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  • 15548-45-5, 苄基-α-D-吡喃甘露糖苷,Benzyl alpha-D-Mannopyranoside, CAS:15548-45-5
15548-45-5, 苄基-α-D-吡喃甘露糖苷,Benzyl alpha-D-Mannopyranoside, CAS:15548-45-5

15548-45-5, 苄基-α-D-吡喃甘露糖苷,Benzyl alpha-D-Mannopyranoside, CAS:15548-45-5

15548-45-5, 苄基-α-D-吡喃甘露糖苷,
Benzyl alpha-D-Mannopyranoside,
CAS:15548-45-5
C13H18O6 / 270.28
MFCD00153924

Benzyl a-D-mannopyranoside

苄基-α-D-吡喃甘露糖苷

Benzyl alpha-D-mannopyranoside is a chemical compound that belongs to the category of glycosides. Glycosides are a type of organic compound that contains a sugar molecule linked to a non-sugar molecule. Benzyl alpha-D-mannopyranoside consists of a sugar molecule, alpha-D-mannopyranose, linked to a benzyl group. It is an important compound that is widely used in various fields of research and industry due to its unique properties.

Synthesis and Characterization:

Benzyl alpha-D-mannopyranoside can be synthesized by several methods. One of the most commonly used methods is the reaction between alpha-D-mannopyranose and benzyl chloride in the presence of a base such as sodium hydroxide. The reaction is carried out under reflux conditions, and the product is purified by recrystallization. The structure and purity of benzyl alpha-D-mannopyranoside can be characterized by several analytical methods such as NMR spectroscopy, mass spectroscopy, and X-ray crystallography.

Analytical Methods:

Benzyl alpha-D-mannopyranoside can be analyzed by several analytical methods such as chromatography, NMR spectroscopy, mass spectroscopy, and X-ray crystallography. Chromatography is used to separate and purify the compound from impurities. NMR and mass spectroscopy are used to determine the structure and purity of the compound. X-ray crystallography is used to determine the crystal structure of the compound.

Biological Properties:

Benzyl alpha-D-mannopyranoside has several biological properties that make it an important compound in the field of life sciences. It has been shown to exhibit antibacterial, antiviral, and anti-inflammatory properties. It has also been shown to act as an immunomodulator, meaning that it can modulate the immune system's response to infections and diseases.

Toxicity and Safety in Scientific Experiments:

Benzyl alpha-D-mannopyranoside is generally considered to be safe for use in scientific experiments. However, like any chemical compound, it can be toxic if ingested or inhaled in large quantities. Therefore, appropriate safety precautions should be taken when handling the compound in the laboratory.

Applications in Scientific Experiments:

Benzyl alpha-D-mannopyranoside has several applications in scientific experiments. It is commonly used as a substrate in enzymatic assays to study the activity of glycosidases. It is also used as a ligand in affinity chromatography to purify glycosylated proteins. It can also be used as a glycosylation reagent in chemical synthesis.

Current State of Research:

Benzyl alpha-D-mannopyranoside is a well-studied compound, and its properties and applications are well-known. However, research on its biological properties and potential applications in various fields of research and industry is ongoing.

Potential Implications in Various Fields of Research and Industry:

Benzyl alpha-D-mannopyranoside has several potential implications in various fields of research and industry. It can be used in the synthesis of glycosylated drugs and vaccines. It can also be used in the development of novel antibacterial and antiviral agents. In the field of biotechnology, it can be used in the production of glycosylated proteins.

Limitations and Future Directions:

While benzyl alpha-D-mannopyranoside has several potential applications, there are some limitations to its use. One limitation is the low yield of its synthesis, which can make it expensive to produce. Future research can focus on developing new synthesis methods that can improve the yield of benzyl alpha-D-mannopyranoside. Another limitation is its limited solubility in organic solvents, which can limit its use in certain applications. Future research can focus on developing new derivatives of benzyl alpha-D-mannopyranoside that have improved solubility and other properties.

Future Directions:

Some future directions for research on benzyl alpha-D-mannopyranoside include:

1. Developing new synthesis methods that can improve yield and reduce costs.

2. Investigating the potential antibacterial and antiviral activities of benzyl alpha-D-mannopyranoside and its derivatives.

3. Studying the immunomodulatory properties of benzyl alpha-D-mannopyranoside and its potential applications in the treatment of autoimmune diseases.

4. Developing novel glycosylation reagents based on benzyl alpha-D-mannopyranoside that have improved properties.

5. Investigating the potential use of benzyl alpha-D-mannopyranoside and its derivatives in the production of glycosylated proteins and other biopharmaceuticals.

CAS Number15548-45-5
Product NameBenzyl alpha-D-mannopyranoside
IUPAC Name(2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-phenylmethoxyoxane-3,4,5-triol
Molecular FormulaC13H18O6
Molecular Weight270.28 g/mol
InChIInChI=1S/C13H18O6/c14-6-9-10(15)11(16)12(17)13(19-9)18-7-8-4-2-1-3-5-8/h1-5,9-17H,6-7H2/t9-,10-,11+,12+,13+/m1/s1
InChI KeyGKHCBYYBLTXYEV-BNDIWNMDSA-N
SMILESC1=CC=C(C=C1)COC2C(C(C(C(O2)CO)O)O)O
SynonymsPhenylmethyl α-D-Mannopyranoside;
Canonical SMILESC1=CC=C(C=C1)COC2C(C(C(C(O2)CO)O)O)O
Isomeric SMILESC1=CC=C(C=C1)CO[C@@H]2[C@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
CAS No: 15548-45-5 MDL No: MFCD00153924 Chemical Formula: C13H18O6 Molecular Weight: 270.28
References: 1. Patroni JJ, Stick RV, Skelton BW, et al., Aus. J. Chem. 41, p91

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