNJZBX-KYRVBLBENA-N
SMILESCC(=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
Safety Information
Safety Statements 24/25
WGK Germany 3
F 10-21
HS Code 29329990
Storage Class11 - Combustible Solids
MSDS Information
ProviderLanguage
SigmaAldrich English
N,N',N''-Triacetylchitotriose Usage And Synthesis
Chemical PropertiesOff-White Crystalline Solid
UsesN,N',N''-Triacetylchitotriose is a triose oligosaccharide derived from chitin, consisting of three N-acetylglucosamine units. It has been shown to scavenge reactive oxygen species and to protect DNA from oxidative damage.
UsesN,N’,N’’-Triacetyl Chitotriose is a multivalent glycosides with strong crosslinking activity for lectin as a specific coagulant.
DefinitionChEBI: Tri-N-acetylchitotriose is a N-acyl-hexosamine.
ReactionsThe hydrolytic activity of lysozyme towards 4-methylumbelliferyl tetra-N-acetyl-β-chitotetraoside (4-MU-(GlcNAc)4) was little affected by ionic strength, though the activity of lysozyme towards cell suspension of Micrococcus lysodeikticus varied markedly with ionic strength. About 40-60percent of lysozyme activity with 4-MU-(GlcNAc)4 as a substrate was inhibited by 0.1 mM N,N',N''-triacetylchitotriose ((GlcNAc)3), but the lytic activity of lysozyme towards M. lysodeikticus was little affected. The kinetics of hydrolysis of 4-MU-(GlcNAc)4 by hen eggwhite (HEW) lysozyme and human placental (HP) lysozyme and the inhibition of this hydrolysis by (GlcNAc)3 were investigated. The K(s) values for 4-MU-(GlcNAc)4 of HEW- and HP-lysozymes were 19.7 and 27.9 μM, respectively, and the V(max) values were 0.124 and 0.0833 nmol/min/mg, respectively. The k values of both enzymes were very low, implying a poor orientation of the scissile bond in the substrate molecule with respect to the active site of lysozyme. (GlcNAc)3 inhibited lysozyme with hyperbolic mixed-type inhibition. The inhibition reduced V(max) values of both lysozymes. The K(s) value of HEW-lysozyme was increased by the addition of the inhibitory whereas the K(s) value of HP-lysozyme was decreased. The K(i) value was 29.6 μm for HEW-lysozyme and 106 μM for HP-lysozyme.
  1. Hydrolysis of 4-methylumbelliferyl tetra-N-acetyl-β-chitotetraoside by lysozyme and its inhibition by N,N',N''-triacetylchitotriose
  2. Tanimoto; Fukuda; Kawamura - Chemical and Pharmaceutical Bulletin, 1984, vol. 32, # 9, p. 3607 - 361
Biological ActivityN,Nμ,Nμμ-Triacetylchitotriose is a chitin oligosaccharide, th at promotes lysozyme inhibition. Chitin oligosaccharides are associated with many physiological functions. They are biodegradable and are useful in identifying chitin polysaccharides and associated glycoconjugates.
N,N',N''-Triacetylchitotriose Preparation Products And Raw materials
Tag:N,N',N''-Triacetylchitotriose(38864-21-0) Related Product Information
N,N'-Diacetylchitobiose D-dimannuronic acid disodium salt N,N',N'',N''',N'''',N'''''-Hexaacetylchitohexaose N',N'',N''',N''''-Pentaacetylchitopentaose N',N'',N'''-Tetraacetylchitotetraose N-Acetyl-D-Glucosamine Glucosamine N,N',N''-Triacetylchitotriose 4-Methylumbelliferyl-N,N',N''-triacetyl-beta-chitotrioside Butyl 2-acetamido-2-deoxy-beta-D-glucopyranoside p-Nitrophenyl beta-D-N,N',N''-triacetylchitotriose Ethyl 2-acetamido-2-deoxy-beta-D-glucopyranoside iso-Propyl 2-acetamido-2-deoxy-beta-D-glucopyranoside Propyl 2-acetamido-2-deoxy-beta-D-glucopyranoside N-Ethylglucosamine GlcNAc-BeTa1-4GlcNAc-BeTa1-4GlcNAc-BeTa1-4GlcNAc-BeTa1-4GlcNAc 4-nitrophenyl-N,N',N''-triacetylchitotriose N,N',N"-TRIACETYLCHITOTRIOSE AGAROSE