3,4,6-Tri-O-acetyl-a-D-glucopyranose 1,2-(methyl orthoacetate)

3,4,6-O-三乙酰基-a-D-吡喃葡萄糖-1,2-原酸甲酯,

3,4,6-Tri-O-acetyl-a-D-glucopyranose-1,2-(methyl orthoacetate), commonly known as 'TAGMA,' can be described as a derivative of an acetylated carbohydrate, created by the esterification of glucose with acetic anhydride and methyl orthoacetate. TAGMA is a white crystalline compound that is soluble in solvents like chloroform and dichloromethane. The glycosyl orthoester linkage found in TAGMA makes it a valuable intermediate in the preparation of glycosides, glycopeptides, and oligosaccharides.

Synthesis and Characterization:

The synthesis of TAGMA involves the reaction of glucose with acetic anhydride and methyl orthoacetate in the presence of a catalyst like sulfuric acid or p-toluenesulfonic acid. The reaction typically occurs at room temperature and produces a mixture of products, including TAGMA. The compound is characterized by various techniques like nuclear magnetic resonance (NMR) spectroscopy, infrared (IR) spectroscopy, and mass spectrometry (MS).

Analytical Methods:

TAGMA can be analyzed using various analytical techniques like High-Performance Liquid Chromatography (HPLC), Gas Chromatography-Mass Spectrometry (GC-MS), and Liquid Chromatography-Mass Spectrometry (LC-MS). These methods are used to determine the purity and composition of TAGMA.

Biological Properties:

Limited research has been conducted on the biological properties of TAGMA. However, a study has shown that TAGMA has antifungal properties against Candida albicans. Additionally, TAGMA has been investigated for its potential use as a glycosyl donor in the synthesis of glycoconjugates and glycopeptides.

Toxicity and Safety in Scientific Experiments:

Currently, no information is available on the toxicity and safety of TAGMA in scientific experiments.

Applications in Scientific Experiments:

TAGMA has a broad range of applications in scientific experiments, including its use as a glycosyl donor in the preparation of glycoconjugates and glycopeptides. TAGMA is also used as an intermediate in the preparation of oligosaccharides and glycosides.

Current State of Research:

Currently, research on TAGMA is limited, with most of the existing literature focused on its synthesis and characterization. However, recent studies have investigated the potential applications of TAGMA in the preparation of glycopeptides, glycoconjugates, and oligosaccharides.

Potential Implications in Various Fields of Research and Industry:

TAGMA has potential implications in areas like drug discovery, biotechnology, and organic synthesis. The compound can be used as a glycosyl donor in the synthesis of glycoconjugates and glycopeptides, which have various applications in drug discovery and therapeutics. Additionally, TAGMA can be used in the organic synthesis of oligosaccharides and glycosides, which have broad applications in biotechnology and industry.

Limitations and Future Directions:

Most of the current research on TAGMA is focused on its synthesis and characterization. Future research should investigate its potential in drug discovery, biotechnology, and industry. Additionally, research should be conducted to determine the toxicity and safety of TAGMA in scientific experiments.

Future Directions:

1. Investigating the effect of TAGMA on the human immune system.

2. Developing new methods for the synthesis of TAGMA.

3. Developing new analytical techniques for the detection and quantification of TAGMA.

4. Investigating the potential use of TAGMA in the preparation of new therapeutics.

5. Exploring the impact of TAGMA on the environment through its use in industry.

6. Investigating the use of TAGMA in the synthesis of new biomaterials.

7. Developing new applications for TAGMA in biotechnology and industry.

8. Investigating the potential use of TAGMA as a glycosyl donor in the preparation of glycosylated proteins.

9. Determining the mechanism of action of TAGMA on fungal cells.

10. Investigating the use of TAGMA in the preparation of novel antibiotics.

Product name: 3,4,6-Tri-O-acetyl-a-D-glucopyranose 1,2-(methyl orthoacetate)

CAS: 3254-16-8     M.F.: C₁₅H₂₂O₁₀      M.W.: 362.33     Batch No: 20081012    Quantity: 7 g

This material is sensitive to acid and chemists suggest storing it below 4℃ .