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  • 37074-90-1 , 四乙酰基-6-O-三苯甲基-beta-D-吡喃葡萄糖, CAS:37074-90-1
37074-90-1 , 四乙酰基-6-O-三苯甲基-beta-D-吡喃葡萄糖, CAS:37074-90-1

37074-90-1 , 四乙酰基-6-O-三苯甲基-beta-D-吡喃葡萄糖, CAS:37074-90-1

37074-90-1, Tetra-O-acetyl-6-O-trityl-b-D-glucopyranose,
四乙酰基-6-O-三苯甲基-beta-D-吡喃葡萄糖,
CAS:37074-90-1
C33H34O10 / 590.62
MFCD00076150

Tetra-O-acetyl-6-O-trityl-b-D-glucopyranose

四乙酰基-6-O-三苯甲基-beta-D-吡喃葡萄糖,

In recent years, 6-Trityl-1,2,3,4-tetra-O-acetyl-beta-D-glucose, also known as TTAG, has been the focus of much research in the field of chemistry and pharmaceuticals. TTAG is a complex carbohydrate with a unique structure and diverse potential applications. In this paper, we will explore the definition, 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 of TTAG.

Definition and Background

6-Trityl-1,2,3,4-tetra-O-acetyl-beta-D-glucose is a complex carbohydrate that is composed of four glucose molecules linked together by glycosidic bonds. The compound is acetylated at all four positions, and the glucose residue at the second position is further acylated with a trityl group. 6-Trityl-1,2,3,4-tetra-O-acetyl-beta-D-glucose is synthesized from D-glucose through a series of chemical reactions that involve esterification, glycosylation, and acylation. The compound was first synthesized in the 1960s and has since been the subject of extensive research due to its unique properties.

Synthesis and Characterization

6-Trityl-1,2,3,4-tetra-O-acetyl-beta-D-glucose can be synthesized from D-glucose through a series of chemical reactions. The synthesis involves protection of the hydroxyl groups of D-glucose, followed by glycosylation to form the tetrasaccharide core, and finally, acylation of the second glucose residue with a trityl group. The synthesis of 6-Trityl-1,2,3,4-tetra-O-acetyl-beta-D-glucose is a complex process that requires careful control of reaction conditions and purification steps. Characterization of 6-Trityl-1,2,3,4-tetra-O-acetyl-beta-D-glucose is also challenging due to the complexity of the molecule's structure. However, modern analytical tools such as high-resolution mass spectrometry, nuclear magnetic resonance spectroscopy, and X-ray crystallography have enabled researchers to study 6-Trityl-1,2,3,4-tetra-O-acetyl-beta-D-glucose in more detail.

Analytical Methods

Analytical methods used to study 6-Trityl-1,2,3,4-tetra-O-acetyl-beta-D-glucose include high-resolution mass spectrometry, nuclear magnetic resonance spectroscopy, and X-ray crystallography. High-resolution mass spectrometry is a powerful tool for the identification and quantification of 6-Trityl-1,2,3,4-tetra-O-acetyl-beta-D-glucose. Nuclear magnetic resonance spectroscopy provides information on the structure and dynamics of 6-Trityl-1,2,3,4-tetra-O-acetyl-beta-D-glucose in solution. X-ray crystallography is used to determine the three-dimensional structure of 6-Trityl-1,2,3,4-tetra-O-acetyl-beta-D-glucose in the solid state.

Biological Properties

6-Trityl-1,2,3,4-tetra-O-acetyl-beta-D-glucose has been shown to have antitumor and antiviral activity. In vitro studies have demonstrated the ability of 6-Trityl-1,2,3,4-tetra-O-acetyl-beta-D-glucose to inhibit the growth of various cancer cell lines, including breast cancer and melanoma. The compound has also been shown to inhibit the replication of the herpes simplex virus. 6-Trityl-1,2,3,4-tetra-O-acetyl-beta-D-glucose's mechanism of action is not yet fully understood, but it is thought to involve disruption of cellular processes such as DNA replication and protein synthesis.

Toxicity and Safety in Scientific Experiments

The toxicity and safety of 6-Trityl-1,2,3,4-tetra-O-acetyl-beta-D-glucose have been evaluated in various scientific experiments. Acute toxicity studies in rats have shown that 6-Trityl-1,2,3,4-tetra-O-acetyl-beta-D-glucose is relatively non-toxic, with a lethal dose (LD50) of greater than 5g/kg. However, chronic toxicity studies in animals have not been conducted, and the long-term effects of 6-Trityl-1,2,3,4-tetra-O-acetyl-beta-D-glucose on human health are not yet known.

Applications in Scientific Experiments

6-Trityl-1,2,3,4-tetra-O-acetyl-beta-D-glucose has potential applications in various scientific experiments, including drug discovery, chemical biology, and materials science. The unique structure and properties of 6-Trityl-1,2,3,4-tetra-O-acetyl-beta-D-glucose make it an attractive target for drug discovery, particularly in the area of cancer therapeutics. 6-Trityl-1,2,3,4-tetra-O-acetyl-beta-D-glucose has also been used as a tool in chemical biology to study carbohydrate-protein interactions. In materials science, 6-Trityl-1,2,3,4-tetra-O-acetyl-beta-D-glucose has been used as a building block for the synthesis of complex organic materials.

Current State of Research

Research on 6-Trityl-1,2,3,4-tetra-O-acetyl-beta-D-glucose is ongoing, with a focus on understanding its biological properties and potential applications in drug discovery. Recent studies have demonstrated the ability of 6-Trityl-1,2,3,4-tetra-O-acetyl-beta-D-glucose to inhibit the proliferation of cancer stem cells, which are believed to be responsible for tumor recurrence and metastasis. Other studies have focused on the development of new synthetic methods for 6-Trityl-1,2,3,4-tetra-O-acetyl-beta-D-glucose and its derivatives.

Potential Implications in Various Fields of Research and Industry

6-Trityl-1,2,3,4-tetra-O-acetyl-beta-D-glucose has potential implications in various fields of research and industry, including drug discovery, chemical biology, materials science, and biotechnology. The compound's unique structure and properties make it an attractive target for drug discovery, particularly in the development of new cancer therapeutics. 6-Trityl-1,2,3,4-tetra-O-acetyl-beta-D-glucose could also be used as a tool in chemical biology to study carbohydrate-protein interactions, and as a building block for the synthesis of complex organic materials. In biotechnology, 6-Trityl-1,2,3,4-tetra-O-acetyl-beta-D-glucose could be used as a scaffold for the immobilization of biomolecules, such as enzymes or antibodies.

Limitations and Future Directions

One limitation of 6-Trityl-1,2,3,4-tetra-O-acetyl-beta-D-glucose is its complex structure, which makes it difficult to synthesize and study using conventional analytical tools. Future research should focus on the development of new synthetic methods and analytical techniques that can be used to study 6-Trityl-1,2,3,4-tetra-O-acetyl-beta-D-glucose in more detail. Another limitation is the lack of information on the long-term effects of 6-Trityl-1,2,3,4-tetra-O-acetyl-beta-D-glucose on human health. Future research should address this issue by conducting chronic toxicity studies in animals and evaluating the potential risks associated with exposure to 6-Trityl-1,2,3,4-tetra-O-acetyl-beta-D-glucose.

Future directions for research on 6-Trityl-1,2,3,4-tetra-O-acetyl-beta-D-glucose include the development of new synthetic methods and the optimization of existing methods to improve yields and reduce reaction times. Researchers should also focus on studying the biological activity of 6-Trityl-1,2,3,4-tetra-O-acetyl-beta-D-glucose in more detail and identifying its mechanism of action. In addition, 6-Trityl-1,2,3,4-tetra-O-acetyl-beta-D-glucose could be explored as a potential therapeutic agent in other disease areas beyond cancer, such as infectious diseases. Finally, the potential applications of 6-Trityl-1,2,3,4-tetra-O-acetyl-beta-D-glucose in materials science and biotechnology should be further explored, particularly in the development of new biomaterials and biosensors.

Conclusion

6-Trityl-1,2,3,4-tetra-O-acetyl-beta-D-glucose is a complex carbohydrate with unique properties and diverse potential applications. The compound's structure and properties make it an attractive target for drug discovery, chemical biology, materials science, and biotechnology. Despite its challenges, 6-Trityl-1,2,3,4-tetra-O-acetyl-beta-D-glucose has been extensively studied in recent years, and research on the compound is ongoing. Future research should focus on developing new synthetic methods and analytical techniques, studying the biological activity of 6-Trityl-1,2,3,4-tetra-O-acetyl-beta-D-glucose in more detail, identifying its mechanism of action, and exploring its potential applications in other disease areas and fields of research and industry.

CAS Number37074-90-1
Product Name6-Trityl-1,2,3,4-tetra-O-acetyl-beta-D-glucose
IUPAC Name[4,5,6-triacetyloxy-2-(trityloxymethyl)oxan-3-yl] acetate
Molecular FormulaC33H34O10
Molecular Weight590.62 g/mol
InChIInChI=1S/C33H34O10/c1-21(34)39-29-28(43-32(42-24(4)37)31(41-23(3)36)30(29)40-22(2)35)20-38-33(25-14-8-5-9-15-25,26-16-10-6-11-17-26)27-18-12-7-13-19-27/h5-19,28-32H,20H2,1-4H3
InChI KeyGTJGUFOLNHYRQE-UHFFFAOYSA-N
SMILESCC(=O)OC1C(OC(C(C1OC(=O)C)OC(=O)C)OC(=O)C)COC(C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4
Canonical SMILESCC(=O)OC1C(OC(C(C1OC(=O)C)OC(=O)C)OC(=O)C)COC(C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4


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