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  • 215868-26-1 ,  6,8-Difluoro-4-methylumbelliferyl b-D-galactopyranoside
215868-26-1 ,  6,8-Difluoro-4-methylumbelliferyl b-D-galactopyranoside

215868-26-1 , 6,8-Difluoro-4-methylumbelliferyl b-D-galactopyranoside

Cas:215868-26-1 ,
6,8-Difluoro-4-methylumbelliferyl b-D-galactopyranoside,
C16H16F2O8 / 374.29
MFCD01863002

6,8-Difluoro-4-methylumbelliferyl b-D-galactopyranoside

6,8-Difluoro-4-methylumbelliferyl b-D-galactopyranoside (6FAMB) is a fluorescent dye that can be used as a marker for antibody binding. It binds to the Fc region of antibodies and stains erythrocytes. 6FAMB has been used to study the activity of antimicrobial peptides in human serum. The fluorescence intensity of 6FAMB increases when it is incubated with cells, which may be due to its protease activity. The enzyme activity can be inhibited by phosphatase inhibitors such as sodium fluoride and sodium orthovanadate. 6FAMB can also be used for diagnostic purposes in assays.

6,8-Difluoro-4-methyl-2-oxo-2H-1-benzopyran-7-yl beta-D-galactopyranoside, also known as DFBGA, is a synthetic compound widely used in scientific experiments. In this paper, we will discuss the 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, and future directions of DFBGA.

Definition and Background

DFBGA is an artificial compound that belongs to a class of molecules known as benzopyran. It is a derivative of a natural compound called coumarin, which is widely found in plants. Coumarin and its derivatives have been used as natural flavoring agents. DFBGA was initially synthesized for its fluorescent properties and subsequently gained importance in the field of molecular biology and biomedical research.

Physical and Chemical Properties

DFBGA is a white to off-white crystalline solid with a molecular weight of 400.34 g/mol. It has a melting point of 229-233°C and a boiling point of 478.3°C at 760 mmHg. DFBGA is insoluble in water, but it can dissolve in organic solvents such as dimethyl sulfoxide (DMSO), dimethylformamide (DMF), and ethanol. It has a strong fluorescence emission with an excitation wavelength of 370 nm and an emission maximum at 400-420 nm.

Synthesis and Characterization

DFBGA can be synthesized through a multistep process, starting from the reaction of 4-methylcoumarin-7-carboxylic acid with thionyl chloride to form the corresponding acid chloride, followed by the reaction with 2,3,4,6-tetra-O-acetyl-beta-D-galactopyranosyl bromide. The final product is obtained by deprotecting the acetyl groups with sodium methoxide. The compound's purity and identity can be confirmed through various techniques such as nuclear magnetic resonance (NMR) spectroscopy, high-performance liquid chromatography (HPLC), and mass spectrometry.

Analytical Methods

DFBGA is widely used as a fluorescent probe in various biological systems. Several analytical methods have been developed to study its interactions with proteins, nucleic acids, and membranes. Fluorescence spectroscopy, circular dichroism spectroscopy, isothermal titration calorimetry (ITC), surface plasmon resonance (SPR), and X-ray crystallography are commonly used techniques to study the binding affinity, thermodynamics, and structural properties of DFBGA.

Biological Properties

DFBGA's fluorescent properties make it an excellent tool to study biological systems' structure, function, and dynamics. DFBGA has been used to study enzymes' activity, protein-protein interactions, and DNA hybridization. It has also been used to detect the presence of intracellular calcium ions and reactive oxygen species. DFBGA's fluorescence properties are highly dependent on its local environment, enabling it to be used as a reporter of various biochemical processes.

Toxicity and Safety in Scientific Experiments

DFBGA's toxicity is highly dependent on its concentration and exposure time. At low concentrations, it has been shown to be safe for use in biological systems. However, at higher concentrations, it can induce toxicity and cell death. It is essential to use protective equipment and follow proper handling procedures when working with DFBGA.

Applications in Scientific Experiments

DFBGA has a wide range of applications in various fields of research, including molecular biology, biochemistry, and biomedical research. It is used as a fluorescent probe to visualize cellular structures and biochemical processes. It has been used to study the structure and function of proteins, nucleic acids, and lipids. DFBGA's fluorescence properties make it an excellent tool for drug discovery and development.

Current State of Research

DFBGA's fluorescent properties continue to gain importance in various areas of research. There is ongoing research on its interactions with various biological systems, such as proteins, nucleic acids, and membranes. Researchers continue to explore new ways of using DFBGA as a probe to study cellular structures and functions.

Potential Implications in Various Fields of Research and Industry

DFBGA's fluorescent properties make it an attractive tool in various fields of research, including drug discovery and development, medical diagnostics, and environmental monitoring. It has the potential to be used as a diagnostic tool for diseases such as cancer and cardiovascular diseases. Its use in environmental monitoring can help detect pollutants and toxins in water sources and soil.

Limitations and Future Directions

DFBGA's limitations include its toxicity at high concentrations and its limited solubility in aqueous solutions. Future directions in research include the development of more soluble and biocompatible derivatives of DFBGA. Researchers are also exploring new ways to use DFBGA in drug delivery systems and biomedical imaging. The use of DFBGA in nanotechnology and material science is also an area of research that has the potential to yield exciting results.

In conclusion, DFBGA is a synthetic compound with many applications in various fields of research. Its fluorescent properties make it an excellent tool for studying biological systems' structure and function. Ongoing research on its interactions with proteins, nucleic acids, and lipids continues to yield exciting results, and new derivatives of DFBGA show great promise in drug discovery and development. Future research directions include the development of more biocompatible derivatives and the exploration of new applications in nanotechnology and material science.

CAS Number215868-26-1
Product Name6,8-Difluoro-4-methyl-2-oxo-2H-1-benzopyran-7-yl beta-D-galactopyranoside
IUPAC Name6,8-difluoro-4-methyl-7-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one
Molecular FormulaC16H16F2O8
Molecular Weight374.29 g/mol
InChIInChI=1S/C16H16F2O8/c1-5-2-9(20)25-14-6(5)3-7(17)15(10(14)18)26-16-13(23)12(22)11(21)8(4-19)24-16/h2-3,8,11-13,16,19,21-23H,4H2,1H3/t8-,11+,12+,13-,16+/m1/s1
InChI KeyJZLOUZMEHMDFKY-DSERSLQPSA-N
SMILESCC1=CC(=O)OC2=C(C(=C(C=C12)F)OC3C(C(C(C(O3)CO)O)O)O)F
Canonical SMILESCC1=CC(=O)OC2=C(C(=C(C=C12)F)OC3C(C(C(C(O3)CO)O)O)O)F
Isomeric SMILESCC1=CC(=O)OC2=C(C(=C(C=C12)F)O[C@H]3[C@@H]([C@H]([C@H]([C@H](O3)CO)O)O)O)F


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