N,N'-Diacetylchitobiose

N,N'-Diacetylchitobiose
  • CAS No.:35061-50-8
Other grades of this product :
N,N'-Diacetylchitobiose Basic information
Product Name:N,N'-Diacetylchitobiose
Synonyms:N-((3R,5S,6R)-5-(((2S,3R,5S,6R);N-acetylated Chitobiose;Di-N-acetyl-D-chitobiose;-Diacetyl chitobiose;D-Glucose, 2-(acetylamino)-4-O-2-(acetylamino)-2-deoxy-.beta.-D-glucopyranosyl-2-deoxy-;2-acetamido-2-deoxy-4-o-(2-acetamido-2-deoxy-β-d-gluco-pyranosyl)-d-glucopyranose;CHITOBIOSE(RG);2-(Acetylamino)-4-O-[2-(acetylamino)-2-deoxy-.beta.-D-glucopyranosyl]-2-deoxy-D-glucose
CAS:35061-50-8
MF:C16H28N2O11
MW:424.4
EINECS:
Product Categories:Oligosaccharides
Mol File:35061-50-8.mol
N,N'-Diacetylchitobiose Chemical Properties
Melting point 245-247 °C(lit.)
Boiling point 927.7±65.0 °C(Predicted)
alpha 18.5 - 39.5 º (c=1% in H2O)
density 1.50±0.1 g/cm3(Predicted)
storage temp. −20°C
solubility H2O: 50 mg/mL, clear, colorless
pka12.85±0.20(Predicted)
form Solid
color White to Pale Yellow
BRN 61689
Stability:Hygroscopic
InChIKeyCDOJPCSDOXYJJF-CBTAGEKQSA-N
CAS DataBase Reference35061-50-8(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/38
Safety Statements 26-36
WGK Germany 3
10
HS Code 29329990
MSDS Information
ProviderLanguage
SigmaAldrich English
N,N'-Diacetylchitobiose Usage And Synthesis
Chemical PropertiesWhite Solid
UsesAn inhibitor of lysozyme, reverses myocardial depression and lessens norepinephrine requirements in Escherichia coli sepsis in dogs.
Useslectin inhibitor, immunopotentiator
UsesDiacetylchitobiose/Chitobiose, a dimer of β(1,4) linked N-acetyl-D glucosamine, is used as an alternative source of N-acetylglucosamine by some bacteria. It is used in fermentation research to study, differentiate and characterize chitobiose transporter systems and enzymes such as β-N-acetylglucosaminidase(s) and chitobiose phosphorylase(s).
Biochem/physiol ActionsIn chitinolytic bacteria, such as Vibrio, Streptomyces and Serratia, N,N′-Diacetylchitobiose (GlcNAc2) is not only a major breakdown product of chitinase, but it is also the smallest substance that induces chitinase production. It can also be utilized as a carbon source by E. coli, which does not express chitinases, but is exposed to GlcNAc2 produced by intestinal chitinolytic bacteria. In most organisms, the uptake of GlcNAc2 occurs via the phosphoenolpyruvate:glycose phosphotransferase system (PTS). GlcNAc2 has also been used as a substrate or inhibitor to study the activity of glycolytic enzymes.
Purification MethodsRecrystallise N,N'-Diacetylchitobiose from aqueous MeOH or aqueous EtOH/1,2-dimethoxyethane. [Zilliken et al. J Chem Soc 77 1296 1955, Beilstein 18/11 V 147.]
N,N'-Diacetylchitobiose Preparation Products And Raw materials

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