N,N'-Diacetyl chitobiose - ≥98%(HPLC) , CAS No.35061-50-8

CAS: 35061-50-8 Cat. No.: N130902 Molecular Weight: 424.4 Beilstein Registry Number: 61689 EC Number: 636-876-1

GRADE & PURITY ≥98%(HPLC)

Synonyms

N,N'-diacetylchitobiose | N,N inverted exclamation mark -Diacetylchitobiose | NN'-Diacetylchitobiose | 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 | 2-Deo

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

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).

Specifications

Synonyms

N, N'-diacetylchitobiose | N, N inverted exclamation mark -Diacetylchitobiose | NN'-Diacetylchitobiose | 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 | 2-Deo

Specifications & Purity

≥98%(HPLC)

Biochemical and Physiological Mechanisms

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

Storage

Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%(HPLC)

Names and Identifiers

• Pubchem Sid: 504758710
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504758710
• Canonical Smiles: CC(=O)NC1C(C(C(OC1O)CO)OC2C(C(C(C(O2)CO)O)O)NC(=O)C)O
• IUPAC Name: 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
• InChIKey: CDOJPCSDOXYJJF-CBTAGEKQSA-N
• INCHI: 1S/C16H28N2O11/c1-5(21)17-9-13(25)14(8(4-20)27-15(9)26)29-16-10(18-6(2)22)12(24)11(23)7(3-19)28-16/h7-16,19-20,23-26H,3-4H2,1-2H3,(H,17,21)(H,18,22)/t7-,8-,9-,10-,11-,12-,13-,14-,15?,16+/m1/s1
• Isomeric SMILES: CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1O[C@@H]2[C@H](OC([C@@H]([C@H]2O)NC(=O)C)O)CO)CO)O)O
• WGK Germany: 3
• Molecular Weight: 424.4
• Beilstein: 61689
• Reaxy-Rn: 26001195
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=26001195&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Carbohydrates and carbohydrate conjugates
        • Level5 Aminosaccharides
          • Level6 Amino sugars
            • Level7 Acylaminosugars

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Carbohydrates and carbohydrate conjugates
• Intermediate Tree Nodes: Aminosaccharides - Amino sugars
• Direct Parent: Acylaminosugars
• Alternative Parents: N-acyl-alpha-hexosamines Disaccharides O-glycosyl compounds Oxanes Acetamides Secondary carboxylic acid amides Secondary alcohols Hemiacetals Oxacyclic compounds Acetals Primary alcohols Hydrocarbon derivatives Carbonyl compounds Organic oxides Organonitrogen compounds Organopnictogen compounds
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Acylaminosugar - N-acyl-alpha-hexosamine - Disaccharide - Glycosyl compound - O-glycosyl compound - Oxane - Acetamide - Carboxamide group - Hemiacetal - Secondary carboxylic acid amide - Secondary alcohol - Acetal - Carboxylic acid derivative - Oxacycle - Organoheterocyclic compound - Hydrocarbon derivative - Organic oxide - Organic nitrogen compound - Organopnictogen compound - Carbonyl group - Alcohol - Primary alcohol - Organonitrogen compound - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as acylaminosugars. These are organic compounds containing a sugar linked to a chain through N-acyl group.
• External Descriptors: N,N'-diacetylchitobioses

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Methanol (Very Slightly, Heated), Water (Slightly, Heated)
• Sensitivity: heat & moisture sensitive
• Specific Rotation[α]: 16° (C=1,H2O)
• Melt Point(°C): 247°C
• Molecular Weight: 424.400 g/mol
• XLogP3: -4.700
• Hydrogen Bond Donor Count: 8
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 6
• Exact Mass: 424.169 Da
• Monoisotopic Mass: 424.169 Da
• Topological Polar Surface Area: 207.000 Ų
• Heavy Atom Count: 29
• Formal Charge: 0
• Complexity: 579.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 9
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1