N,N′-二乙酰基壳二糖,N,N′-Diacetylchitobiose;≥96% (HPLC)

别名: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

Empirical Formula (Hill Notation): C16H28N2O11 CAS号: 35061-50-8 分子量: 424.40 Beilstein: 61689 MDL编号: MFCD00077715 PubChem化学物质编号: 24893467 NACRES: NA.25
制造商品牌: 西格玛 Sigma-Aldrich
货号(SKU): D1523
CAS号: 35061-50-8
MDL号: MFCD00077715
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说明

应用

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.[1] 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).[2][3]
 

生化/生理作用

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.
 

制备说明

Prepared by the method of Barker, S.A., et al., J. Chem. Soc., 2218 (1958).
 

其他说明

To gain a comprehensive understanding of our extensive range of Disaccharides for your research, we encourage you to visit our Carbohydrates Category page.
 
 

属性

质量水平

检测方案

≥96% (HPLC)

形式

powder

旋光性

[α]/D 15.00 to 19.00 °, c = 9.00-11.00 mg/mL in water

颜色

off-white

mp

245-247 °C (lit.)

溶解性

H2O: 49.00-51.00 mg/mL, clear, colorless

储存温度

−20°C

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

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

 

安全信息

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

Eye Irrit. 2 - Skin Irrit. 2

储存分类代码

11 - Combustible Solids

WGK

WGK 3

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves

商品规格
属性名称属性值
储存温度 Storage temp.-20°C低温冷冻
全球实时库存 Availability √美国St. Louis ≥ 30 | 欧洲Eur. ≥ 10 | 東京Tokyo ≥ 9 | 香港与北京 ≥ 30