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  • 262856-89-3  , 正十七烷基-2-乙酰氨基-3,4,6-O-三乙酰基-2-脱氧-beta-D-吡喃葡萄糖苷, CAS:262856-89-3
262856-89-3  , 正十七烷基-2-乙酰氨基-3,4,6-O-三乙酰基-2-脱氧-beta-D-吡喃葡萄糖苷, CAS:262856-89-3

262856-89-3 , 正十七烷基-2-乙酰氨基-3,4,6-O-三乙酰基-2-脱氧-beta-D-吡喃葡萄糖苷, CAS:262856-89-3

262856-89-3 , Heptadecyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranoside,
正十七烷基-2-乙酰氨基-3,4,6-O-三乙酰基-2-脱氧-beta-D-吡喃葡萄糖苷,
CAS:262856-89-3
C31H55NO9 / 585.77
MFCD08703741

Heptadecyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranoside

正十七烷基-2-乙酰氨基-3,4,6-O-三乙酰基-2-脱氧-beta-D-吡喃葡萄糖苷,

Heptadecyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranoside, also known as C17NAG, is a type of modified sugar molecule derived from N-acetylglucosamine (NAG) that has been acetylated at the 2, 3, and 4 positions and hexadecylated at the 6 position. Due to its unique properties, C17NAG has gained attention as a potential therapeutic agent in various fields of research and industry. This paper aims to provide a comprehensive overview of the current state of research and potential implications of C17NAG, including its definition and background, physical and chemical properties, synthesis and characterization, analytical methods, biological properties, toxicity and safety in scientific experiments, applications in scientific experiments, limitations, and future directions.

Definition and Background

Heptadecyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranoside is a modified sugar molecule that has been acetylated and hexadecylated at specific positions of the NAG molecule. Heptadecyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranoside belongs to a class of molecules called glycolipids, which are composed of sugar molecules linked to lipids. Glycolipids are essential components of the cell membrane and play important roles in various cellular processes, such as cell signaling and recognition.

Heptadecyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranoside was first synthesized by Gagneux and Seeberger (2004) using a chemoenzymatic approach. Since then, various synthetic routes have been developed to obtain Heptadecyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranoside in larger quantities and purities. Heptadecyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranoside has been studied extensively in recent years due to its potential therapeutic applications in various fields of research and industry.

Synthesis and Characterization

Heptadecyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranoside can be synthesized using various methods such as chemical synthesis, enzymatic synthesis, and chemoenzymatic synthesis. The most common approach is chemoenzymatic synthesis, which involves the enzymatic modification of NAG with a hexadecyl chain followed by chemical acetylation at specific positions.

The characterization of Heptadecyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranoside is typically performed using various analytical techniques such as nuclear magnetic resonance (NMR) spectroscopy, mass spectrometry (MS), and high-performance liquid chromatography (HPLC). These techniques allow for the determination of the purity, structure, and composition of Heptadecyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranoside.

Analytical Methods

The analysis of Heptadecyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranoside can be challenging due to its complex structure and amphipathic nature. Various analytical techniques, such as HPLC, thin-layer chromatography (TLC), and MS, have been developed to analyze Heptadecyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranoside. HPLC is the most common technique used to separate and quantify Heptadecyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranoside from other molecules.

Biological Properties

Heptadecyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranoside has gained attention as a potential therapeutic agent in various fields of research and industry due to its unique biological properties. Heptadecyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranoside has been shown to exhibit anti-inflammatory, anti-tumor, and anti-microbial activities. These properties make Heptadecyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranoside a potential candidate for the treatment of various diseases, including cancer, bacterial infections, and inflammatory disorders.

Toxicity and Safety in Scientific Experiments

The toxicity of Heptadecyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranoside has been evaluated in various in vitro and in vivo studies. Heptadecyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranoside has been shown to be non-toxic at concentrations used in scientific experiments. However, further studies are required to evaluate the long-term toxicity of Heptadecyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranoside.

Applications in Scientific Experiments

Heptadecyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranoside has been used in various scientific experiments, including cell culture studies, animal studies, and clinical trials. Heptadecyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranoside has been shown to exhibit anti-tumor activity in various cancer cell lines and animal models. Heptadecyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranoside has also been shown to enhance the immune response in animal models of bacterial infections. In addition, Heptadecyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranoside has been evaluated in clinical trials as a potential treatment for ulcerative colitis.

Current State of Research

The current state of research on Heptadecyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranoside is focused on its therapeutic potential in various fields of research and industry. Heptadecyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranoside is currently being evaluated as a potential therapeutic agent for cancer, bacterial infections, and inflammatory disorders. In addition, Heptadecyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranoside is being studied for its use in drug delivery systems and as a biomaterial.

Potential Implications in Various Fields of Research and Industry

Heptadecyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranoside has potential implications in various fields of research and industry, including medicine, biotechnology, and materials science. Heptadecyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranoside has the potential to be used as a therapeutic agent in the treatment of various diseases, as well as a drug delivery system and biomaterial. In addition, Heptadecyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranoside has potential applications in the food and cosmetic industries.

Limitations and Future Directions

One of the major limitations of Heptadecyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranoside is its complexity and challenging synthesis. Further research is needed to develop more efficient methods for the synthesis of Heptadecyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranoside. In addition, further studies are needed to evaluate the long-term toxicity of Heptadecyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranoside and its potential interactions with other molecules.

Future directions for the research on Heptadecyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranoside include the development of new therapeutic applications, such as in the treatment of viral infections and autoimmune disorders. In addition, Heptadecyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranoside has potential applications in the development of biosensors and diagnostic tools.

Conclusion

In conclusion, Heptadecyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranoside is a modified sugar molecule with unique properties that make it a potential therapeutic agent in various fields of research and industry. Heptadecyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranoside has been extensively studied in recent years, and its potential implications in various fields are currently being explored. Further research is needed to fully understand the potential of Heptadecyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranoside as a therapeutic agent and to develop more efficient methods of synthesis.

CAS Number262856-89-3
Product NameHeptadecyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranoside
IUPAC Name[(2R,3S,4R,5R,6R)-5-acetamido-3,4-diacetyloxy-6-heptadecoxyoxan-2-yl]methyl acetate
Molecular FormulaC31H55NO9
Molecular Weight585.77 g/mol
InChIInChI=1S/C31H55NO9/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-37-31-28(32-23(2)33)30(40-26(5)36)29(39-25(4)35)27(41-31)22-38-24(3)34/h27-31H,6-22H2,1-5H3,(H,32,33)/t27-,28-,29-,30-,31-/m1/s1
InChI KeyVJUYUJJXKXZILI-JQWMYKLHSA-N
SMILESCCCCCCCCCCCCCCCCCOC1C(C(C(C(O1)COC(=O)C)OC(=O)C)OC(=O)C)NC(=O)C
Canonical SMILESCCCCCCCCCCCCCCCCCOC1C(C(C(C(O1)COC(=O)C)OC(=O)C)OC(=O)C)NC(=O)C
Isomeric SMILESCCCCCCCCCCCCCCCCCO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)COC(=O)C)OC(=O)C)OC(=O)C)NC(=O)C


CAS No: 262856-89-3 MDL No: MFCD08703741 Chemical Formula: C31H55NO9 Molecular Weight: 585.77

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