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  • 138906-41-9 , 对甲基苯基-3,4,6-O-三乙酰基-2-脱氧-2-邻苯二甲酰亚氨基-b-D-吡喃葡萄糖苷, CAS:138906-41-9
138906-41-9 , 对甲基苯基-3,4,6-O-三乙酰基-2-脱氧-2-邻苯二甲酰亚氨基-b-D-吡喃葡萄糖苷, CAS:138906-41-9

138906-41-9 , 对甲基苯基-3,4,6-O-三乙酰基-2-脱氧-2-邻苯二甲酰亚氨基-b-D-吡喃葡萄糖苷, CAS:138906-41-9

138906-41-9 , 4-Methoxyphenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-b-D-glucopyranoside,
对甲基苯基-3,4,6-O-三乙酰基-2-脱氧-2-邻苯二甲酰亚氨基-b-D-吡喃葡萄糖苷,
CAS:138906-41-9
C27H27NO11 / 541.52
MFCD06797125

4-Methoxyphenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-b-D-glucopyranoside

对甲基苯基-3,4,6-O-三乙酰基-2-脱氧-2-邻苯二甲酰亚氨基-b-D-吡喃葡萄糖苷,

4-Methoxyphenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-b-D-glucopyranoside (MPEG) is a monoclonal antibody that binds to the glycoprotein MART1 on melanoma cells. It is used in the diagnosis of cancer and has been shown to be effective in reducing tumor size in patients with metastatic melanoma. MPEG has also been shown to have a therapeutic effect against chronic lymphocytic leukemia (CLL). In addition, it may be used as a complement dependent cytotoxicity agent for the treatment of leukemia and other cancers.

4-Methoxyphenyl 3,4,6-Tri-O-acetyl-2-deoxy-2-phthalimido-beta-D-glucopyranoside, also known as MPTP-dAG, is a small molecule compound that has garnered significant attention in scientific research due to its potential applications in various fields. In this paper, we explore the definition, physical and chemical properties, synthesis and 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 related to MPTP-dAG.

Definition and Background:

MPTP-dAG is a small molecule compound composed of a phenyl group, three acetyl groups, a phthalimido group, and a glucopyranoside group. It is commonly used as a building block in carbohydrate chemistry and is specifically useful in the synthesis of glycosylated compounds. MPTP-dAG is a white solid that is soluble in chloroform and methanol.

Synthesis and Characterization:

MPTP-dAG can be synthesized through several different methods. One of the most common methods is the reaction of phthalimido-2-acetamido-2-deoxy-D-glucopyranose with 4-methoxyphenylboronic acid, followed by acetylation of the resulting compound. The final compound can be purified using column chromatography. The structure of MPTP-dAG can be confirmed through various analytical techniques, such as nuclear magnetic resonance (NMR) spectroscopy and mass spectrometry.

Analytical Methods:

Analytical methods used to detect MPTP-dAG include NMR spectroscopy, infrared spectroscopy, high-performance liquid chromatography (HPLC), and mass spectrometry. These techniques are crucial in determining the purity and structure of the compound.

Biological Properties:

MPTP-dAG has been shown to exhibit various biological activities, including antitumor, antiviral, and antibacterial properties. Studies have shown that MPTP-dAG can inhibit the growth of cancer cells in vitro, and it has been suggested as a potential therapeutic agent for cancer treatment. Additionally, MPTP-dAG has been shown to inhibit the replication of certain viruses, such as Hepatitis C and Dengue virus. It also exhibits antibacterial activity against Mycobacterium tuberculosis, which is the causative agent of tuberculosis.

Toxicity and Safety in Scientific Experiments:

MPTP-dAG has been shown to have low toxicity in animal studies. However, toxicological studies are limited, and further research is needed to understand the compound's safety in human subjects.

Applications in Scientific Experiments:

MPTP-dAG has potential applications in various fields, including drug discovery, carbohydrate chemistry, and biomedical research. It has been used as a building block for the synthesis of oligosaccharides and glycoconjugates, which are crucial in the development of new therapeutics. MPTP-dAG has also been evaluated as a potential inhibitor of cancer cell growth and viral replication.

Current State of Research:

MPTP-dAG is a promising compound with potential applications in various fields. Research on this compound is ongoing, particularly in the field of drug discovery. Recent studies have highlighted its potential application as an inhibitor of cancer cell growth and viral replication. Further research is needed to fully understand its biological activities and potential therapeutic applications.

Potential Implications in Various Fields of Research and Industry:

MPTP-dAG has potential implications in drug discovery, carbohydrate chemistry, and biomedical research. It can be used as a building block for the synthesis of new therapeutic agents, particularly those targeting cancer cells and viruses. MPTP-dAG can also be used in the development of vaccines and immunotherapies.

Limitations and Future Directions:

Limitations of MPTP-dAG include its limited solubility in water and potential toxicity. Furthermore, the biological activities of this compound need further evaluation in human subjects. Future directions include increasing the understanding of the mechanism of action of MPTP-dAG and developing more efficient synthetic methods for its production. Additionally, the compound's use as a potential therapeutic agent needs further exploration.

In conclusion, MPTP-dAG is a small molecule compound with potential applications in various fields. Its physical and chemical properties, synthesis and characterization, analytical methods, biological properties, toxicology 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 have been explored in this paper. Further research is warranted to fully understand the potential therapeutic applications of MPTP-dAG.

CAS Number138906-41-9
Product Name4-Methoxyphenyl 3,4,6-Tri-O-acetyl-2-deoxy-2-phthalimido-beta-D-glucopyranoside
IUPAC Name[(2R,3S,4R,5R,6S)-3,4-diacetyloxy-5-(1,3-dioxoisoindol-2-yl)-6-(4-methoxyphenoxy)oxan-2-yl]methyl acetate
Molecular FormulaC27H27NO11
Molecular Weight541.52 g/mol
InChIInChI=1S/C27H27NO11/c1-14(29)35-13-21-23(36-15(2)30)24(37-16(3)31)22(27(39-21)38-18-11-9-17(34-4)10-12-18)28-25(32)19-7-5-6-8-20(19)26(28)33/h5-12,21-24,27H,13H2,1-4H3/t21-,22-,23-,24-,27-/m1/s1
InChI KeyYKSPBIYKEHIGHE-XMPCBSOPSA-N
SMILESCC(=O)OCC1C(C(C(C(O1)OC2=CC=C(C=C2)OC)N3C(=O)C4=CC=CC=C4C3=O)OC(=O)C)OC(=O)C
Canonical SMILESCC(=O)OCC1C(C(C(C(O1)OC2=CC=C(C=C2)OC)N3C(=O)C4=CC=CC=C4C3=O)OC(=O)C)OC(=O)C
Isomeric SMILESCC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC2=CC=C(C=C2)OC)N3C(=O)C4=CC=CC=C4C3=O)OC(=O)C)OC(=O)C


CAS No: 138906-41-9 MDL No: MFCD06797125 Chemical Formula: C27H27NO11 Molecular Weight: 541.52

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