134451-94-8 , N-Acetyl-L-glucosamine ,
2-Acetamido-2-deoxy-L-glucopyranose,
N-乙酰-L-葡萄糖胺,
2-乙酰氨基-L-葡萄糖,
CAS:134451-94-8
C8H15NO6 / 221.21
N-Acetyl-L-glucosamine , 2-Acetamido-2-deoxy-L-glucopyranose
2-Acetamido-2-deoxy-L-glucose (GlcNAc) is a monosaccharide derived from glucose, and it is an important structural component of glycoproteins, glycolipids, and proteoglycans. It is often referred to as N-acetylglucosamine (GlcNAc) and exists in both alpha and beta anomeric forms. GlcNAc plays important roles in several biological processes, including cell signaling, inflammation, and immune response. This paper focuses on various aspects of GlcNAc, including its physical and chemical properties, synthesis, characterization, biological properties, analytical methods, 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.
Synthesis and Characterization
GlcNAc can be synthesized from glucose in several ways, including enzymatic and chemical methods. The enzymatic synthesis involves using enzymes such as hexosaminidase, lactose synthase, and beta-galactosidase to convert glucose to GlcNAc. The chemical synthesis involves acetylating glucosamine or hydrolyzing chitin to form GlcNAc. GlcNAc can be characterized by various spectroscopic methods, including nuclear magnetic resonance (NMR), infrared (IR), and mass spectrometry (MS).
Analytical Methods
There are several analytical methods used to determine the presence of GlcNAc in biological samples, including chromatography, enzyme-linked immunosorbent assay (ELISA), and lectin assays. Chromatography techniques such as high-performance liquid chromatography (HPLC) and gas chromatography-mass spectrometry (GC-MS) can be used to separate and quantify GlcNAc. ELISA and lectin assays are used to specifically detect GlcNAc in samples using specific antibodies and lectin molecules, respectively.
Biological Properties
GlcNAc is involved in many biological processes, including cell signaling, inflammation, and immune response. It is a precursor for the synthesis of other glycoconjugates, such as glycosaminoglycans (GAGs) and proteoglycans. It is also important in the regulation of protein degradation, the formation of intracellular signaling molecules, and the activation of transcription factors. GlcNAc can also modulate the activity of various enzymes and receptors involved in the regulation of immune response and inflammation.
Toxicity and Safety in Scientific Experiments
GlcNAc has been shown to be safe for use in scientific experiments. It has low toxicity and is non-irritating to skin and eyes. However, it should be handled with care to avoid inhalation or ingestion.
Applications in Scientific Experiments
GlcNAc has several applications in scientific experiments, particularly in the study of glycosylation, lectin binding assays, carbohydrate recognition, and drug development. It is also used in the synthesis of chitin and chitosan, which have several industrial and medical applications.
Current State of Research
The current state of research on GlcNAc focuses on its roles in several biological processes, including aging, cell signaling, and inflammation. Several studies have also investigated the potential of GlcNAc as a therapeutic agent for various diseases, including cancer, diabetes, and neurodegenerative diseases.
Potential Implications in Various Fields of Research and Industry
GlcNAc has several potential implications in various fields of research and industry, including drug development, glycosylation engineering, and regenerative medicine. It may also have applications in the development of biomaterials and biosensors.
Limitations
One of the major limitations of GlcNAc is its low solubility in organic solvents, which limits its applications in certain processes. It is also difficult to synthesize GlcNAc in large quantities using current methods. Additionally, the biological roles of GlcNAc in several processes are not yet fully understood, and further research is needed to elucidate its functions.
Conclusion
GlcNAc is a vital component of glycosylated molecules, and it plays important roles in several biological processes. It has numerous applications in scientific experiments and industrial processes. Continued research on GlcNAc is vital for the development of new therapeutic agents, biomaterials, and biosensors. However, further research is also needed to elucidate the biological roles of GlcNAc in various processes and to overcome the limitations of its synthesis and applications.
CAS Number | 134451-94-8 |
Product Name | 2-Acetamido-2-deoxy-L-glucose |
IUPAC Name | N-[(2S,3S,4R,5S)-3,4,5,6-tetrahydroxy-1-oxohexan-2-yl]acetamide |
Molecular Formula | C8H15NO6 |
Molecular Weight | 221.209 |
InChI | InChI=1S/C8H15NO6/c1-4(12)9-5(2-10)7(14)8(15)6(13)3-11/h2,5-8,11,13-15H,3H2,1H3,(H,9,12)/t5-,6+,7+,8+/m1/s1 |
InChI Key | MBLBDJOUHNCFQT-KVPKETBZSA-N |
SMILES | CC(=O)NC(C=O)C(C(C(CO)O)O)O |
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