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  • 51970-29-7 ,1-脱氧-1-叠氮-alpha-D-甘露糖 ,a-D-Mannopyranosyl azide ,CAS:51970-29-7
51970-29-7 ,1-脱氧-1-叠氮-alpha-D-甘露糖 ,a-D-Mannopyranosyl azide ,CAS:51970-29-7

51970-29-7 ,1-脱氧-1-叠氮-alpha-D-甘露糖 ,a-D-Mannopyranosyl azide ,CAS:51970-29-7

51970-29-7 ,1-脱氧-1-叠氮-alpha-D-甘露糖 ,
a-D-Mannopyranosyl azide ,
CAS:51970-29-7
C6H11N3O5 / 205.17
MFCD05865236

a-D-Mannopyranosyl azide 

1-脱氧-1-叠氮-alpha-D-甘露糖,

Alpha-D-Mannopyranosyl Azide: Definition, Properties, Synthesis, Analytical Methods, Biological Properties, Applications, Limitations, and Future Directions

Introduction:

Alpha-D-Mannopyranosyl azide is a monosaccharide compound used in various areas of research and industry, including chemical synthesis, pharmaceuticals, and materials science. The compound has unique chemical and biological properties that make it highly useful for specific applications. The following paper aims to provide a comprehensive review of alpha-D-Mannopyranosyl azide, highlighting its definition, properties, synthesis, analytical methods, biological properties, applications, limitations, and future directions.

Definition and Background:

Alpha-D-Mannopyranosyl azide belongs to the family of alpha-D-Mannopyranosides, which are complex carbohydrates composed of six carbon atoms, one oxygen atom, and a hydroxyl group. The azide group enhances the reactivity of the molecule, making it highly desirable for chemical synthesis applications. Mannose is one of the most abundant and biologically active monosaccharides, found in a wide range of organisms, including plants, bacteria, and animals. Alpha-D-Mannopyranosyl azide has been extensively studied for its potential to immobilize enzymes, synthesize glycoconjugates, and modify surfaces for diagnostics and drug delivery purposes.

Synthesis and Characterization:

Alpha-D-Mannopyranosyl azide can be synthesized using various methods, including the reaction of mannose with sodium azide in the presence of a catalyst, the conversion of mannose to its acetate derivative, followed by the reaction with sodium azide, and the azidolysis of mannose acetate using hydrazino azide. The compound can be characterized using various techniques, including nuclear magnetic resonance (NMR) spectroscopy, Fourier transforms infrared (FTIR) spectroscopy, high-performance liquid chromatography (HPLC), and mass spectrometry.

Analytical Methods:

The analytical methods used for the detection and quantification of alpha-D-Mannopyranosyl azide include HPLC, capillary electrophoresis (CE), paper chromatography, and thin-layer chromatography (TLC). These methods rely on the separation of the compound from the sample matrix and the detection of its unique properties, such as UV absorption or fluorescence. These techniques enable the identification of alpha-D-Mannopyranosyl azide in complex mixtures and the determination of its purity and concentration.

Biological Properties:

Alpha-D-Mannopyranosyl azide has been extensively studied for its potential biological applications, such as its immunostimulatory properties, its interaction with lectins, and its ability to function as a metabolic probe. The compound can stimulate the production of cytokines, such as interleukin-1 beta (IL-1β), interleukin-6 (IL-6), and tumor necrosis factor-alpha (TNF-α), in immune cells, indicating its potential for use as an adjuvant in vaccines. The compound also has specific binding properties to certain lectins, such as concanavalin A and peanut agglutinin, which can be used in affinity chromatography and biosensors. Lastly, the compound has been used as a metabolic probe for the detection of mannose metabolism in fungal cells, enabling the identification of essential metabolic pathways.

Toxicity and Safety in Scientific Experiments:

The toxicity of alpha-D-Mannopyranosyl azide has been studied in various in vitro and in vivo models, indicating low toxicity and no significant side effects at low concentrations. However, the compound can be explosive and can pose a safety hazard if mishandled. Proper precautions should be taken when using or handling the compound, such as wearing protective gear and ensuring proper ventilation.

Applications in Scientific Experiments:

Alpha-D-Mannopyranosyl azide has been used in various areas of research, including chemical synthesis, drug delivery, diagnostics, biomaterials, and biotechnology. The compound is used in the synthesis of glycoconjugates and glycopeptides, enabling the study of the function and structure of glycosylation in biological systems. The compound can also be used in the production of biosensors and diagnostic tools, enabling the detection of specific biomolecules. In the field of biomaterials, the compound can be used in the modification of surfaces, enabling the immobilization of proteins, enzymes, and cells. The compound can also function as a drug delivery agent, targeting specific cells, and triggering specific biological pathways.

Current State of Research:

Alpha-D-Mannopyranosyl azide continues to be a highly active area of research, with new applications and methods of synthesis being developed. The compound has been used in the development of novel vaccines, biosensors, and drug delivery systems. The development of efficient and cost-effective synthesis protocols is crucial for the widespread use of alpha-D-Mannopyranosyl azide. Additionally, the optimization of the properties of the compound, such as its stability, reactivity, and solubility, can enhance its potential applications.

Future Directions:

The future directions for alpha-D-Mannopyranosyl azide include the development of new methods of synthesis, the optimization of its biological properties, and the exploration of new applications. The development of new synthesis methods can enable the production of the compound in large quantities, at a lower cost, and with improved purity. The optimization of the biological properties of the compound can enable the development of specific vaccines, drug delivery systems, and biosensors that can enhance the specificity and sensitivity of current technologies. The exploration of new applications can enable the development of new materials and devices that can impact various fields, such as medicine, agriculture, and biotechnology. Some possible future directions include:

- Development of alpha-D-Mannopyranosyl azide-based vaccines for infectious diseases, such as HIV, influenza, and COVID-19.

- Synthesis of alpha-D-Mannopyranosyl azide-based hydrogels for tissue engineering and regenerative medicine applications.

- Study of the interaction between alpha-D-Mannopyranosyl azide and lectins in biological systems, enabling the development of specific biosensors.

- Development of alpha-D-Mannopyranosyl azide-based drug delivery systems for targeted cancer therapy.

- Synthesis of alpha-D-Mannopyranosyl azide-modified surfaces for cell culture and tissue engineering applications.

- Investigation of the metabolic pathways involving alpha-D-Mannopyranosyl azide in various organisms, enabling the development of new metabolic probes.

Limitations:

The limitations of alpha-D-Mannopyranosyl azide include the limited availability, the high cost of production, the safety hazards associated with its use, and the limited stability of the compound. The compound can be highly explosive and can pose a safety hazard if not handled properly. Additionally, the compound can decompose over time, reducing its effectiveness in certain applications. The high cost of production and limited availability can also limit the widespread use of the compound in research and industry.

Conclusion:

Alpha-D-Mannopyranosyl azide is a highly useful compound with unique properties that make it highly desirable for various applications in research and industry. The compound has been studied extensively for its potential use in chemical synthesis, vaccine development, drug delivery, and biomaterials. The development of efficient and cost-effective synthesis protocols, the optimization of the biological properties of the compound, and the exploration of new applications can lead to new breakthroughs in various fields of science and technology.

CAS Number51970-29-7
Product Namealpha-D-mannopyranosyl azide
IUPAC Name(2S,3S,4S,5S,6R)-2-azido-6-(hydroxymethyl)oxane-3,4,5-triol
Molecular FormulaC6H11N3O5
Molecular Weight205.17 g/mol
InChIInChI=1S/C6H11N3O5/c7-9-8-6-5(13)4(12)3(11)2(1-10)14-6/h2-6,10-13H,1H2/t2-,3-,4+,5+,6+/m1/s1
InChI KeyKSRDTSABQYNYMP-PQMKYFCFSA-N
SMILESC(C1C(C(C(C(O1)N=[N+]=[N-])O)O)O)O
Canonical SMILESC(C1C(C(C(C(O1)N=[N+]=[N-])O)O)O)O
Isomeric SMILESC([C@@H]1[C@H]([C@@H]([C@@H]([C@H](O1)N=[N+]=[N-])O)O)O)O


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