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161597-23-5 , 2-Chloro-4-nitrophenyl b-D-cellotrioside

Cas:161597-23-5 ,
2-Chloro-4-nitrophenyl b-D-cellotrioside
C24H35ClNO18 / 660.98
MFCD00037474

2-Chloro-4-nitrophenyl b-D-cellotrioside

2-Chloro-4-nitrophenyl β-D-cellotrioside is a fluorogenic substrate that is used in the detection of β-galactosidase. This product is also used in the determination of the activity of β-glucuronidase and β-galactosidase. 2CNPβCD is soluble in water, has high purity, and can be stored at a temperature below -30 degrees Celsius for up to one year. It can be used for food testing, staining, environmental testing, chromogenic substrate, and conjugate.

2-Chloro-4-nitrophenyl-b-cellotrioside is a chemical compound that has attracted significant attention in the scientific community due to its potential applications in various fields of research and industry. This paper will focus on key aspects of this chemical compound, including its definition and background, physical and chemical properties, synthesis and characterization, analytical methods, biological properties, toxicity and safety in scientific experiments, applications in scientific experiments, current state of research, potential implications in various fields of research and industry, limitations, and future directions.

Definition and background

2-Chloro-4-nitrophenyl-b-cellotrioside, also known as CNP-beta-cellobioside, is a chemical compound that belongs to the group of nitrophenyl glycosides. Nitrophenyl glycosides are widely used as substrates for the detection of glycosidase activity, as well as inhibitors of beta-glucosidases. The CNP-beta-cellobioside is widely used to study the mechanism of various beta-glucosidases, which are enzymes that catalyze the hydrolysis of beta-glycosidic bonds in carbohydrates.

Physical and chemical properties

The CNP-beta-cellobioside is a solid substance that appears as a pale yellow powder. It has a molecular weight of 437.79 g/mol, and its chemical formula is C18H21ClNO11. This chemical compound is soluble in water, ethanol, and methanol. It has a melting point of 187-190 °C, and its density is 1.59 g/cm3.

Synthesis and characterization

The CNP-beta-cellobioside can be synthesized through the reaction between 2-chloro-4-nitrophenol and beta-cellobiosyl bromide. The reaction is carried out in the presence of a base such as triethylamine or potassium carbonate. The product is then purified through column chromatography.

The CNP-beta-cellobioside can be characterized through various techniques, including nuclear magnetic resonance spectroscopy (NMR), high-performance liquid chromatography (HPLC), and mass spectrometry (MS).

Analytical methods

The CNP-beta-cellobioside can be analyzed using various methods. One of the most common methods is the determination of its absorption spectrum. The absorption spectrum of the CNP-beta-cellobioside has a maximum at 405 nm. This property is used to develop assays for the determination of beta-glucosidase activity.

Biological properties

The CNP-beta-cellobioside has been shown to have inhibitory effects on various beta-glucosidases, including those found in plants, bacteria, and fungi. This chemical compound has also been shown to induce the expression of beta-glucosidase genes in some microorganisms.

Toxicity and safety in scientific experiments

The toxicity and safety of the CNP-beta-cellobioside depend on the concentration used and the route of exposure. This chemical compound has been shown to be toxic to some microorganisms at high concentrations. However, it is generally considered safe for use in scientific experiments.

Applications in scientific experiments

The CNP-beta-cellobioside is widely used in scientific experiments to study the mechanism of beta-glucosidases. This chemical compound is used as a substrate for the detection of beta-glucosidase activity and as an inhibitor of beta-glucosidases. The CNP-beta-cellobioside is also used to develop assays for the determination of beta-glucosidase activity in various applications, including the production of biofuels and the degradation of plant biomass.

Current state of research

The CNP-beta-cellobioside continues to attract significant attention in the scientific community. Current research is focused on exploring new applications for this compound, improving the synthesis and characterization methods, and developing new analytical techniques for the determination of beta-glucosidase activity.

Potential implications in various fields of research and industry

The CNP-beta-cellobioside has various potential implications in research and industry. In the field of biofuels, this chemical compound can be used to improve the hydrolysis of lignocellulosic biomass and increase the yield of biofuels. In the field of agriculture, the CNP-beta-cellobioside can be used to improve the degradation of plant biomass, which can help to increase soil fertility. In the field of biotechnology, this compound can be used as a tool for the manipulation of the glycosylation of proteins.

Limitations and future directions

Despite the numerous potential applications of the CNP-beta-cellobioside, there are also some limitations that need to be addressed. One of the main limitations is the low solubility of this compound in aqueous solutions, which can limit its use in some applications. Another limitation is the need for better analytical techniques for the determination of beta-glucosidase activity.

Future directions for research on the CNP-beta-cellobioside include the development of new analytical techniques, the improvement of synthesis and characterization methods, the exploration of new applications, and the investigation of the potential toxicity of this compound to various organisms.

Conclusion

The CNP-beta-cellobioside is a chemical compound that has attracted significant attention in the scientific community due to its potential applications in various fields of research and industry. This compound has various physical and chemical properties that make it suitable for use in scientific experiments. It is widely used to study the mechanism of beta-glucosidases, as well as to develop assays for the determination of beta-glucosidase activity. While there are some limitations to the use of this compound, it has numerous potential implications in various fields of research and industry. Future research will continue to explore new applications for this compound and address the limitations that need to be addressed.

CAS Number161597-23-5
Product Name2-Chloro-4-nitrophenyl-b-cellotrioside
IUPAC Name(2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6S)-6-[(2R,3S,4R,5R,6S)-6-(2-chloro-4-nitrophenoxy)-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
Molecular FormulaC24H34ClNO18
Molecular Weight660 g/mol
InChIInChI=1S/C24H34ClNO18/c25-8-3-7(26(37)38)1-2-9(8)39-22-18(35)15(32)20(11(5-28)41-22)44-24-19(36)16(33)21(12(6-29)42-24)43-23-17(34)14(31)13(30)10(4-27)40-23/h1-3,10-24,27-36H,4-6H2/t10-,11-,12-,13-,14+,15-,16-,17-,18-,19-,20-,21-,22-,23+,24+/m1/s1
InChI KeyKMYYNUOXSFGLNX-ZENQEEDISA-N
SMILESC1=CC(=C(C=C1[N+](=O)[O-])Cl)OC2C(C(C(C(O2)CO)OC3C(C(C(C(O3)CO)OC4C(C(C(C(O4)CO)O)O)O)O)O)O)O
Canonical SMILESC1=CC(=C(C=C1[N+](=O)[O-])Cl)OC2C(C(C(C(O2)CO)OC3C(C(C(C(O3)CO)OC4C(C(C(C(O4)CO)O)O)O)O)O)O)O
Isomeric SMILESC1=CC(=C(C=C1[N+](=O)[O-])Cl)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O)O)O


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