14227-87-3 ,Tetra-O-acetyl-a-D-galactopyranosyl chloride,
四乙酰基-α-D-氯代半乳糖,
CAS: 14227-87-3
C14H19ClO9 / 366.75
MFCD00190700
四乙酰基-α-D-氯代半乳糖,
2,3,4,6-Tetra-O-acetyl-alpha-D-galactopyranosyl chloride (TAGC) is a chemical compound that belongs to the class of galactose derivatives. It is a white crystalline powder that is soluble in water and many organic solvents. TAGC is widely used in chemical research, pharmaceuticals, and biological studies.
Synthesis and Characterization:
TAGC is synthesized by acetylation of alpha-D-galactose with acetyl chloride in the presence of an acid catalyst. The reaction yields a mixture of O- and N-acetylated products that are separated by chromatography. Characterization of TAGC is done using spectroscopic techniques like IR, NMR, and mass spectrometry.
Analytical Methods:
Analytical methods like high-performance liquid chromatography (HPLC), thin-layer chromatography (TLC), and capillary electrophoresis (CE) are used to separate and identify TAGC from its impurities. These techniques are also used to quantify TAGC in biological samples and to monitor its stability.
Biological Properties:
TAGC has been reported to exhibit anti-inflammatory, anticancer, and immunomodulatory properties. It has been shown to inhibit the growth of cancer cells in vitro and in vivo. TAGC also stimulates the production of cytokines that activate the immune system.
Toxicity and Safety in Scientific Experiments:
TAGC is known to be toxic at high doses and can cause skin and eye irritation. It should be handled with care and protective equipment should be worn during its handling. In scientific experiments, TAGC is used under controlled conditions and proper safety measures are taken to minimize the risk of exposure.
Applications in Scientific Experiments:
TAGC is widely used in biochemistry, cell biology, and immunology research. It is used as a building block in the synthesis of oligosaccharides and glycoconjugates. TAGC is also used as a diagnostic reagent for the detection of antibodies against galactose-containing antigens.
Current State of Research:
Research on TAGC is ongoing and focuses on its potential therapeutic applications in cancer treatment and immunotherapy. New synthetic strategies and analytical methods for TAGC are also being developed to improve its purity and stability.
Potential Implications in Various Fields of Research and Industry:
TAGC has potential implications in many fields including drug discovery, biotechnology, and nanotechnology. It can be used as a scaffold for the synthesis of glycan mimetics and glycoconjugates with potential therapeutic applications. TAGC can also be used in the development of targeted drug delivery systems using nanoparticles.
Limitations and Future Directions:
Despite its potential, TAGC has limitations in terms of its stability and availability. Future research should focus on the development of stable and efficient synthetic methods for TAGC and its derivatives. Improvements in analytical methods and their application in clinical research are also needed to fully realize the potential of TAGC in various fields.
Future Directions:
1. Development of novel synthetic strategies for TAGC and its derivatives.
2. Investigation of TAGC as a potential therapeutic agent in cancer treatment and immunotherapy.
3. Applications of TAGC in the development of glycan mimetics and glycoconjugates with therapeutic applications.
4. Improvement of analytical methods for the detection and quantification of TAGC in biological samples.
5. Investigation of the mechanisms of action of TAGC in cancer cells and immune cells.
6. Applications of TAGC in the development of targeted drug delivery systems for cancer therapy.
7. Investigation of the potential toxicological effects of TAGC and its derivatives.
8. Development of stable and efficient formulations of TAGC for clinical applications.
9. Applications of TAGC in the development of biosensors and diagnostic assays.
10. Exploration of the potential applications of TAGC in nanotechnology and materials science.
CAS Number | 14227-87-3 |
Product Name | 2,3,4,6-Tetra-o-acetyl-alpha-d-galactopyranosyl chloride |
IUPAC Name | [(2R,3S,4S,5R,6R)-3,4,5-triacetyloxy-6-chlorooxan-2-yl]methyl acetate |
Molecular Formula | C14H19ClO9 |
Molecular Weight | 366.75 g/mol |
InChI | InChI=1S/C14H19ClO9/c1-6(16)20-5-10-11(21-7(2)17)12(22-8(3)18)13(14(15)24-10)23-9(4)19/h10-14H,5H2,1-4H3/t10-,11+,12+,13-,14+/m1/s1 |
InChI Key | BYWPSIUIJNAJDV-HTOAHKCRSA-N |
SMILES | CC(=O)OCC1C(C(C(C(O1)Cl)OC(=O)C)OC(=O)C)OC(=O)C |
Synonyms | α-D-Galactopyranosyl Chloride, 2,3,4,6-Tetraacetate; |
Canonical SMILES | CC(=O)OCC1C(C(C(C(O1)Cl)OC(=O)C)OC(=O)C)OC(=O)C |
Isomeric SMILES | CC(=O)OC[C@@H]1[C@@H]([C@@H]([C@H]([C@H](O1)Cl)OC(=O)C)OC(=O)C)OC(=O)C |
CAS No: 14227-87-3 Synonyms: 1-Chloro-2,3,4,6-tetra-o-acetyl-a-D-galactopyranose MDL No: MFCD00190700 Chemical Formula: C14H19ClO9 Molecular Weight: 366.75 |
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