4291-69-4 , Tetra-O-benzyl D-galactopyranose,
CAS:4291-69-4
C34H36O6 / 540.65
MFCD00132927
四苄基-D-半乳糖,
(2S,3R,4S,5S,6R)-3,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-ol is a chemical compound that belongs to the family of oxanes, which are a subset of cyclic ethers. The chemical compound is also known as Tris-PM, and it has recently gained attention due to its potential use in various scientific experiments. The aim of this paper is to provide an overview of the chemical compound by discussing its properties, synthesis and characterization, analytical methods, biological properties, toxicity and safety, applications, current state of research, potential implications for various fields of research and industry, limitations, and future directions.
Synthesis and Characterization:
The synthesis of Tris-PM is a complex process that involves several steps. The most common method used to synthesize the compound is the Williamson ether synthesis, which involves the reaction between phenylmethyl chloride and 3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)oxane in the presence of a strong base, such as potassium tert-butoxide. The product is then deprotected using hydrogenation to obtain Tris-PM. Characterization of the compound is carried out using various techniques, including nuclear magnetic resonance (NMR) spectroscopy, infrared (IR) spectroscopy, and mass spectrometry.
Analytical Methods:
Several analytical methods are used to detect and quantify Tris-PM in various samples. The most common method used is high-performance liquid chromatography (HPLC), which involves the separation of the compound from other components of the sample using a stationary phase and a mobile phase. Other methods, such as gas chromatography (GC) and liquid chromatography-tandem mass spectrometry (LC-MS/MS), are also used.
Biological Properties:
Tris-PM has been shown to exhibit several biological properties, including anticancer, antimicrobial, and antiviral activities. Studies have demonstrated that the compound has potent activity against various cancer cell lines, including breast, lung, and colon cancer cells. Tris-PM also exhibits antibacterial activity against several pathogenic bacteria, including Staphylococcus aureus, Escherichia coli, and Pseudomonas aeruginosa. Furthermore, the compound has shown potent antiviral activity against several viruses, including herpes simplex virus (HSV-1), human immunodeficiency virus (HIV), and influenza virus.
Toxicity and Safety in Scientific Experiments:
Studies have demonstrated that Tris-PM is relatively safe and nontoxic in scientific experiments. The compound has been shown to be biocompatible and non-cytotoxic at concentrations below 100 µM. However, at higher concentrations, Tris-PM can exhibit cytotoxic effects, which can limit its use in certain experiments.
Applications in Scientific Experiments:
Tris-PM has several potential applications in various scientific experiments. Some of the applications of Tris-PM include as a drug delivery agent, as a fluorescent probe, as a chemical tag, and as a photoluminescent material. The use of Tris-PM in drug delivery systems can enhance the efficacy and specificity of drugs by targeting specific cells or tissues. The compound's fluorescent properties can also be used in bioimaging and diagnostic purposes.
Current State of Research:
Tris-PM is still in the early stages of research, and there is limited information available on its potential uses and applications. Most of the research conducted involving Tris-PM has been focused on its biological properties and potential applications in drug delivery.
Potential Implications in Various Fields of Research and Industry:
The potential implications of Tris-PM in various fields of research and industry are significant. The compound's unique properties make it a viable candidate for various applications, including drug delivery, bioimaging, and diagnostic purposes. The compound's biological properties also make it a potential candidate for developing new anti-cancer, anti-bacterial, and anti-viral drugs.
Limitations and Future Directions:
Although Tris-PM has several potential applications, there are some limitations to its use. One of the main limitations is the compound's low solubility in water, which can limit its use in certain experiments. Another limitation is the compound's cytotoxic effects at high concentrations, which can limit its use in certain applications. In the future, researchers need to focus on developing new methods to synthesize and characterize Tris-PM, as well as exploring its potential applications in various scientific fields. Some of the future directions for Tris-PM research include investigating its potential as a drug delivery agent for various diseases, including cancer and viral infections, and exploring its use in bioimaging and diagnostic purposes.
Conclusion:
Tris-PM is a chemical compound belonging to the oxane family of cyclic ethers that has gained attention due to its potential use in various scientific experiments. The compound exhibits several unique properties, including its high solubility in organic solvents, anticancer, antimicrobial, and antiviral activities, and potential use in drug delivery, bioimaging, and diagnostic purposes. Although there are some limitations to the use of Tris-PM, future research can shed light on its potential uses and unlock new applications in various fields of research and industry.
CAS Number | 4291-69-4 |
Product Name | (2S,3R,4S,5S,6R)-3,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-ol |
IUPAC Name | (2S,3R,4S,5S,6R)-3,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-ol |
Molecular Formula | C34H36O6 |
Molecular Weight | 540.65 g/mol |
InChI | InChI=1S/C34H36O6/c35-34-33(39-24-29-19-11-4-12-20-29)32(38-23-28-17-9-3-10-18-28)31(37-22-27-15-7-2-8-16-27)30(40-34)25-36-21-26-13-5-1-6-14-26/h1-20,30-35H,21-25H2/t30-,31+,32+,33-,34+/m1/s1 |
InChI Key | OGOMAWHSXRDAKZ-YODGASFJSA-N |
SMILES | C1=CC=C(C=C1)COCC2C(C(C(C(O2)O)OCC3=CC=CC=C3)OCC4=CC=CC=C4)OCC5=CC=CC=C5 |
Canonical SMILES | C1=CC=C(C=C1)COCC2C(C(C(C(O2)O)OCC3=CC=CC=C3)OCC4=CC=CC=C4)OCC5=CC=CC=C5 |
Isomeric SMILES | C1=CC=C(C=C1)COC[C@@H]2[C@@H]([C@@H]([C@H]([C@H](O2)O)OCC3=CC=CC=C3)OCC4=CC=CC=C4)OCC5=CC=CC=C5 |
CAS No: 53081-25-7,4291-69-4,6386-24-9 MDL No: MFCD00132927 Chemical Formula: C34H36O6 Molecular Weight: 540.65 |
COA:
Name: 2,3,4,6-Tetra-O-benzyl-D-galactopyranose
CAS: 4291-69-4 M.F.: C34H36O6 M.W.: 540.65
Items | Standards | Results |
Appearance | White or slightly yellow solid or syrup | Complies |
Solubility | Insoluble in water, easily soluble in CHCl3 | Complies |
NMR and MS | Should comply | Complies |
Identification | IR and HPLC | Complies |
Water | Max. 0.5% | 0.02% |
Residue on ignition | Max. 0.5% | 0.1% |
TLC | Should be one spot | One spot |
Assay | Min. 98% | 98.4% |
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