N,N′-Diacetylchitobiose

• 产品号: D1523
• CAS号: 35061-50-8
• 分子式: C16H28N2O11
• 分子量: 424.40032
• 纯 度: ≥96% (HPLC)

产品别名

• 标题: N,N′-Diacetylchitobiose
• IUPAC标准名: N-[(2S,3R,4R,5S,6R)-2-{[(2R,3S,4R,5R)-5-acetamido-4,6-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
• IUPAC传统名: N-[(2S,3R,4R,5S,6R)-2-{[(2R,3S,4R,5R)-5-acetamido-4,6-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
• 别名: Chitobiose; 2-Acetamido-2-deoxy-4-O-(2-acetamido-2-deoxy-β-D-gluco-pyranosyl)-D-glucopyranose; 4-O-(2-Acetamido-2-deoxy-β-D-glucopyranosyl)-2-acetamido-2-deoxy-D-glucose

产品登记号

• CAS号: 35061-50-8
• PubChem SID: 24893467
• MDL号: MFCD00077715
• Beilstein号: 61689

产品性质

• 纯度: ≥96% (HPLC)
• 熔点: 245-247 °C(lit.)
• GHS警示词: Warning
• GHS危险声明: H315-H319
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• GHS警示性声明: P305 + P351 + P338
• 危险公开号: 36/38
• 安全公开号: 26-36
• 保存温度: -20°C
• 德国WGK号: 3

产品详细信息

详细说明 (English)

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.
Preparation Note
Prepared by the method of Barker, S.A., et al., J. Chem. Soc., 2218 (1958).
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. Chitobiose is used to study and differentiate chitobiose transporter systems and enzymes such as β-N-acetylglucosaminidase(s) and chitobiose phosphorylase(s).
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. D1523.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.