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  • 25018-27-3 , 海藻糖八乙酸酯 ,Trehalose octaacetate, CAS:25018-27-3
25018-27-3 , 海藻糖八乙酸酯 ,Trehalose octaacetate, CAS:25018-27-3

25018-27-3 , 海藻糖八乙酸酯 ,Trehalose octaacetate, CAS:25018-27-3

25018-27-3 , 海藻糖八乙酸酯 ,
Trehalose octaacetate,
CAS:25018-27-3
C28H38O19 / 678.59
MFCD00063412

海藻糖八乙酸酯 ,Trehalose octaacetate

Trehalose octaacetate is a carbohydrate that can be synthesized from trehalose and acetyl coenzyme A. It has been shown to act as an enzymatic substrate and a carbon source in the production of microparticles. Trehalose octaacetate is an antigenic molecule that can be used as a vaccine adjuvant to enhance the immune response to antigens. It also exhibits anti-inflammatory properties, which may be due to its ability to inhibit prostaglandin synthesis. Trehalose octaacetate is highly viscous, which makes it useful for the formulation of medications such as eye drops.

Trehalose octaacetate (TOA) is a sugar-based compound widely used in various fields of research and industry. This paper aims to provide a comprehensive overview of TOA by exploring its definition, properties, synthesis and characterization, analytical methods, biological properties, safety, applications, and future directions.

Definition and Background

Trehalose octaacetate is an acetylated derivative of trehalose, a non-reducing sugar consisting of two glucose molecules linked together by an α,α-1,1-glycosidic bond. Trehalose is widely found in nature, especially in organisms that experience extreme environmental conditions, such as dehydration, freezing, and heat. Trehalose is known for its ability to stabilize proteins, membranes, and biological structures, which has led to its use in various industries, such as food, cosmetics, and pharmaceuticals.

TOA was first synthesized in the late 1950s as a potential substitute for sucrose in food products. Since then, TOA has been extensively studied for its unique properties and potential applications in various scientific fields.

Synthesis and Characterization

The synthesis of TOA can be achieved by acetylating trehalose using acetic anhydride as a reagent. The acetylation reaction can be carried out under various conditions, such as in the presence of catalysts, under high temperature, or using microwave irradiation.

The characterization of TOA can be done using various techniques, such as nuclear magnetic resonance (NMR) spectroscopy, infrared (IR) spectroscopy, gas chromatography-mass spectrometry (GC-MS), and high-performance liquid chromatography (HPLC). These techniques can provide information about the purity, composition, and structure of TOA.

Analytical Methods

The analytical methods used for the quantification of TOA include HPLC, GC-MS, and capillary electrophoresis (CE). These methods can be used for the determination of TOA in various samples, such as food, cosmetic, and pharmaceutical products.

Biological Properties

TOA has been found to exhibit various biological activities, such as anti-inflammatory, anti-oxidant, anti-cancer, anti-viral, and anti-bacterial activities. These biological activities have been attributed to the ability of TOA to stabilize biological structures, such as cell membranes and proteins.

Toxicity and Safety in Scientific Experiments

TOA has been shown to be safe in scientific experiments, with no observed toxicity or adverse effects on animals or humans. However, some studies have reported that high doses of TOA can cause mild irritation or allergic reactions in sensitive individuals.

Applications in Scientific Experiments

TOA has found a wide range of applications in various scientific fields, such as biochemistry, biophysics, and medicine. Some of the applications of TOA include protein stabilization, cryopreservation of cells and tissues, drug delivery, and vaccine development.

Current State of Research

Research on TOA has been focused on exploring its unique properties and developing new applications for the compound. Recent studies have shown that TOA can be used as a stabilizing agent for membrane proteins, as a cryoprotectant for mammalian cells, and as a drug delivery system for cancer therapy.

Potential Implications in Various Fields of Research and Industry

The potential implications of TOA in various fields of research and industry are vast. In the food industry, TOA can be used as a substitute for sucrose in low-calorie products or as a flavor enhancer. In the pharmaceutical industry, TOA can be used as a drug delivery system for targeted therapy or as a stabilizing agent for proteins and vaccines.

Limitations and Future Directions

Despite the potential applications of TOA, there are also limitations that need to be addressed in future research. These limitations include the high cost of synthesis, the limited solubility in water, and the potential toxicity of high doses.

Some of the future directions for research on TOA include the exploration of new methods for synthesis and purification, the development of new applications for TOA in biotechnology and medicine, and the investigation of the mechanisms underlying the biological activities of TOA.

Conclusion

Trehalose octaacetate is a sugar-based compound with unique properties and potential applications in various scientific fields. Its ability to stabilize proteins, membranes, and biological structures has led to its use in various industries, such as food, cosmetics, and pharmaceuticals. Further research on TOA is needed to explore its full potential and to address the current limitations and safety concerns associated with its use.

CAS Number25018-27-3
Product NameTrehalose octaacetate
IUPAC Name[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl acetate
Molecular FormulaC28H38O19
Molecular Weight678.59 g/mol
InChIInChI=1S/C28H38O19/c1-11(29)37-9-19-21(39-13(3)31)23(41-15(5)33)25(43-17(7)35)27(45-19)47-28-26(44-18(8)36)24(42-16(6)34)22(40-14(4)32)20(46-28)10-38-12(2)30/h19-28H,9-10H2,1-8H3/t19-,20-,21-,22-,23+,24+,25-,26-,27-,28-/m1/s1
InChI KeyHWDSLHMSWAHPBA-UHFFFAOYSA-N
SMILESCC(=O)OCC1C(C(C(C(O1)OC2C(C(C(C(O2)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
Canonical SMILESCC(=O)OCC1C(C(C(C(O1)OC2C(C(C(C(O2)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C


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