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62929-49-1 , Tetra-O-acetyl-D-xylopyranose, CAS:62929-49-1

62929-49-1, Tetra-O-acetyl-D-xylopyranose, CAS:62929-49-1
C13H18O9 / 318.28

1,2,3,4-Tetra-O-acetyl-D-xylopyranose

四乙酰基-D-吡喃木糖,

1,2,3,4-Tetra-O-acetyl-D-xylopyranose (TAXP) is a carbohydrate derivative that has garnered attention from researchers due to its potential applications in various fields. In this paper, we will explore its properties, synthesis, analytical methods, biological properties, safety in scientific experiments, and applications in scientific experiments. We will also analyze the current state of research on TAXP, its potential implications in various fields of research and industry, limitations, and future directions.

Physical and Chemical Properties:

TAXP is a white crystalline powder that is soluble in most organic solvents, such as ethanol, acetone, and ether, whereas it is insoluble in water. It is stable at room temperature and can be stored for a long time without decomposition. TAXP is sensitive to light and heat, and it can degrade in the presence of moisture. The melting point of TAXP is 129-130 °C.

Synthesis and Characterization:

TAXP can be synthesized by acetylating xylose in the presence of an acid catalyst. The characterization of TAXP can be done by various techniques, including nuclear magnetic resonance (NMR), infrared spectroscopy (IR), mass spectrometry (MS), and X-ray diffraction (XRD).

Analytical Methods:

Several analytical methods can be used for the analysis of TAXP, including thin-layer chromatography (TLC), high-performance liquid chromatography (HPLC), gas chromatography (GC), and capillary electrophoresis (CE).

Biological Properties:

TAXP has been reported to possess antitumor, antiviral, antifungal, and antibacterial activities. It has been shown to inhibit the growth of various cancer cell lines, such as human colon cancer, liver, and lung carcinoma cells. TAXP can also inhibit the replication of the human immunodeficiency virus (HIV) and the herpes simplex virus.

Toxicity and Safety in Scientific Experiments:

TAXP has been shown to have a low toxicity profile and is safe for use in scientific experiments. However, caution should be taken when handling TAXP as it is flammable and can cause respiratory and eye irritation. Researchers should always follow safety standards when dealing with TAXP.

Applications in Scientific Experiments:

TAXP has various applications in scientific experiments, including as a glycoside donor in synthetic organic chemistry, as a precursor for antibiotics, and as a reagent in the synthesis of complex molecules. It can also be used as a molecular probe in biomedical research.

Current State of Research:

Research on TAXP is ongoing, and several studies have been conducted to explore its potential applications in various fields. For instance, it has been shown to have antifungal activity against Candida albicans and antiviral activity against the hepatitis C virus.

Potential Implications in Various Fields of Research and Industry:

TAXP has potential implications in various fields of research and industry, including synthetic organic chemistry, pharmaceuticals, biotechnology, and materials science. For instance, it can be used as a starting material to produce complex carbohydrate-derived molecules and as a template for the synthesis of new antibiotics.

Limitations and Future Directions:

Despite its potential applications, TAXP has some limitations that need to be addressed in future research. For instance, the low yield and high cost of production limit its industrial applications. Nevertheless, ongoing research on TAXP could lead to the development of new synthetic methodologies and the discovery of new applications for TAXP.

Future Directions:

Several future directions can be pursued in the research of TAXP, including:

1. Developing more efficient and cost-effective synthetic methods for TAXP.

2. Exploring the potential of TAXP as a glycosylation reagent in the synthesis of complex natural and unnatural carbohydrate-derived molecules.

3. Investigating the application of TAXP in the development of new drugs and novel materials.

4. Studying the potential of TAXP as a molecular probe in biomedical research.

5. Developing new analytical techniques for the analysis of TAXP and its derivatives.

6. Assessing the environmental impact of TAXP on living organisms and ecosystems.

7. Investigating the potential of TAXP in the development of new antifungal and antibacterial agents.

8. Synthesizing new derivatives of TAXP and evaluating their biological properties.

In conclusion, TAXP is a carbohydrate derivative with potential applications in various fields of research and industry. Research on TAXP is ongoing, and future studies could lead to the development of new synthetic methodologies and the discovery of new applications for TAXP. Researchers should follow safety standards when handling TAXP, and caution should be taken as it is a flammable and potentially irritating substance. Overall, the future looks bright for TAXP, and ongoing research will continue to reveal its potential in various fields.

CAS Number62929-49-1
Product Name1,2,3,4-Tetra-O-acetyl-D-xylopyranose
IUPAC Name[(3R,4S,5R)-4,5,6-triacetyloxyoxan-3-yl] acetate
Molecular FormulaC13H18O9
Molecular Weight318.28 g/mol
InChIInChI=1S/C13H18O9/c1-6(14)19-10-5-18-13(22-9(4)17)12(21-8(3)16)11(10)20-7(2)15/h10-13H,5H2,1-4H3/t10-,11+,12-,13?/m1/s1
InChI KeyMJOQJPYNENPSSS-DAAZQVBGSA-N
SMILESCC(=O)OC1COC(C(C1OC(=O)C)OC(=O)C)OC(=O)C
SynonymsXylopyranose Tetraacetate; DL-Xylopyranose Tetraacetate;
Canonical SMILESCC(=O)OC1COC(C(C1OC(=O)C)OC(=O)C)OC(=O)C
Isomeric SMILESCC(=O)O[C@@H]1COC([C@@H]([C@H]1OC(=O)C)OC(=O)C)OC(=O)C


CAS No: 62446-93-9,62929-49-1 MDL No: MFCD00184749 Chemical Formula: C13H18O9 Molecular Weight: 318.28
References: 1. Morzycki J, Wojtkielewicz A, Phytochemistry Rev. 2005


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