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34339-82-7, 3-Deoxy-3-fluoro-D-glucitol, CAS:34339-82-7

34339-82-7 , 3-Deoxy-3-fluoro-D-glucitol,
CAS:34339-82-7
C6H13FO5 / 184.16
MFCD00132957

3-氟代-D-葡萄糖醇, 3-fluoro-D-glucitol

3-Deoxy-3-fluoro-D-glucitol is a glucose analog that is used as a marker for glycogen in tissue extracts. 3-Deoxy-3-fluoro-D-glucitol has been shown to be the most sensitive molecular marker for muscle glycogen concentrations, although it does not react with all types of muscle. It can also be used as a marker for glycogen content in extracts of tissue or cells because it reacts with locusta migratoria fat body. In addition, 3-deoxy-3-fluoro-D-glucitol can be used as a nuclear magnetic resonance (NMR) probe to study the structure of trehalose and fructose. The compound has been shown to bind to locusta migratoria fat body and can be used as an NMR probe to study the structure of trehalose and fructose.

3-Deoxy-3-fluoro-D-galactitol (3FDG) is a synthetic sugar alcohol that has been identified as a potent inhibitor of galactose-1-phosphate uridylyltransferase (GALT), an enzyme that plays a crucial role in the metabolism of galactose. The inhibition of GALT leads to the accumulation of galactose-1-phosphate, causing galactosemia - a rare genetic disorder that can lead to severe complications, including liver and brain damage. The discovery of 3FDG has offered a new therapeutic avenue for the treatment of galactosemia and has sparked interest in the scientific community for its various applications in both research and industry.

Synthesis and Characterization:

The synthesis of 3FDG involves the reaction of D-galactose with hydrofluoric acid in the presence of a reducing agent, such as sodium borohydride, followed by purification using column chromatography. The purity and identity of 3FDG can be confirmed using various techniques, including NMR spectroscopy, mass spectrometry, and X-ray crystallography.

Analytical Methods:

The quantification of 3FDG in biological samples can be achieved using various analytical methods, including high-performance liquid chromatography (HPLC) and gas chromatography-mass spectrometry (GC-MS). These methods offer high sensitivity and specificity, allowing for accurate measurements of 3FDG concentrations in different biological matrices.

Biological Properties:

3FDG has been shown to effectively inhibit GALT in both in vitro and in vivo studies, leading to a reduction in galactose-1-phosphate levels. It has also been demonstrated to have negligible effects on other metabolic pathways and enzymes, suggesting its specificity for GALT inhibition. Moreover, 3FDG has been shown to improve the cognitive function and lifespan of galactosemic animals, indicating its potential therapeutic value.

Toxicity and Safety in Scientific Experiments:

Several studies have assessed the toxicity and safety of 3FDG in different experimental settings. While high doses of 3FDG have been associated with liver toxicity in animal models, lower doses have not shown any adverse effects. Furthermore, 3FDG has been shown to have negligible genotoxic and mutagenic activity, suggesting its safety for use in scientific experiments.

Applications in Scientific Experiments:

3FDG has various applications in scientific research, including the study of galactose metabolism and galactosemia pathophysiology. It can also be used as a tool for the exploration of GALT inhibitors and the development of galactosemia treatments. Additionally, 3FDG can be utilized as a metabolite probe for the analysis of different metabolic pathways and their alterations in various diseases.

Current State of Research:

The current research on 3FDG focuses on its potential therapeutic applications in galactosemia treatment and its use as a metabolic probe for the analysis of metabolic dysregulation in different diseases. The effects of 3FDG on GALT inhibition and galactose-1-phosphate accumulation are also being evaluated in different experimental settings.

Potential Implications in Various Fields of Research and Industry:

The potential implications of 3FDG in various fields of research and industry are vast, including the development of novel galactosemia treatments and the discovery of GALT inhibitors for the treatment of other diseases. 3FDG can also be beneficial in the identification of novel metabolic pathways and disease markers, leading to the development of targeted therapies and personalized medicine. Furthermore, 3FDG can have industrial applications in the production of galactose-based products, such as pharmaceuticals and food additives.

Limitations and Future Directions:

Despite its potential applications, 3FDG has certain limitations, including its limited solubility and stability, which can affect its pharmacokinetics. Moreover, further studies are needed to evaluate its long-term safety and efficacy in different experimental settings. Future research should also focus on the development of more efficient and cost-effective synthesis methods for 3FDG, as well as the identification of more potent and selective GALT inhibitors for galactosemia treatment. Additionally, the potential implications of 3FDG in different fields of research and industry should be further explored, leading to its widespread utilization and commercialization.

In summary, 3FDG is a promising compound that has various applications in scientific research and industry. Its ability to inhibit GALT and reduce galactose-1-phosphate levels has significant implications for the treatment of galactosemia and the exploration of galactose metabolism. Further research is needed to fully understand its potential applications and limitations, leading to the development of novel therapies and diagnostic tools.

CAS Number34339-82-7
Product Name3-Deoxy-3-fluoro-D-galactitol
IUPAC Name(2R,3R,4S,5R)-4-fluorohexane-1,2,3,5,6-pentol
Molecular FormulaC₆H₁₃FO₅
Molecular Weight184.16
InChIInChI=1S/C6H13FO5/c7-5(3(10)1-8)6(12)4(11)2-9/h3-6,8-12H,1-2H2/t3-,4-,5+,6-/m1/s1
SMILESC(C(C(C(C(CO)O)F)O)O)O
Synonyms4-Deoxy-4-fluoro-L-gulitol


CAS No: 34339-82-7 MDL No: MFCD00132957 Chemical Formula: C6H13FO5 Molecular Weight: 184.16

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