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  • 168397-51-1 ,2-乙酰氨基-4,6-苄叉-2-去氧-1-叠氮-beta-葡萄糖, CAS:168397-51-1
168397-51-1 ,2-乙酰氨基-4,6-苄叉-2-去氧-1-叠氮-beta-葡萄糖, CAS:168397-51-1

168397-51-1 ,2-乙酰氨基-4,6-苄叉-2-去氧-1-叠氮-beta-葡萄糖, CAS:168397-51-1

168397-51-1 ,2-Acetamido-4,6-O-benzylidene-2-deoxy-beta-D-glucopyranosyl Azide,
2-乙酰氨基-4,6-苄叉-2-去氧-1-叠氮-beta-葡萄糖,
CAS:168397-51-1
C15H18N4O5 / 334.33
MFCD07778221

2-Acetamido-4,6-O-benzylidene-2-deoxy-b-D-glucopyranosyl azide

2-乙酰氨基-4,6-苄叉-2-去氧-1-叠氮-beta-葡萄糖,

2-Acetamido-4,6-O-benzylidene-2-deoxy-beta-D-glucopyranosyl Azide: Definition and Background

2-Acetamido-4,6-O-benzylidene-2-deoxy-beta-D-glucopyranosyl Azide, commonly referred to as benzylidene azido glucose (BAG), is an organic compound. It is an azide derivative of glucose, which has a benzylidene group attached to the carbon C1 of the glucose molecule. The benzylidene group forms a cyclohexene ring with the C6 carbon. BAG is an explosive compound and has many industrial applications.

Synthesis and Characterization

The synthesis of BAG involves the reaction of glucose with benzylidene-amine in the presence of acetic anhydride and an acid catalyst. The product is purified by crystallization and confirmed by various analytical methods such as NMR, IR, and mass spectrometry.

Analytical Methods

Nuclear magnetic resonance (NMR) spectroscopy is the most widely used method for structural characterization of BAG. The compound's characteristic peaks help identify the molecule's structure and purity. Infrared (IR) spectroscopy is used to determine the functional groups present in the molecule. Mass spectrometry (MS) is used to detect and identify the molecular weight and fragmentation pattern.

Biological Properties

BAG has shown potential antibacterial and antiviral activity. Its mechanism of action involves inhibiting the biosynthesis of bacterial and viral cell walls. BAG has also been found to have antitumor activity, and research is ongoing to explore its potential in cancer therapy.

Toxicity and Safety in Scientific Experiments

BAG is an explosive compound, and its handling and storage require strict safety measures to avoid accidents. Researchers working with BAG should follow the necessary safety guidelines and wear protective gear. BAG's toxicity has been evaluated in animal experiments, and it has been found to be non-toxic when administered in low doses. However, further studies are required to determine its safety in humans.

Applications in Scientific Experiments

BAG is a versatile compound that has many applications in scientific experiments. It is widely used as a precursor to synthesize other azide derivatives for chemical biology and drug discovery applications. BAG has been used as a molecular probe to study the biosynthesis of bacterial and fungal cell walls. It has also been used as a reagent for analyzing carbohydrate-protein interactions.

Current State of Research

Research on BAG is ongoing, and scientists are exploring its potential in various fields of research and industry. Current research focuses on its antibacterial and antiviral activity, cancer therapy, and its use as a precursor to synthesize other azide derivatives.

Potential Implications in Various Fields of Research and Industry

BAG has many potential implications in various fields of research and industry. In chemical biology, BAG is used to synthesize other azide derivatives, which are crucial in various drug discovery experiments. BAG's antibacterial and antiviral activity has promising implications in the development of novel antibiotics and antivirals. As research on BAG continues, we may also see its potential in cancer therapy and other applications.

Limitations and Future Directions

One of the limitations of BAG is its explosive nature, which limits its applications in certain experiments and industries. Future research should focus on finding safer ways to handle and store BAG and developing new derivatives with improved stability and safety. Further studies are also required to explore the full potential of BAG in various fields, including drug discovery and cancer therapy.

Future Directions:

1. Development of safer derivatives with improved stability and safety.

2. Further studies to explore antimicrobial activity against various pathogens.

3. Potential use of BAG as a drug delivery agent.

4. Investigation of BAG's potential in cancer therapy.

5. Development of new analytical methods to detect BAG and its derivatives.

6. Use of BAG in carbohydrate-based vaccines.

7. Research into the biosynthesis of unusual azides using BAG.

8. BAG’s potential as a reaction coupling agent.

9. Elucidating the exact mechanism of BAG's antibacterial activity.

10. Investigating its potential in discovering new carbohydrate-based drugs.

CAS Number168397-51-1
Product Name2-Acetamido-4,6-O-benzylidene-2-deoxy-beta-D-glucopyranosyl Azide
IUPAC NameN-(6-azido-8-hydroxy-2-phenyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-7-yl)acetamide
Molecular FormulaC15H18N4O5
Molecular Weight334.33 g/mol
InChIInChI=1S/C15H18N4O5/c1-8(20)17-11-12(21)13-10(23-14(11)18-19-16)7-22-15(24-13)9-5-3-2-4-6-9/h2-6,10-15,21H,7H2,1H3,(H,17,20)
InChI KeyPEVZMZIOLKXJNJ-UHFFFAOYSA-N
SMILESCC(=O)NC1C(C2C(COC(O2)C3=CC=CC=C3)OC1N=[N+]=[N-])O
Canonical SMILESCC(=O)NC1C(C2C(COC(O2)C3=CC=CC=C3)OC1N=[N+]=[N-])O
CAS No: 168397-51-1 MDL No: MFCD07778221 Chemical Formula: C15H18N4O5 Molecular Weight: 334.33

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