N,N'-Diacetylchitobiose
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N,N'-Diacetylchitobiose
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CAS No:
35061-50-8
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Formula:
C16H28N2O11
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Chemical Name:
N,N'-Diacetylchitobiose
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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
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CAS No:
Description
White Solid
N-acetyl-beta-D-glucosaminyl-(1->4)-N-acetyl-aldehydo-D-glucosamine is a member of N,N'-diacetylchitobioses. It derives from a beta-D-glucosaminyl-(1->4)-aldehydo-D-glucosamine.
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.
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.]
Characteristics
207.27000
1.50±0.1 g/cm3(Predicted)
245-247 °C(lit.)
927.7±65.0 °C(Predicted)
514.8ºC
1.604
H2O: 49.00-51.00mg/mL, clear, colorless
−20°C
18.5 - 39.5 º (c=1% in H2O)
12.85±0.20(Predicted)
−20°C
N,N'-Diacetylchitobiose Use and Manufacturing
lectin inhibitor, immunopotentiator
An inhibitor of lysozyme, reverses myocardial depression and lessens norepinephrine requirements in Escherichia coli sepsis in dogs.
Diacetylchitobiose/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).
Computed Properties
Molecular Weight:424.40
XLogP3:-5
Hydrogen Bond Donor Count:8
Hydrogen Bond Acceptor Count:11
Rotatable Bond Count:10
Exact Mass:424.16930971
Monoisotopic Mass:424.16930971
Topological Polar Surface Area:215
Heavy Atom Count:29
Complexity:563
Defined Atom Stereocenter Count:9
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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