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52904-86-6, 3-Deoxy-3-fluoro-D-galactose, Cas:52904-86-6

52904-86-6, 3-Deoxy-3-fluoro-D-galactose,
Cas:52904-86-6
C6H11FO5 / 182.15
MFCD00061626

3-Deoxy-3-fluoro-D-galactose - Aqueous solution

3-Deoxy-3-fluoro-D-galactose (3DFGal) is a potential drug that has been shown to shift the metabolic pathway of gram-positive pathogens from glycolysis to gluconeogenesis. This compound may be used as a tool for studying the enzymatic reaction catalyzed by galactokinase, which is involved in the conversion of 3DFGal to D-galactose. 3DFGal is a stereospecific carbohydrate and can be used as a substrate for biochemical studies. The bacterial surface profile of 3DFGal has been investigated and it has been found that 3DFGal is not significantly toxic to Gram-negative bacteria. The kinetics of 3DFGal hydrolysis have been studied and it was found that the hydrolysis rate was increased when the solution was acidified with hydrofluoric acid.

3-Deoxy-3-fluoro-D-galactose (3-FDG) is a synthetic fluorinated sugar that has attracted considerable attention in recent years due to its unusual chemical and biological properties. This molecule has applications in various fields of research such as biochemistry, medicinal chemistry, and material science. In this paper, we will provide an overview of 3-FDG and 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:

3-Deoxy-3-fluoro-D-galactose (3-FDG) is a monosaccharide with the chemical formula C6H11FO5. It is a fluorinated derivative of D-galactose, which is a simple sugar commonly found in milk and dairy products. 3-FDG was first synthesized in the 1990s by researchers trying to design sugar molecules that could be used as tracers in molecular imaging studies.

Physical and Chemical Properties:

3-FDG is a white crystalline powder that is soluble in water and other polar solvents. It has a melting point of 158-162°C and a specific rotation of -95.6 degrees. The fluorine atom in 3-FDG has a high electronegativity, which results in a decrease in the reactivity of the molecule compared to its non-fluorinated counterpart.

Synthesis and Characterization:

The synthesis of 3-FDG can be achieved by several methods. One such method involves the fluorination of 2,3,4,6-tetra-O-acetyl-1-thio-beta-D-galactopyranose with Selectfluor reagent. The resulting compound can be deacetylated to obtain 3-FDG. Characterization of 3-FDG can be performed using various techniques such as nuclear magnetic resonance (NMR), infrared (IR) spectroscopy, and X-ray crystallography.

Analytical Methods:

Analytical methods used for the detection and quantification of 3-FDG include HPLC, GC-MS, NMR, and IR spectroscopy. HPLC is a commonly used method for separation and quantification of 3-FDG in biological matrices.

Biological Properties:

3-FDG has been shown to have antitumor activity by inhibiting glycolysis in cancer cells. It is also used as a tracer in molecular imaging studies to visualize glucose metabolism in vivo.

Toxicity and Safety in Scientific Experiments:

Toxicity studies of 3-FDG have shown that it is relatively non-toxic in animal studies. However, more research is needed to determine the safety of 3-FDG in humans.

Applications in Scientific Experiments:

3-FDG has several applications in scientific experiments. It is used as a tracer in molecular imaging studies to visualize glucose metabolism in vivo. It is also used as a substrate in enzymatic assays to study the activity of glycosyltransferases.

Current State of Research:

Research on 3-FDG is ongoing in various fields such as medicinal chemistry, biochemistry, and material science. New synthetic methods are being developed to produce 3-FDG with higher yields and purity.

Potential Implications in Various Fields of Research and Industry:

The unique properties of 3-FDG make it a promising molecule for various applications in the fields of medicine, biomaterials, and organic synthesis. It has potential applications in drug discovery, molecular imaging, and material science.

Limitations and Future Directions:

Although 3-FDG has several potential applications, there are still limitations that need to be addressed. One of the main limitations is the lack of a reliable and efficient synthetic method. Future research should focus on developing new synthetic methods that can produce 3-FDG with higher yields and purity. Other future directions include the study of the biological activity of 3-FDG and the development of new applications in the fields of medicine and biomaterials.

Conclusion:

In conclusion, 3-Deoxy-3-fluoro-D-galactose is a promising molecule with several potential applications in various fields of research. It has unique chemical and biological properties that make it a valuable tool for molecular imaging studies and enzymatic assays. Future research should focus on developing new synthetic methods and exploring the biological activity and potential applications of 3-FDG.

CAS Number52904-86-6
Product Name3-Deoxy-3-fluoro-D-galactose
IUPAC Name(3S,4S,5S,6R)-4-fluoro-6-(hydroxymethyl)oxane-2,3,5-triol
Molecular FormulaC₆H₁₁FO₅
Molecular Weight182.15
InChIInChI=1S/C6H11FO5/c7-3-4(9)2(1-8)12-6(11)5(3)10/h2-6,8-11H,1H2/t2-,3+,4+,5-,6?/m1/s1
SMILESC(C1C(C(C(C(O1)O)O)F)O)O
Synonyms3-Deoxy-3-fluoro-D-galactopyranose;
CAS No: 52904-86-6 MDL No: MFCD00061626 Chemical Formula: C6H11FO5 Molecular Weight: 182.15
References: 1. Barlow JN, Blanchard JS, Carbohydr. Res. 2000, Vol328, p473-480

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