N,N′-Diacetylchitobiose

SIGMA/D1523 - ≥96% (HPLC)

Synonym: 2-Acetamido-2-deoxy-4-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-D-glucopyranose; 4-O-(2-Acetamido-2-deoxy-β-D-glucopyranosyl)-2-acetamido-2-deoxy-D-glucose; Chitobiose

CAS Number: 35061-50-8
Empirical Formula (Hill Notation): C₁₆H₂₈N₂O₁₁
Molecular Weight: 424.40
MDL Number: MFCD00077715
Linear Formula: C₁₆H₂₈N₂O₁₁
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-D1523-10MG	10 mg	$678.00 1/EA	Add To Favorites

This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: D1523-10MG

Properties
Descriptions
Safety Info.
Basic Data

assay	≥96% (HPLC)
color	off-white
form	powder
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
InChI key	CDOJPCSDOXYJJF-CBTAGEKQSA-N
mp	245-247 °C (lit.)
optical activity	[α]/D 15.00 to 19.00 °, c = 9.00-11.00 mg/mL in water
Quality Level	200
SMILES string	CC(=O)N[C@H]1C(O)O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2NC(C)=O)[C@@H]1O
solubility	H₂O: 49.00-51.00 mg/mL, clear, colorless
storage temp.	−20°C

Application:	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).
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 GlcNAc₂occurs via the phosphoenolpyruvate:glycose phosphotransferase system (PTS). GlcNAc₂ has also been used as a substrate or inhibitor to study the activity of glycolytic enzymes.
Other Notes:	To gain a comprehensive understanding of our extensive range of Disaccharides for your research, we encourage you to visit our Carbohydrates Category page.
Packaging:	10, 50 mg in glass bottle
Preparation Note:	Prepared by the method of Barker, S.A., et al., J. Chem. Soc., 2218 (1958).

Symbol	GHS07
Signal word	Warning
Hazard statements	H315 - H319
Precautionary statements	P302 + P352 - P305 + P351 + P338
Hazard Codes	Xi
Risk Statements	36/38
Safety Statements	26-36
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥96% (HPLC)
mp	245-247 °C (lit.)
Storage Temp.	−20°C
UNSPSC	12352201

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