chitobiose
di-N-acetylchitobiose
 
Notes:
Chitobiose is a dimer of beta-1,4-linked glucosamine units. There is ambiguity as to which structure the name refers, owing to the method by which it was first isolated. [HMDB]
  • BOC Sciences
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      Product(s):
      35061-50-8 N,N-Diacetylchitobiose
       
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      Product(s):
      D4215 N,N'-Diacetylchitobiose >98.0%(HPLC)
       
Synonyms   Articles   Notes   Search
CAS Number: 35061-50-8Picture of molecule3D/inchi
Other(deleted CASRN): 13088-78-3
Nikkaji Web: J754.025F
Beilstein Number: 0061689
MDL: MFCD00077715
XlogP3-AA: -4.70 (est)
Molecular Weight: 424.40436000
Formula: C16 H28 N2 O11
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Boiling Point: 902.20 °C. @ 760.00 mm Hg (est)
Flash Point: 931.00 °F. TCC ( 499.50 °C. ) (est)
logP (o/w): -1.870 (est)
Soluble in:
 water, 1.149e+005 mg/L @ 25 °C (est)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
BOC Sciences
For experimental / research use only.
N,N-Diacetylchitobiose
Carbosynth
For experimental / research use only.
N,N'-Diacetylchitobiose
ExtraSynthese
For experimental / research use only.
Chitobiose
Santa Cruz Biotechnology
For experimental / research use only.
N,N'-Diacetylchitobiose ≥98%
Sigma-Aldrich: Sigma
For experimental / research use only.
N,N'-Diacetylchitobiose ≥96% (HPLC)
TCI AMERICA
For experimental / research use only.
N,N'-Diacetylchitobiose >98.0%(HPLC)
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Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: natural substances and extractives
Recommendation for chitobiose usage levels up to:
 not for fragrance use.
 
Recommendation for chitobiose flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 439544
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 N-[(3R,4R,5S,6R)-5-[(2S,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,4-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
Chemidplus: 0035061508
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References:
 N-[(3R,4R,5S,6R)-5-[(2S,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,4-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 439544
Pubchem (sid): 103084152
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEBI: View
CHEMBL: View
KEGG (GenomeNet): C01674
HMDB (The Human Metabolome Database): HMDB03556
FooDB: FDB023196
Export Tariff Code: 2940.00.6000
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 found in nature
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Synonyms:
N-[(3R,4R,5S,6R)-5-[(2S,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,4-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
bis(N-acetyl)chitobiose
2-(acetylamino)-4O-(2-(acetylamino)-2-deoxy-beta-D-glucopyranosyl)-2-deoxy-D-glucose
 chitobiose, di-N-acetyl
 di-N-acetyl chitobiose
 di-N-acetylchitobiose
N,N-diacetyl chitobiose
N,N-diacetylchitobiose
N,N'-diacetylchitobioside
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Articles:
PubMed: Characterization of a grape class IV chitinase.
PubMed: Protein A-mouse acidic mammalian chitinase-V5-His expressed in periplasmic space of Escherichia coli possesses chitinase functions comparable to CHO-expressed protein.
PubMed: Codon optimisation improves the expression of Trichoderma viride sp. endochitinase in Pichia pastoris.
PubMed: Cloning, expression and biocharacterization of OfCht5, the chitinase from the insect Ostrinia furnacalis.
PubMed: Purification and characterisation of a novel chitinase from persimmon (Diospyros kaki) with antifungal activity.
PubMed: Characterization of a bacterial laminaribiose phosphorylase.
PubMed: Characterization of the chitinolytic machinery of Enterococcus faecalis V583 and high-resolution structure of its oxidative CBM33 enzyme.
PubMed: Human chitotriosidase-catalyzed hydrolysis of chitosan.
PubMed: Carbohydrate synthesis by disaccharide phosphorylases: reactions, catalytic mechanisms and application in the glycosciences.
PubMed: Elucidation of exo-beta-D-glucosaminidase activity of a family 9 glycoside hydrolase (PBPRA0520) from Photobacterium profundum SS9.
PubMed: Expression and characterization of Bacillus licheniformis chitinase (ChiA), suitable for bioconversion of chitin waste.
PubMed: Evaluation and comparison of the antioxidative potency of various carbohydrates using different methods.
PubMed: Crystal structure of glycoside hydrolase family 78 alpha-L-Rhamnosidase from Bacillus sp. GL1.
PubMed: Potato lectin activates basophils and mast cells of atopic subjects by its interaction with core chitobiose of cell-bound non-specific immunoglobulin E.
PubMed: Glucosamine regulates differentiation of a chondrogenic cell line, ATDC5.
PubMed: Biocontrol of wood-rotting fungi with Streptomyces violaceusniger XL-2.
PubMed: Chitooligosaccharides--preparation with the aid of pectinase isozyme from Aspergillus niger and their antibacterial activity.
PubMed: Kinetic evidence related to substrate-assisted catalysis of family 18 chitinases.
PubMed: Reaction mechanism of chitobiose phosphorylase from Vibrio proteolyticus: identification of family 36 glycosyltransferase in Vibrio.
PubMed: Kinetic studies on the hydrolysis of N-acetylated and N-deacetylated derivatives of 4-methylumbelliferyl chitobioside by the family 18 chitinases ChiA and ChiB from Serratia marcescens.
PubMed: Synthesis of new glycosides by transglycosylation of N-acetylhexosaminidase from Serratia marcescens YS-1.
PubMed: Apoptosis induction by lectin isolated from the mushroom Boletopsis leucomelas in U937 cells.
PubMed: Enzyme-linked immunosorbent assay for detection of chitooligosaccharides.
PubMed: Reverse hydrolysis reaction of chitin deacetylase and enzymatic synthesis of beta-D-GlcNAc-(1-->4)-GlcN from chitobiose.
PubMed: Properties of chitosanase from Bacillus cereus S1.
PubMed: Purification and properties of beta-N-Acetylhexosaminidase from cabbage.
PubMed: Deacetylation of chitin oligosaccharides of dp 2-4 by chitin deacetylase from Colletotrichum lindemuthianum.
PubMed: Purification and Properties of beta-N-Acetylhexosaminidase from Mucor fragilis Grown in Bovine Blood.
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