D1523
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
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所有图片(2)
About This Item
经验公式（希尔记法）:
C16H28N2O11
CAS号:
分子量:
424.40
Beilstein:
61689
MDL编号:
UNSPSC代码:
12352201
PubChem化学物质编号:
NACRES:
NA.25
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字符串
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
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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. 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).
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.
警示用语：
Warning
危险声明
危险分类
Eye Irrit. 2 - Skin Irrit. 2
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
个人防护装备
dust mask type N95 (US), Eyeshields, Gloves
Rubén López-Mondéjar et al.
The FEBS journal, 276(18), 5137-5148 (2009-08-14)
The chitinolytic enzyme machinery of fungi consists of chitinases and beta-N-acetylglucosaminidases. These enzymes are important during the fungal life cycle for degradation of exogenous chitin, which is the second most abundant biopolymer, as well as fungal cell-wall remodelling. In addition
Manoharan Mathiselvam et al.
Carbohydrate research, 380, 37-44 (2013-08-07)
The linkage region, GlcNAcβAsn, is conserved in all eukaryotic N-glycoproteins. As a logical extension of a research endeavor aimed at understanding the structural significance of GlcNAc and Asn as the linkage region constituents, the newer analogs GlcNAcβNHBu and (GlcNAcβ(1-4)GlcNAc)alkanamides have
Estefania O Juárez-Hernández et al.
Scientific reports, 9(1), 2591-2591 (2019-02-24)
There is no structural information about any chitinase synthesized by Bacillus thuringiensis, the most successful microbial insect larvicide used worldwide. In this study, we solved the 3D structure of the chitinase ChiA74 at 2.26 Å. The crystal structure shows that ChiA74
Jennifer S M Loose et al.
Protein science : a publication of the Protein Society, 25(12), 2175-2186 (2016-09-20)
Lytic polysaccharide monooxygenases (LPMOs) represent a recent addition to the carbohydrate-active enzymes and are classified as auxiliary activity (AA) families 9, 10, 11, and 13. LPMOs are crucial for effective degradation of recalcitrant polysaccharides like cellulose or chitin. These enzymes
Paula Berton et al.
Carbohydrate polymers, 199, 228-235 (2018-08-26)
Chitin, one of Nature's most abundant biopolymers, can be obtained by either traditional chemical pulping or by extraction using the ionic liquid (IL) 1-ethyl-3-methylimidazolium acetate. The IL extraction and coagulation process provides access to a unique chitin, with an open
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