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  • 29218-07-3, 4-氟代-D-葡萄糖, 4-fluoro-D-glucose, CAS:29218-07-3
  • 29218-07-3, 4-氟代-D-葡萄糖, 4-fluoro-D-glucose, CAS:29218-07-3
29218-07-3, 4-氟代-D-葡萄糖, 4-fluoro-D-glucose, CAS:29218-07-329218-07-3, 4-氟代-D-葡萄糖, 4-fluoro-D-glucose, CAS:29218-07-3

29218-07-3, 4-氟代-D-葡萄糖, 4-fluoro-D-glucose, CAS:29218-07-3

29218-07-3 , 4-氟代-D-葡萄糖,
4-fluoro-D-glucose,
CAS:29218-07-3
C6H11FO5 / 182.15
MFCD00069169

4-氟代-D-葡萄糖, 4-fluoro-D-glucose

4-Deoxy-4-fluoro-D-glucose is a biochemical compound that is used to bind to the carbon source in target tissues. It has a fluorine atom and two hydroxy groups, which are responsible for its biological properties. 4-Deoxy-4-fluoro-D-glucose binds to the 6 phosphate in bacterial enzymes and inhibits their activity, leading to cell death. It also binds to the hydroxyl group of proteins and alters their function. 4-Deoxy-4-fluoro-D-glucose is an inhibitor of bacterial enzymes, but has no effect on eukaryotic cells due to its inability to bind with these types of enzymes.

4FDG is a radiolabeled form of glucose that is commonly used as a tracer in nuclear medicine. The fluorine-18 labeled glucose molecule is used in conjunction with positron emission tomography (PET) technologies to visualize glucose metabolism in living organisms. This helps researchers detect metabolic changes in diseased tissues, leading to the development of new diagnostic and therapeutic techniques.

Physical and Chemical Properties:

4FDG is a white crystalline solid with a molecular weight of 182.15 g/mol. Its chemical formula is C6H11FO5. The compound is highly soluble in water, methanol, and ethanol but barely soluble in chloroform and ethyl acetate. 4FDG contains a fluorine-18 atom that emits positrons, making it suitable for use in PET imaging studies.

Synthesis and Characterization:

4FDG is synthesized by the chemical reaction of mannose triflate with fluorine-18 labeled potassium fluoride in the presence of anhydrous acetonitrile. The resulting product, 4FDG triflate, is then purified by high-performance liquid chromatography (HPLC). The final product is characterized by several methods, including HPLC, nuclear magnetic resonance (NMR) spectroscopy, and mass spectrometry (MS).

Analytical Methods:

Several analytical methods are used to detect and measure 4FDG in biological samples, including HPLC, gas chromatography (GC), and liquid chromatography-tandem mass spectrometry (LC-MS/MS). PET imaging is also used to visualize the distribution and uptake of 4FDG in tissues.

Biological Properties:

The properties of 4FDG make it an ideal tracer for imaging PET scans of various organs, including the brain, heart, and tumours. 4FDG is selectively taken up by glucose transporters in cells via a mechanism similar to glucose. However, it is metabolized at a much slower rate than glucose, allowing it to accumulate in tissues with high metabolic activity.

Toxicity and Safety in Scientific Experiments:

Studies have shown that 4FDG is safe for use in human and animal studies when administered in recommended doses. The compound is quickly eliminated from the body through urine, reducing the risk of radiation exposure.

Applications in Scientific Experiments:

4FDG has a wide range of applications in scientific research, ranging from cancer diagnosis to neuroscience. PET imaging using 4FDG has been used to detect metabolic changes associated with a variety of diseases, including cancer, Alzheimer's disease, and diabetes.

Current State of Research:

Research on 4FDG has been ongoing for many years. Recent studies have focused on developing new methods for synthesizing and purifying the compound, as well as improving its efficiency as a PET tracer for diagnosing and monitoring disease progression.

Potential Implications in Various Fields of Research and Industry:

The potential implications of 4FDG in various fields of research and industry are numerous. For example, 4FDG has the potential to revolutionize cancer diagnosis and treatment by providing an accurate and non-invasive method for detecting and monitoring tumours. In addition, 4FDG has promising applications in neuroscience research, where it can be used to visualize glucose metabolism in the brain.

Limitations:

Despite its many advantages, 4FDG has several limitations. For example, its uptake by cells is influenced by glucose levels, which can vary significantly in different tissues. In addition, the short half-life of the fluorine-18 label (110 minutes) limits the time available for conducting PET scans.

Future Directions:

The potential future directions for the research on 4FDG are as follows:

1. Developing new methods for synthesizing and purifying 4FDG to improve its efficiency and availability.

2. Investigating the use of 4FDG as a tracer for other metabolic pathways besides glucose metabolism.

3. Evaluating the effectiveness of 4FDG in monitoring treatment response in various diseases.

4. Investigating the utility of 4FDG in predicting disease progression and patient outcomes.

5. Developing new PET imaging technologies that can provide higher resolution and better sensitivity for detecting metabolic changes in tissues.

6. Developing new applications of 4FDG in fields such as agriculture, food science, and environmental science.

7. Investigating the potential role of 4FDG in drug discovery and development.

8. Investigating the potential uses of 4FDG in non-medical areas, such as forensic science and environmental monitoring.

In conclusion, 4FDG is a valuable compound that has many potential uses in scientific research and industry. Despite its limitations, ongoing research on 4FDG is expected to provide significant insights into metabolic processes in living organisms, leading to new diagnostic and therapeutic approaches for various diseases.

CAS Number

29218-07-3

Product Name

4-Deoxy-4-fluoro-D-glucose

IUPAC Name

(2R,3R,4R,5R)-4-fluoro-2,3,5,6-tetrahydroxyhexanal

Molecular Formula

C6H11FO5

Molecular Weight

182.15 g/mol

InChI

InChI=1S/C6H11FO5/c7-5(3(10)1-8)6(12)4(11)2-9/h2-6,8,10-12H,1H2/t3-,4+,5-,6-/m1/s1

InChI Key

FIHYONSINSKFAH-GASJEMHNSA-N

SMILES

C(C(C(C(C(C=O)O)O)F)O)O

Synonyms

4-deoxy-4-fluoroglucose

Canonical SMILES

C(C(C(C(C(C=O)O)O)F)O)O

Isomeric SMILES

C([C@H]([C@H]([C@@H]([C@H](C=O)O)O)F)O)O

CAS No: 29218-07-3 MDL No: MFCD00069169 Chemical Formula: C6H11FO5 Molecular Weight: 182.15

References: 1. Barford AD, Foster AB, Westwood JH, Hall LD, et al., Carbohydr. Res. 1971, Aug 19(1), 49-61

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