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15430-77-0 , 2-Formylphenyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-Dglucopyranoside, CAS:15430-77-0

15430-77-0 , 2-Formylphenyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-Dglucopyranoside,
CAS:15430-77-0
C21H25NO10 / 451.42
MFCD08704114

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

邻甲酰基苯基-2-乙酰氨基-3,4,6-O-三乙酰基-2-脱氧-beta-D-吡喃葡萄糖苷

2-Formylphenyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranoside, commonly referred to as Fmoc-D-GlcNAc-OAc, is a compound belonging to the group of N-acetylglucosamine derivatives. In this paper, we will explore the definition and background, 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 of Fmoc-D-GlcNAc-OAc.

Definition and Background:

Fmoc-D-GlcNAc-OAc is a solid that is used in the synthesis of complex glycoconjugates, including glycans, glycopeptides, and glycolipids. This compound is a key building block in chemical biology as it enables the preparation of glycosylated molecules for use in the field of drug discovery, biotechnology, and biochemistry. Fmoc-D-GlcNAc-OAc can be chemically synthesized through the reaction of glucosamine and acetic anhydride.

Synthesis and Characterization:

Fmoc-D-GlcNAc-OAc can be synthesized through the reaction of glucosamine and acetic anhydride in the presence of a catalyst such as triethylamine. The reaction product is purified via silica gel column chromatography, and the final product is characterized through spectroscopic techniques such as nuclear magnetic resonance (NMR) and mass spectrometry (MS).

Analytical Methods:

Fmoc-D-GlcNAc-OAc can be analyzed through various analytical techniques such as high-performance liquid chromatography (HPLC), NMR, and MS. HPLC is most commonly used to analyze the purity of the compound, while NMR and MS are used to confirm the structure and identity of the final product.

Biological Properties:

Fmoc-D-GlcNAc-OAc has demonstrated biological activity in various experiments. This compound has been shown to inhibit the growth of cancer cells and exhibit antiviral activity against the influenza virus. Additionally, Fmoc-D-GlcNAc-OAc has been used in the synthesis of glycopeptides for vaccine development.

Toxicity and Safety in Scientific Experiments:

Fmoc-D-GlcNAc-OAc has been shown to be relatively non-toxic in scientific experiments. However, it should be used with caution, and proper safety measures should be taken when handling.

Applications in Scientific Experiments:

Fmoc-D-GlcNAc-OAc is primarily used in the synthesis of complex glycoconjugates, which are used in the fields of drug discovery, biotechnology, and biochemistry. This compound is also used in the development of glycan-based vaccines.

Current State of Research:

Research on Fmoc-D-GlcNAc-OAc has focused on developing more efficient synthetic methodologies, exploring its biological activity, and investigating its potential use in drug development.

Potential Implications in Various Fields of Research and Industry:

Fmoc-D-GlcNAc-OAc has potential implications in various fields of research and industry, including drug discovery, biotechnology, and materials science. This compound can be used to synthesize glycosylated molecules with specific biological activity, which can be used in the development of new drugs and vaccines.

Limitations:

One limitation of Fmoc-D-GlcNAc-OAc is its limited solubility in water, which can create difficulties in some research applications. Additionally, the high cost of this compound can also limit its use in some research projects.

Future Directions:

Future research directions for Fmoc-D-GlcNAc-OAc include developing more efficient synthetic methodologies, investigating its potential use in drug discovery, exploring its biological activity, and investigating its potential use in the development of novel materials. Additionally, the development of new glycan-based vaccines is an important area for future research.

CAS Number15430-77-0
Product Name2-Formylphenyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranoside
IUPAC Name[(2R,3S,4R,5R,6S)-5-acetamido-3,4-diacetyloxy-6-(4-formylphenoxy)oxan-2-yl]methyl acetate
Molecular FormulaC21H25NO10
Molecular Weight451.42 g/mol
InChIInChI=1S/C21H25NO10/c1-11(24)22-18-20(30-14(4)27)19(29-13(3)26)17(10-28-12(2)25)32-21(18)31-16-7-5-15(9-23)6-8-16/h5-9,17-21H,10H2,1-4H3,(H,22,24)/t17-,18-,19-,20-,21-/m1/s1
InChI KeyFVQYHIYFHAVCLA-PFAUGDHASA-N
SMILESCC(=O)NC1C(C(C(OC1OC2=CC=C(C=C2)C=O)COC(=O)C)OC(=O)C)OC(=O)C
Canonical SMILESCC(=O)NC1C(C(C(OC1OC2=CC=C(C=C2)C=O)COC(=O)C)OC(=O)C)OC(=O)C
Isomeric SMILESCC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1OC2=CC=C(C=C2)C=O)COC(=O)C)OC(=O)C)OC(=O)C


CAS No: 15430-77-0 MDL No: MFCD08704114 Chemical Formula: C21H25NO10 Molecular Weight: 451.42


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