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128376-91-0, Tri-O-acetyl-a-D-xylopyranosyl trichloroacetimidate, CAS: 128376-91-0

128376-91-0, Tri-O-acetyl-a-D-xylopyranosyl trichloroacetimidate,
CAS: 128376-91-0
C13H16Cl3NO8 / 420.63
MFCD15145110

2,3,4-Tri-O-acetyl-a-D-xylopyranosyl trichloroacetimidate

三乙酰基-a-D-木糖三氯乙酰亚胺酯,

2,3,4-Tri-O-acetyl-a-D-xylopyranosyl trichloroacetimidate (TACT) is a carbohydrate derivative that has gained attention in scientific research due to its unique properties and applications. In this paper, we will explore the definition, physical and chemical properties, synthesis, 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 TACT.

Definition and Background

TACT is a carbohydrate derivative that is commonly used in the synthesis of glycosides. It is a trichloroacetimidate donor, which means that it is capable of transferring a glycosyl group to a specific acceptor molecule. Glycosylation is an essential process in living organisms and plays a crucial role in various physiological functions such as cell-cell recognition, signal transduction, and immune response.

Synthesis and Characterization

TACT can be synthesized by various methods such as direct coupling of donor and acceptor molecules, one-pot methodology, or by using glycosylation reagents. The characterization of TACT can be done by several methods such as nuclear magnetic resonance spectroscopy, mass spectrometry, and high-performance liquid chromatography.

Analytical Methods

The analysis of TACT can be done by various methods such as thin-layer chromatography, high-performance liquid chromatography, and gas chromatography. These methods are used to identify, quantify, and analyze the purity of TACT.

Biological Properties

TACT has shown to have potential in various biological applications such as drug delivery, vaccine development, and enzyme inhibition. Studies have shown that TACT can enhance the immunogenicity of vaccines by glycosylating antigens. TACT has also been explored as a potential inhibitor of glycosyltransferase enzymes, which are involved in various biological processes such as cell proliferation and differentiation.

Toxicity and Safety in Scientific Experiments

Although there is limited information available on the toxicity of TACT, studies have shown that it is relatively safe and has low toxicity. However, it is recommended to use TACT with caution and adhere to proper safety guidelines when handling.

Applications in Scientific Experiments

TACT has various applications in scientific experiments such as the synthesis of glycosylated compounds, enzyme inhibition studies, and vaccine development. TACT can also be used for the preparation of various synthetic carbohydrates, such as glycosylated peptides and oligosaccharides.

Current State of Research

The current state of research on TACT is in its early stages. There is ongoing research on the synthesis of TACT with improved efficiency and yield. There is also ongoing research on the optimization of the glycosylation reaction using TACT.

Potential Implications in Various Fields of Research and Industry

TACT has the potential to have significant implications in various fields of research and industry such as drug discovery, biotechnology, and material science. TACT can be used for the synthesis of glycosylated compounds, which have shown to have potential in drug discovery and vaccine development. TACT can also be used for the synthesis of novel materials with unique properties.

Limitations and Future Directions

One of the limitations of TACT is the difficulty in achieving high yields and selectivity in the glycosylation reaction. Future research directions can focus on the development of more efficient glycosylation reagents and optimization of reaction conditions to achieve high yields and selectivity. Other future directions can focus on the application of TACT in the synthesis of glycosylated compounds for drug discovery and vaccine development. Additionally, the potential use of TACT in material science and nanotechnology can be explored.

In summary, TACT is a carbohydrate derivative that has shown potential in various scientific fields such as drug discovery, vaccine development, and material science. Further research is required to optimize the glycosylation reaction and explore the various applications of TACT in scientific research.

CAS Number128376-91-0
Product Name2,3,4-Tri-O-acetyl-a-D-xylopyranosyl trichloroacetimidate
IUPAC Name[(3R,4S,5R,6R)-4,5-diacetyloxy-6-(2,2,2-trichloroethanimidoyl)oxyoxan-3-yl] acetate
Molecular FormulaC₁₃H₁₆Cl₃NO₈
Molecular Weight420.63
InChIInChI=1S/C13H16Cl3NO8/c1-5(18)22-8-4-21-11(25-12(17)13(14,15)16)10(24-7(3)20)9(8)23-6(2)19/h8-11,17H,4H2,1-3H3/t8-,9+,10-,11-/m1/s1
SMILESCC(=O)OC1COC(C(C1OC(=O)C)OC(=O)C)OC(=N)C(Cl)(Cl)Cl
Synonyms2,3,4-Triacetate α-D-Xylopyranose 1-(2,2,2-Trichloroethanimidate);


CAS No: 128376-91-0 Synonyms: 2,3,4-Triacetyl-a-D-xylopyranose 1-(2,2,2-trichloroethanimidate) MDL No: MFCD15145110 

 Chemical Formula: C13H16Cl3NO8 Molecular Weight: 420.63

References: 1. Mori M, Ito Y, Ogawa T, Carbohydr. Res. 1990, Jan 15, 195(2), 199-224


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