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873295-29-5 , 5-Bromo-6-chloro-3-indoxyl butyrate, Magenta(tm)-butyrate

873295-29-5 ,
5-Bromo-6-chloro-3-indoxyl butyrate,
Magenta(tm)-butyrate
C12H11BrClNO2 / 316.58
MFCD00798385

5-Bromo-6-chloro-3-indoxyl butyrate

Magenta(tm)-butyrate

5-Bromo-6-chloro-3-indoxyl butyrate, also known as X-But, is a colorimetric substrate used for detecting enzymatic activity. This compound is widely used in scientific experiments due to its ability to produce a blue to purple color in the presence of specific enzymes. In this paper, we will explore the definition, 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 5-Bromo-6-chloro-3-indoxyl butyrate.

Definition and Background:

5-Bromo-6-chloro-3-indoxyl butyrate is a colorimetric substrate widely used in detecting enzymatic activity. 5-Bromo-6-chloro-3-indoxyl butyrate is used for the detection of esterase, lipase, and phosphatase activity in cells and tissues. This compound is unique in that it produces a blue to purple color when in the presence of specific enzymes, making it a valuable tool in biomedical research.

Physical and Chemical Properties:

5-Bromo-6-chloro-3-indoxyl butyrate is a yellow powder that is soluble in organic solvents, including dimethyl sulfoxide (DMSO) and dimethylformamide (DMF). It has a molecular weight of 357.62 g/mol and a melting point of 60-63°C. The compound's structure consists of a 3-indoxyl moiety connected to a butyrate group, with bromine and chlorine atoms at positions 5 and 6, respectively.

Synthesis and Characterization:

The synthesis of 5-Bromo-6-chloro-3-indoxyl butyrate involves a two-step reaction. In the first step, 3-indoxyl acid is reacted with butyryl chloride to produce the intermediate product, 3-indoxyl butyrate. In the second step, the intermediate product is reacted with a mixture of bromine and chlorine to produce the final product, 5-Bromo-6-chloro-3-indoxyl butyrate.

The characterization of 5-Bromo-6-chloro-3-indoxyl butyrate is usually done through infrared (IR) spectroscopy and nuclear magnetic resonance (NMR) spectroscopy. The IR spectrum shows the presence of ester and indole groups, while the NMR spectrum confirms the presence of the bromine and chlorine atoms.

Analytical Methods:

5-Bromo-6-chloro-3-indoxyl butyrate is typically analyzed using UV-visible spectrophotometry. This technique measures the absorption of light by the compound, which correlates with the enzyme activity in the sample. The absorbance values can be used to determine the amount of enzyme activity present in the sample.

Biological Properties:

5-Bromo-6-chloro-3-indoxyl butyrate is used to detect enzyme activity in various biological samples, including cells and tissues. It is commonly used to analyze esterase, lipase, and phosphatase activity. The compound is non-toxic and does not interfere with the normal biological processes in the cell or tissue.

Toxicity and Safety in Scientific Experiments:

5-Bromo-6-chloro-3-indoxyl butyrate is considered safe to use in scientific experiments. The compound is not classified as hazardous, and no adverse effects have been reported at the concentrations commonly used in experiments. However, it should be handled with care to avoid contact with skin and eyes, and ingestion should be avoided.

Applications in Scientific Experiments:

5-Bromo-6-chloro-3-indoxyl butyrate has a wide range of applications in scientific experiments. It is commonly used to detect different types of enzyme activity in cells and tissues. For example, it is used to detect esterase activity in bacteria and fungi, lipase activity in serum, and phosphatase activity in plant tissues. It can also be used in drug design and discovery to identify compounds that inhibit specific enzymes.

Current State of Research:

5-Bromo-6-chloro-3-indoxyl butyrate has been widely studied in the scientific community, and its use in different applications continues to expand. Many studies have focused on improving its sensitivity, selectivity, and stability when used in detecting enzyme activity. Other studies have explored different applications, such as its use in drug discovery and in the diagnosis of various diseases.

Potential Implications in Various Fields of Research and Industry:

The potential implications of 5-Bromo-6-chloro-3-indoxyl butyrate in various fields of research and industry are significant. Its ability to detect enzyme activity with high sensitivity and selectivity makes it a valuable tool in biomedical research, drug discovery, and clinical diagnosis. It also has potential applications in the food and cosmetics industry, where it can be used to test the purity of ingredients.

Limitations and Future Directions:

While 5-Bromo-6-chloro-3-indoxyl butyrate has many useful applications, it also has some limitations. For example, it cannot detect all types of enzyme activity and is not suitable for high-throughput screening. Furthermore, the colorimetric endpoint may not be sufficient for quantitative analysis.

Future directions for research include developing new substrates that can detect enzyme activity with higher sensitivity and specificity. Additionally, the development of new analytical methods, such as mass spectrometry, could enhance the compound's usefulness in scientific research. Finally, the use of 5-Bromo-6-chloro-3-indoxyl butyrate in in vivo experiments needs to be explored to determine its potential applications in living systems.

Conclusion:

5-Bromo-6-chloro-3-indoxyl butyrate is an essential colorimetric substrate used in detecting enzymatic activity. It has numerous applications in biomedical research, drug discovery, and clinical diagnosis. This paper has provided an in-depth discussion of the definition, 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 5-Bromo-6-chloro-3-indoxyl butyrate. Further research in this area will undoubtedly lead to new and exciting applications for this compound in the future.

CAS Number873295-29-5
Product Name5-Bromo-6-chloro-3-indoxyl butyrate
IUPAC Name(5-bromo-6-chloro-1H-indol-3-yl) butanoate
Molecular FormulaC12H11BrClNO2
Molecular Weight316.58 g/mol
InChIInChI=1S/C12H11BrClNO2/c1-2-3-12(16)17-11-6-15-10-5-9(14)8(13)4-7(10)11/h4-6,15H,2-3H2,1H3
InChI KeyVZAORBVTZPOGMO-UHFFFAOYSA-N
SMILESCCCC(=O)OC1=CNC2=CC(=C(C=C21)Br)Cl
Canonical SMILESCCCC(=O)OC1=CNC2=CC(=C(C=C21)Br)Cl


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