25696-57-5 ,6-溴-2-萘基-a-D-葡萄糖苷,
6-Bromo-2-naphthyl a-D-glucopyranoside,
CAS:25696-57-5
C16H17BrO6 / 385.21
MFCD00067169
6-溴-2-萘基-a-D-葡萄糖苷
6-Bromo-2-naphthyl a-D-glucopyranoside is a biochemical. It has been shown to inhibit the catalytic activity of alpha-glucosidases, which are enzymes that break down complex sugars into simpler ones. 6-Bromo-2-naphthyl a-D-glucopyranoside inhibits alpha glucosidase by binding to the active site, preventing substrate from entering and blocking the catalytic site. The enzyme is inhibited by both l-arabinose and galactose residues, but not by galactosyl residues. This process generates an equilibrium between products and reactants, with a higher concentration of reactants than products.
6-Bromo-2-naphthyl alpha-D-glucopyranoside, also known as 6-BrNAG, is a chemical compound with the molecular formula C17H17BrO7. It is a white or almost white crystalline powder that is soluble in water and has a sweet taste. This compound is widely used in scientific experiments to study the biological and chemical properties of various organisms. In this paper, we will explore the 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 of 6-BrNAG.
Definition and Background:
6-Bromo-2-naphthyl alpha-D-glucopyranoside is a glyoside that consists of a naphthalene ring linked to a glucopyranosyl residue through a beta-glycosidic bond. It is a derivative of naphthalene and is used as a substrate in several enzyme assays. The compound is used to label carbohydrates and proteins for various applications, such as radioimmunoassay and other in vitro assays.
Synthesis and Characterization:
6-Bromo-2-naphthyl alpha-D-glucopyranoside is synthesized using several methods, including chemical synthesis and enzymatic synthesis. The chemical synthesis is achieved through the nucleophilic substitution reaction of a naphthyl ring with a glucopyranosyl residue. The enzymatic synthesis of 6-Bromo-2-naphthyl alpha-D-glucopyranoside involves the glycosylation of N-acetyl-D-glucosamine using the enzyme β-galactosidase.
Analytical Methods:
Several methods are used to analyze 6-Bromo-2-naphthyl alpha-D-glucopyranoside in various scientific experiments. These methods include high-performance liquid chromatography, thin layer chromatography, enzyme assays, and mass spectrometry. High-performance liquid chromatography is a widely used technique that separates and identifies compounds based on their chemical properties. Thin layer chromatography is a simple and quick technique for separating and identifying compounds. Enzyme assays are used to measure the activity of enzymes in biological samples. Mass spectrometry is a powerful method for identifying and quantifying compounds in complex mixtures.
Biological Properties:
6-Bromo-2-naphthyl alpha-D-glucopyranoside is mainly used as a substrate for various enzyme assays. This compound is also used to label carbohydrates and proteins for various applications, such as radioimmunoassay and other in vitro assays. The compound has no direct biological properties, but it is widely used as a tool for studying biological processes.
Toxicity and Safety in Scientific Experiments:
The safety of 6-Bromo-2-naphthyl alpha-D-glucopyranoside in scientific experiments is a major concern. It is an irritant to the skin, eyes, and respiratory system, and it can cause severe allergic reactions in sensitive individuals. The compound is toxic when ingested and can cause damage to the liver and kidneys. Therefore, it is recommended to handle this compound with extreme caution and to use protective equipment during scientific experiments.
Applications in Scientific Experiments:
6-Bromo-2-naphthyl alpha-D-glucopyranoside is widely used in scientific experiments to study various biological and chemical processes. The compound is used as a substrate for various enzyme assays, and it is also used to label carbohydrates and proteins for various applications, such as radioimmunoassay and other in vitro assays. It is also used in several biochemical assays to measure the activity of enzymes.
Current State of Research:
Research on 6-Bromo-2-naphthyl alpha-D-glucopyranoside is ongoing, and there are several ongoing projects aimed at studying the biological and chemical properties of this compound. Some researchers are interested in understanding the mechanisms of action of enzymes using 6-Bromo-2-naphthyl alpha-D-glucopyranoside as a substrate, while others are studying the effects of this compound on different organisms.
Potential Implications in Various Fields of Research and Industry:
6-Bromo-2-naphthyl alpha-D-glucopyranoside has potential implications in various fields of research and industry. It can be used as a tool for studying various biological and chemical processes, and it can also be used in the development of new drugs and therapeutics. The compound can also be used in the development of new assays for measuring enzyme activity and protein expression.
Limitations and Future Directions:
Despite the various applications of 6-Bromo-2-naphthyl alpha-D-glucopyranoside, there are several limitations to its use. The compound is toxic when ingested, and it can cause severe allergic reactions in sensitive individuals. The compound is also unstable in acidic environments, which limits its use in certain biological applications. Therefore, researchers need to develop better methods for synthesizing and stabilizing this compound.
Future directions for research on 6-Bromo-2-naphthyl alpha-D-glucopyranoside include developing new assays for measuring enzyme activity and protein expression, studying the mechanisms of action of enzymes using 6-Bromo-2-naphthyl alpha-D-glucopyranoside as a substrate, and exploring the potential therapeutic applications of this compound. Researchers also need to develop new methods for synthesizing and stabilizing this compound to overcome the limitations of its use.
Conclusion:
6-Bromo-2-naphthyl alpha-D-glucopyranoside is a chemical compound that is widely used in scientific experiments to study various biological and chemical processes. The compound has several applications in the development of new drugs and therapeutics, and it is also used in the development of new assays for measuring enzyme activity and protein expression. Despite the various applications of this compound, there are several limitations to its use, and researchers need to develop better methods for synthesizing and stabilizing this compound.
CAS Number | 25696-57-5 |
Product Name | 6-Bromo-2-naphthyl alpha-D-glucopyranoside |
IUPAC Name | (2R,3R,5S,6R)-2-(6-bromonaphthalen-2-yl)oxy-6-(hydroxymethyl)oxane-3,4,5-triol |
Molecular Formula | C16H17BrO6 |
Molecular Weight | 385.21 g/mol |
InChI | InChI=1S/C16H17BrO6/c17-10-3-1-9-6-11(4-2-8(9)5-10)22-16-15(21)14(20)13(19)12(7-18)23-16/h1-6,12-16,18-21H,7H2/t12-,13-,14?,15-,16+/m1/s1 |
InChI Key | NLRXQZJJCPRATR-YZDRTPDPSA-N |
SMILES | C1=CC2=C(C=CC(=C2)Br)C=C1OC3C(C(C(C(O3)CO)O)O)O |
Synonyms | 6-bromo-2-naphthyl-alpha-D-glucoside, 6-bromo-2-naphthyl-alpha-glucoside, 6-bromo-2-naphthyl-alpha-glucoside, (beta-D)-isomer, 6-bromo-2-naphthyl-beta-glucoside, 6-bromonaphthol-alpha-D-glucoside |
Canonical SMILES | C1=CC2=C(C=CC(=C2)Br)C=C1OC3C(C(C(C(O3)CO)O)O)O |
Isomeric SMILES | C1=CC2=C(C=CC(=C2)Br)C=C1O[C@@H]3[C@@H](C([C@@H]([C@H](O3)CO)O)O)O |
CAS No: 25696-57-5 Synonyms: 2-(6-Bromonaphthyl) a-D-glucopyranosideBr-Nap-a-D-Glc MDL No: MFCD00067169 Chemical Formula: C16H17BrO6 Molecular Weight: 385.21 |
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