140428-81-5 ,2-Azidoethyl 2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranoside,
CAS:140428-81-5
C16H23N3O10 / 417.37
MFCD19981034
2-叠氮乙基-2,3,4,6-四-O-乙酰-β-D-吡喃葡萄糖苷,
2-Azidoethyl 2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranoside is a carbohydrate derivative that has gained attention in recent years due to its potential implications in various fields of research and industry. This paper aims to provide a comprehensive overview of this compound by addressing its 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, limitations, and future directions.
Definition and Background
2-Azidoethyl 2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranoside is a carbohydrate derivative that consists of a glucose molecule attached to an azidoethyl group. It is a white solid that is soluble in polar solvents. This compound has been synthesized and characterized for its potential use in chemical biology and glycobiology research. Glycans are commonly found on the surface of cells and play a critical role in cell-cell communication, immune response, and disease progression. Therefore, the development of tools that can specifically target glycans is of great interest to the scientific community.
Synthesis and Characterization
The synthesis of 2-Azidoethyl 2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranoside can be achieved in several ways. One method involves the reaction of 2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl bromide with sodium azide in the presence of an organic solvent such as DMF. The resulting product is then purified by column chromatography. Another method involves the transglycosylation of an acceptor molecule with 2-Azidoethyl 2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl fluoride using a glycosyltransferase enzyme. The characterization of this compound can be done using techniques such as nuclear magnetic resonance (NMR) spectroscopy, mass spectrometry, and high-performance liquid chromatography (HPLC).
Analytical Methods
Various analytical methods have been developed to detect 2-Azidoethyl 2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranoside in biological samples. One such method involves the use of a fluorescent tag that can specifically bind to the azido group. This allows for the visualization of the compound in live cells using fluorescence microscopy. Another method involves the use of mass spectrometry to determine the structure and quantity of the compound in biological samples.
Biological Properties
2-Azidoethyl 2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranoside has been shown to have specific binding affinity to lectins, which are proteins that can recognize and bind to specific carbohydrate structures. This property has been exploited to develop tools for the detection and visualization of glycans in biological samples. In addition, this compound has been used to label glycans on live cells for imaging studies.
Toxicity and Safety in Scientific Experiments
The toxicity and safety of 2-Azidoethyl 2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranoside in scientific experiments have not been extensively studied. However, it is important to handle this compound with care as it may pose a risk if ingested or inhaled. Appropriate protective clothing, including gloves and goggles, should be worn when handling this compound.
Applications in Scientific Experiments
2-Azidoethyl 2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranoside has various applications in scientific experiments. It has been used to study the glycosylation patterns of cells and tissues, as well as to develop glycan-targeting drugs. This compound has also been used to label glycans for imaging studies and to track the movement of cells in vivo.
Current State of Research
The current state of research on 2-Azidoethyl 2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranoside is focused on the development of novel tools and methods for studying glycans. Researchers are looking into ways to improve the specificity and sensitivity of current methods for detecting and visualizing glycans. In addition, there is ongoing research into the development of glycan-targeting drugs for the treatment of various diseases.
Potential Implications in Various Fields of Research and Industry
The potential implications of 2-Azidoethyl 2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranoside in various fields of research and industry are vast. In the biomedical field, this compound has the potential to be used for the development of glycan-targeting drugs for the treatment of cancer, infectious diseases, and autoimmune diseases. In the biotechnology industry, it can be used to produce glycoproteins with specific glycosylation patterns for therapeutic and diagnostic applications.
Limitations and Future Directions
One limitation of 2-Azidoethyl 2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranoside is that it may not be suitable for all types of glycan studies. This compound specifically targets glycans with a glucose residue and may not be effective for studying other types of glycans. Future directions for research include the development of novel compounds that can target a wider range of glycans and the improvement of current methods for detecting and visualizing glycans. In addition, more studies are needed to investigate the toxicity and safety of this compound in scientific experiments.
Future Directions
- Development of glycan-targeting drugs using 2-Azidoethyl 2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranoside
- Improvement of current methods for detecting and visualizing glycans
- Development of novel compounds that can target a wider range of glycans
- Further investigation into the toxicity and safety of 2-Azidoethyl 2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranoside in scientific experiments
- Exploration of the potential applications of this compound in the biotechnology industry
- Investigation of the role of glycans in disease progression and development of novel therapeutics based on this knowledge
- Investigation of the effects of this compound on glycosylation in vivo
- Development of glycan-based biosensors for disease diagnosis and monitoring
- Investigation of the glycosylation patterns of various cell types and tissues
- Exploration of the potential uses of this compound in the development of vaccines and immunotherapies
CAS Number | 140428-81-5 |
Product Name | 2-Azidoethyl 2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranoside |
IUPAC Name | [(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(2-azidoethoxy)oxan-2-yl]methyl acetate |
Molecular Formula | C16H23N3O10 |
Molecular Weight | 417.37 |
InChI | InChI=1S/C16H23N3O10/c1-8(20)25-7-12-13(26-9(2)21)14(27-10(3)22)15(28-11(4)23)16(29-12)24-6-5-18-19-17/h12-16H,5-7H2,1-4H3/t12-,13-,14+,15-,16-/m1/s1 |
SMILES | CC(=O)OCC1C(C(C(C(O1)OCCN=[N+]=[N-])OC(=O)C)OC(=O)C)OC(=O)C |
CAS No: 140428-81-5 MDL No: MFCD19981034 Chemical Formula: C16H23N3O10 Molecular Weight: 417.37 |
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