7473-38-3, 苄基-b-L-吡喃阿拉伯糖苷,
Benzyl b-L-arabinopyranoside,
CAS:7473-38-3
C12H16O5 / 240.25
MFCD00225631
苄基-b-L-吡喃阿拉伯糖苷
Benzyl beta-l-arabinopyranoside is a compound that has gained attention in scientific research due to its potential applications in various fields, including medicine, agriculture, and industry. This paper aims to provide a comprehensive overview of benzyl beta-l-arabinopyranoside by discussing its definition, physical and chemical properties, synthesis, characterization, analytical methods, biological properties, toxicity, applications in scientific experiments, current state of research, potential implications in various fields, limitations, and future directions.
Definition and Background
Benzyl beta-l-arabinopyranoside, also known as benzyl beta-D-arabinopyranoside, is a chemical compound that belongs to the class of glycosides. It is composed of a pyranose ring of arabinose sugar and a benzyl group attached to the oxygen atom of the anomeric carbon. Benzyl beta-l-arabinopyranoside is a white crystalline powder that is soluble in water and alcohol. It is commonly found in plants, particularly in the fruit of the wild strawberry (Fragaria vesca L.), where it contributes to the fruit's aroma.
Synthesis and Characterization
Benzyl beta-l-arabinopyranoside can be synthesized through various methods, including enzymatic and chemical routes. One of the most common methods involves the reaction of benzyl alcohol and arabinose in the presence of an acid catalyst. The reaction yields benzyl beta-l-arabinopyranoside and water. The final product can be purified by recrystallization using a suitable solvent.
The characterization of benzyl beta-l-arabinopyranoside is typically done using spectroscopic techniques such as infrared (IR), nuclear magnetic resonance (NMR), and mass spectrometry (MS). IR spectroscopy can identify the functional groups present in the compound, while NMR spectroscopy provides information about the compound's molecular structure, including the position and connectivity of atoms. MS can be used to determine the compound's molecular weight and confirm its identity.
Analytical Methods
Various analytical methods have been developed to detect and quantify benzyl beta-l-arabinopyranoside in different samples. High-performance liquid chromatography (HPLC) is commonly used to separate and quantify the compound. HPLC analysis of benzyl beta-l-arabinopyranoside can be done using various detectors such as UV-Vis, refractive index (RI), and evaporative light scattering (ELS). Gas chromatography-mass spectrometry (GC-MS) can also be used for the analysis of benzyl beta-l-arabinopyranoside, especially in complex mixtures.
Biological Properties
Benzyl beta-l-arabinopyranoside has shown various biological activities, including antioxidant, anti-inflammatory, and antimicrobial effects. Studies have shown that the compound exhibits antioxidant activity by scavenging free radicals and inhibiting lipid peroxidation. Benzyl beta-l-arabinopyranoside also possesses anti-inflammatory properties by inhibiting the production of pro-inflammatory cytokines. Additionally, the compound exhibits antimicrobial activity against various pathogenic microorganisms, including bacteria and fungi.
Toxicity and Safety in Scientific Experiments
Studies have shown that benzyl beta-l-arabinopyranoside is safe for consumption and does not exhibit any acute toxicity or adverse effects. However, further studies are required to investigate its long-term effects on human health.
Applications in Scientific Experiments
Benzyl beta-l-arabinopyranoside has potential applications in various fields of research, including medicine, agriculture, and industry. In medicine, the compound has shown potential as an antioxidant and anti-inflammatory agent for the treatment of various diseases such as Alzheimer's disease, diabetes, and cancer. In agriculture, the compound has been shown to exhibit insecticidal properties against pests that damage crops. In the industry, benzyl beta-l-arabinopyranoside can be used as a flavor and fragrance ingredient due to its aroma and stability.
Current State of Research
The current state of research on benzyl beta-l-arabinopyranoside is focused on investigating its biological activities, potential health benefits, and applications in various fields. Researchers are also exploring its potential as a therapeutic agent for the treatment of various diseases.
Potential Implications in Various Fields of Research and Industry
Benzyl beta-l-arabinopyranoside has potential implications in various fields of research and industry, including medicine, agriculture, and food and beverage industries. In medicine, the compound can be used for the development of drugs for the treatment of various diseases. In agriculture, it can be used as a natural pesticide to protect crops from pests. In the food and beverage industry, it can be used as a flavor and fragrance ingredient.
Limitations and Future Directions
Despite its potential applications, benzyl beta-l-arabinopyranoside has some limitations, including low solubility and poor bioavailability. Research efforts are needed to investigate the compound's potential as a drug delivery system to improve its bioavailability. Additionally, studies are required to investigate the effects of long-term exposure to the compound on human health.
Future directions for research on benzyl beta-l-arabinopyranoside include exploring its potential as a therapeutic agent for the treatment of neurological and inflammatory disorders. Further studies are also needed to investigate its safety and efficacy in humans. Additionally, research can be done to explore its potential applications in the food and beverage industry, such as a natural sweetener or preservative.
CAS Number | 7473-38-3 |
Product Name | Benzyl beta-l-arabinopyranoside |
IUPAC Name | 2-phenylmethoxyoxane-3,4,5-triol |
Molecular Formula | C12H16O5 |
Molecular Weight | 240.25 g/mol |
InChI | InChI=1S/C12H16O5/c13-9-7-17-12(11(15)10(9)14)16-6-8-4-2-1-3-5-8/h1-5,9-15H,6-7H2 |
InChI Key | XUGMDBJXWCFLRQ-UHFFFAOYSA-N |
SMILES | C1C(C(C(C(O1)OCC2=CC=CC=C2)O)O)O |
Canonical SMILES | C1C(C(C(C(O1)OCC2=CC=CC=C2)O)O)O |
CAS No: 5329-50-0,7473-38-3 MDL No: MFCD00225631 Chemical Formula: C12H16O5 Molecular Weight: 240.25 | white to off-white powder. In Stock. |
References: 1. Ballou CE, Roseman S, Link LP, J. Am. Chem. Soc. 1951, 73, p1140 |
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