Identification | More | [Name]
N,N'-DIACETYLCHITOBIOSE | [CAS]
35061-50-8 | [Synonyms]
2-ACETAMIDO-2-DEOXY-4-O-[2-ACETAMIDO-2-DEOXY-BETA-D-GLUCOPYRANOSYL]-D-GLUCOPYRANOSE 2-ACETAMIDO-2-DEOXY-4-O-(2-ACETAMIDO-2-DEOXY-BETA-D-GLUCO-PYRANOXYL)-D-GLUCOPYRANOSE 4-O-(2-ACETAMIDO-2-DEOXY-BETA-D-GLUCOPYRANOSYL)-2-ACETAMIDO-2-DEOXY-D-GLUCOSE CHITOBIOSE CHITOBIOSE, DI-N-ACETYL DI-(N-ACETYL) CHITOBIOSE GLCNAC-BETA1-4GLCNAC N,N'-DIACETYLCHITOBIOSE Chitobiose, N,N-Diacetyl- 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 Bis(N-acetyl)chitobiose Chitobiose Diacetate N,N'-Diacetyl-D-chitobiose 2-(Acetylamino)-4-O-[2-(acetylamino)-2-deoxy-β-D-glucopyranosyl]-2-deoxy-D-glucose Di-N-acetyl-D-glucosamine diNAG N,N'-Diacetylglucosamine | [Molecular Formula]
C16H28N2O11 | [MDL Number]
MFCD00077715 | [Molecular Weight]
424.4 | [MOL File]
35061-50-8.mol |
Chemical Properties | Back Directory | [Appearance]
White Solid | [Melting point ]
245-247 °C(lit.)
| [alpha ]
18.5 - 39.5 º (c=1% in H2O) | [Boiling point ]
927.7±65.0 °C(Predicted) | [density ]
1.50±0.1 g/cm3(Predicted) | [storage temp. ]
−20°C
| [solubility ]
H2O: 50 mg/mL, clear, colorless
| [form ]
Solid | [pka]
12.85±0.20(Predicted) | [color ]
White to Pale Yellow | [Usage]
An inhibitor of lysozyme, reverses myocardial depression and lessens norepinephrine requirements in Escherichia coli sepsis in dogs. | [BRN ]
61689 | [Stability:]
Hygroscopic | [InChIKey]
CDOJPCSDOXYJJF-CBTAGEKQSA-N | [LogP]
-1.870 (est) | [CAS DataBase Reference]
35061-50-8(CAS DataBase Reference) |
Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/38:Irritating to eyes and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [F ]
10 | [HS Code ]
29329990 |
Hazard Information | Back Directory | [Chemical Properties]
White Solid | [Uses]
An inhibitor of lysozyme, reverses myocardial depression and lessens norepinephrine requirements in Escherichia coli sepsis in dogs. | [Uses]
lectin inhibitor, immunopotentiator | [Definition]
ChEBI: N,N'-diacetylchitobiose is the N,N'-diacetylated derivative of chitobiose, but with no stereodesignation for the anomeric carbon atom. It has a role as a human metabolite, an Escherichia coli metabolite and a mouse metabolite. It is functionally related to a beta-D-glucosaminyl-(1->4)-D-glucosamine. | [Biochem/physiol Actions]
In 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 Methods]
Recrystallise 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.] |
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