6044-30-0,2-Naphthyl b-glucopyranoside,
CAS:6044-30-0
C16H18O6·H2O / 324.33
MFCD00180742
2-萘基-b-D-葡萄糖苷
2-Naphthyl b-D-glucopyranoside monohydrate is a potent inhibitor of beta-glucosidase, which is an enzyme that catalyzes the hydrolysis of glucose to produce glucose and D-glucose. It has been shown to inhibit the growth of bacteria in vitro, but does not have any effect on the growth of fungi. 2-Naphthyl b-D-glucopyranoside monohydrate has been used in assays for measuring the affinity for polynuclear aromatic hydrocarbons, such as benzopyrene. It also inhibits other enzymes, such as beta-lactamase, which is a penicillinase enzyme found in some bacteria.
2-Naphthyl beta-D-glucopyranoside (NBG) is a crystalline compound that has gained increasing attention in scientific research due to its chemical and biological properties. This paper will explore the definition and background of NBG, its 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
NBG is a glycoside compound that consists of a naphthyl ring attached to a glucopyranose ring. It was first synthesized in the 1970s and has since been used in a variety of scientific research projects. NBG is commonly used as a chromogenic substrate in enzymatic assays to measure the activity of various enzymes.
Physical and Chemical Properties
NBG has a molecular formula of C17H18O7 and a molecular weight of 346.32 g/mol. It has a melting point range of 195-198°C and is soluble in water but insoluble in organic solvents such as ethanol and chloroform. NBG has a yellowish-white color and can exist in two forms, α and β, with the β-form being more stable under normal conditions.
Synthesis and Characterization
NBG can be synthesized through the condensation of naphthol and glucose in the presence of an acid catalyst. The reaction produces a mixture of α and β anomers, which can be separated through chromatographic methods. NBG can be further characterized through techniques such as infrared spectroscopy, nuclear magnetic resonance spectroscopy, and mass spectrometry.
Analytical Methods
NBG is commonly used as a substrate in enzymatic assays to measure the activity of various enzymes. The reaction produces a colored product that can be quantified using spectrophotometric methods. NBG can also be analyzed through chromatographic methods such as high performance liquid chromatography and thin-layer chromatography.
Biological Properties
NBG has been shown to possess antimicrobial, antiviral, and anticancer properties. It has been used as a tool to study the activity of enzymes such as β-glucosidase and α-glucosidase.
Toxicity and Safety in Scientific Experiments
While NBG is generally considered safe for use in scientific experiments, precautions should be taken to prevent ingestion and skin contact. NBG has not been extensively studied for its toxicity and safety in humans, and further research is needed to determine its potential risks.
Applications in Scientific Experiments
NBG has a wide range of applications in scientific experiments due to its versatility as a chromogenic substrate. It has been used to measure the activity of enzymes such as β-glucosidase, α-glucosidase, and β-galactosidase. NBG has also been used to detect the presence of bacteria such as E. coli and Salmonella in food samples.
Current State of Research
Research on NBG has focused on its applications in enzymatic assays and its potential as a therapeutic agent. Clinical trials have been conducted to investigate the use of NBG as a treatment for various diseases such as cancer and viral infections.
Potential Implications in Various Fields of Research and Industry
NBG has potential implications in various fields of research and industry due to its unique properties. It can be used as a tool to study the activity of enzymes and as a diagnostic tool for the detection of bacteria in food samples. NBG also has potential therapeutic applications in the treatment of various diseases.
Limitations and Future Directions
The limitations of NBG include its solubility in water and its potential toxicity in humans. Future research should focus on improving the solubility of NBG in organic solvents to enhance its potential applications. Further studies are also needed to determine the safety and toxicity of NBG in humans. Additionally, future research should investigate the potential of NBG as a therapeutic agent for various diseases.
List of Potential Future Directions:
1. Investigation of NBG as a tool to study the activity of other enzymes.
2. Optimization of the synthesis of NBG for improved yield and purity.
3. Exploration of the potential of modified NBG derivatives in therapeutic applications.
4. Development of analytical techniques for the detection of NBG in biological fluids and tissues.
5. Examination of the interaction of NBG with other compounds and drugs.
6. Investigation of the potential of NBG in gene therapy applications.
7. Development of effective methods for the delivery of NBG to specific target tissues.
8. Analysis of the stability and degradation characteristics of NBG under various conditions.
9. Exploration of the potential of NBG in the treatment of neurodegenerative diseases.
10. Investigation of the effect of NBG on inflammation and the immune system.
11. Development of methods for the large-scale production of NBG for industrial applications.
Conclusion
NBG is a glycoside compound that has shown promise in various scientific research projects. Its unique properties make it a versatile tool in enzymatic assays and a potential therapeutic agent for various diseases. While there are limitations to its use, further research is needed to fully explore its potential applications in various fields of research and industry.
CAS Number | 6044-30-0 |
Product Name | 2-Naphthyl beta-D-glucopyranoside |
IUPAC Name | (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-naphthalen-2-yloxyoxane-3,4,5-triol |
Molecular Formula | C16H18O6 |
Molecular Weight | 306.31 g/mol |
InChI | InChI=1S/C16H18O6/c17-8-12-13(18)14(19)15(20)16(22-12)21-11-6-5-9-3-1-2-4-10(9)7-11/h1-7,12-20H,8H2/t12-,13-,14+,15-,16-/m1/s1 |
InChI Key | MWHKPYATGMFFPI-IBEHDNSVSA-N |
SMILES | C1=CC=C2C=C(C=CC2=C1)OC3C(C(C(C(O3)CO)O)O)O |
Canonical SMILES | C1=CC=C2C=C(C=CC2=C1)OC3C(C(C(C(O3)CO)O)O)O |
Isomeric SMILES | C1=CC=C2C=C(C=CC2=C1)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O |
CAS No: 6044-30-0 MDL No: MFCD00180742 Chemical Formula: C16H18O6·H2O Molecular Weight: 324.33 |
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