65190-39-8 , 4,6-O-苄叉-1,5-脱水-D-吡喃葡萄糖醇, 1,5-Anhydro-4,6-O-benzylidene-D-glucitol,
CAS:65190-39-8
C13H16O5 /252.26
MFCD07367641
1,5-Anhydro-4,6-O-benzylidene-D-glucitol,
1,5-Anhydro-4,6-O-benzylidene-D-glucitol is a type of d-mannitol that is used as an intermediate in organic chemistry. It can be converted to a number of other compounds such as epoxides and nucleophilic agents. 1,5-Anhydro-4,6-O-benzylidene-D-glucitol is also an inhibitor of thrombin. It has been shown to inhibit the activity of trypsin and epoxide by forming hydrogen bonds with the enzyme's active sites. This molecule has been studied using molecular modeling and simulations with axial hydrogens found on the purine ring. In addition, 1,5-Anhydro-4,6-O-benzylidene -D -glucitol can be synthesized in organic chemistry through different routes.
1,5-Anhydro-4,6-O-benzylidene-D-glucitol (ABG) is a cyclic carbohydrate derivative that has shown potential in various fields of research and industry. In this paper, we will explore the definition and background of ABG, 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.
Synthesis and Characterization
ABG can be synthesized using various methods, including the condensation of 1,5-anhydroglucofuranose with benzaldehyde in the presence of an acid catalyst. ABG can also be synthesized using a combination of chemical and enzymatic methods, which allows for the production of enantiomerically pure ABG. Characterization of ABG can be done using various techniques, including nuclear magnetic resonance (NMR) spectroscopy, infrared (IR) spectroscopy, and mass spectrometry.
Analytical Methods
ABG can be quantified using various analytical methods, including high-performance liquid chromatography (HPLC), gas chromatography (GC), and capillary electrophoresis (CE). These methods allow for the determination of ABG concentration and purity.
Biological Properties
ABG has been shown to have various biological properties, including antidiabetic, antioxidant, and anti-inflammatory activities. ABG has been found to increase insulin sensitivity and reduce blood glucose levels in diabetic rats. Additionally, ABG has been found to scavenge free radicals and reduce oxidative stress in vitro and in vivo.
Toxicity and Safety in Scientific Experiments
ABG has been found to have a low toxicity and is generally considered safe in scientific experiments. However, more studies are needed to fully understand the safety of ABG.
Applications in Scientific Experiments
ABG has been used in various scientific experiments, including drug delivery, carbohydrate chemistry, and biomedical research. ABG has been found to improve the solubility and stability of various drugs, making them more effective. Additionally, ABG has been used as a precursor for the synthesis of other cyclic carbohydrate derivatives.
Current State of Research
Current research on ABG is focused on exploring its potential applications in various fields, including drug delivery, agriculture, and materials science. Additionally, researchers are studying the mechanism of action of ABG and its potential therapeutic applications.
Potential Implications in Various Fields of Research and Industry
ABG has potential implications in various fields of research and industry, including drug delivery, agriculture, and materials science. ABG can be used as a solubility-enhancing agent for poorly soluble drugs, as well as a component in crop protection products.
Limitations and Future Directions
One limitation of ABG is its low solubility in organic solvents, which limits its applications in certain fields. Future research should focus on developing synthetic methods to improve its solubility and stability. Additionally, more studies are needed to fully understand the mechanism of action of ABG and its potential applications in other fields.
Future Directions
- Development of new synthetic methods that improve ABG's solubility and stability in organic solvents
- Exploration of ABG's potential applications in the field of biomedicine, including drug discovery and development
- Investigation of ABG's potential applications as a component in crop protection products and its impact on livestock and ecosystems
- Development of biomaterials using ABG for tissue engineering and regenerative medicine
- Exploration of ABG's potential as a precursor for the synthesis of other cyclic carbohydrate derivatives.
CAS Number | 65190-39-8 |
Product Name | 1,5-Anhydro-4,6-O-benzylidene-D-glucitol |
IUPAC Name | (4aR,7S,8R,8aS)-2-phenyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxine-7,8-diol |
Molecular Formula | C₁₃H₁₆O₅ |
Molecular Weight | 252.26 |
InChI | InChI=1S/C13H16O5/c14-9-6-16-10-7-17-13(18-12(10)11(9)15)8-4-2-1-3-5-8/h1-5,9-15H,6-7H2/t9-,10+,11+,12+,13?/m0/s1 |
SMILES | C1C(C(C2C(O1)COC(O2)C3=CC=CC=C3)O)O |
Synonyms | 1,5-Anhydro-4,6-O-(phenylmethylene)-D-glucitol; 1,5-Anhydro-4,6-O-benzylidene- sorbitol; |
CAS No: 65190-39-8 Synonyms: 2,6-Anhydro-1,3-O-benzylidenehexitol MDL No: MFCD07367641 Chemical Formula: C13H16O5 Molecular Weight: 252.26 | |
References: 1. Verheggen I, et al., J. Med. Chem. 1993, 36, p2033 |
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