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  • 7464-56-4, 烯丙基-alpha-D-吡喃葡萄糖苷, Allyl-alpha-D-glucopyranoside, CAS:7464-56-4
7464-56-4, 烯丙基-alpha-D-吡喃葡萄糖苷, Allyl-alpha-D-glucopyranoside, CAS:7464-56-4

7464-56-4, 烯丙基-alpha-D-吡喃葡萄糖苷, Allyl-alpha-D-glucopyranoside, CAS:7464-56-4

7464-56-4,烯丙基-alpha-D-吡喃葡萄糖苷,
Allyl-alpha-D-glucopyranoside,
CAS:7464-56-4
C9H16O6 / 220.22
MFCD04973540

Allyl a-D-glucopyranoside

烯丙基-alpha-D-吡喃葡萄糖苷

Allyl a-D-glucopyranoside is a trisaccharide with the chemical formula CHO. It is an important monomer in the synthesis of polymers that are used in, for example, textiles, construction materials, and plastics. Allyl a-D-glucopyranoside has been found to have optical properties that are similar to those of natural rubber. When irradiated with UV light, it undergoes photoinduced polymerization and has been shown to be hydrophilic. The hydrophilicity can be increased by adding alkali metal ions or metal cations such as polyphosphates or calcium ions. Allyl a-D-glucopyranoside also has immunoregulatory activities and can stimulate lymphocyte proliferation, antibody production, and macrophage activity.

O-Allyl-alpha-D-glucose is a type of glucose molecule that has been the focus of several scientific experiments due to its unique physical and chemical properties. In this paper, we will examine the definition, 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 for O-Allyl-alpha-D-glucose.

Definition and Background:

O-Allyl-alpha-D-glucose is a glucose molecule that is modified with an allyl group attached to the oxygen atom at the C-2 position of the glucose molecule. This modification changes the molecule's chemical and physical properties, making it useful for various scientific experiments. This molecule is typically synthesized by reacting allyl alcohol with alpha-D-glucose in the presence of an acid catalyst.

Physical and Chemical Properties:

O-Allyl-alpha-D-glucose is a white crystalline solid that is soluble in water and slightly soluble in common organic solvents such as ethanol and methanol. The allyl group attached to the molecule gives it a characteristic odor. In terms of chemical properties, this molecule is a reducing sugar and can undergo typical sugar reactions such as oxidation and reduction.

Synthesis and Characterization:

The synthesis of O-Allyl-alpha-D-glucose involves a two-step process. The first step involves the protection of the C-1 hydroxyl group of glucose with a protective group such as acetyl or benzoyl. The second step involves the reaction of the protected glucose molecule with allyl alcohol in the presence of an acid catalyst. The resulting O-Allyl-alpha-D-glucose molecule can be characterized using several techniques such as nuclear magnetic resonance spectroscopy and high-performance liquid chromatography.

Analytical Methods:

Several analytical methods can be used to detect and quantify O-Allyl-alpha-D-glucose in scientific experiments. These include thin-layer chromatography, high-performance liquid chromatography, and gas chromatography.

Biological Properties:

O-Allyl-alpha-D-glucose has been found to exhibit several biological properties. Studies have suggested that it exhibits antioxidant and antimicrobial properties. O-Allyl-alpha-D-glucose has also been studied for its potential use as an anticancer agent due to its ability to inhibit cancer cell growth.

Toxicity and Safety in Scientific Experiments:

The toxicity and safety of O-Allyl-alpha-D-glucose have been extensively studied. It has been found to be non-toxic at low concentrations and exhibits low cytotoxicity in cell cultures. Studies suggest that this molecule is safe for use in scientific experiments at appropriate concentrations.

Applications in Scientific Experiments:

O-Allyl-alpha-D-glucose has several applications in scientific experiments. It has been used as a precursor for the synthesis of glycoconjugates and glycomimetics. This molecule has also been used as a starting material for the synthesis of various complex carbohydrates. Due to its unique physical and chemical properties, this molecule is also useful in the development of biosensors.

Current State of Research:

The current state of research on O-Allyl-alpha-D-glucose is focused on its potential applications in drug development and biomedical research. Researchers are exploring its use as a potential anticancer agent and the development of glycoconjugate vaccines.

Potential Implications in Various Fields of Research and Industry:

O-Allyl-alpha-D-glucose has several potential implications in various fields of research and industry. Its use in drug development could lead to the development of new and more effective cancer therapies. The development of glycoconjugate vaccines also has potential implications in the prevention and treatment of infectious diseases.

Limitations:

The main limitation of O-Allyl-alpha-D-glucose is its limited availability and high cost. The synthesis of this molecule is complex and time-consuming, making it difficult to produce in large quantities.

Future Directions:

Future directions for O-Allyl-alpha-D-glucose include the development of more efficient and cost-effective synthesis methods. Researchers are also exploring its use in the development of therapeutics for various diseases. Its potential use as a biosensor also has promising future implications. Other possible future directions involve its use in the development of novel materials and catalysts.

CAS Number7464-56-4
Product NameO-Allyl-alpha-D-glucose
IUPAC Name(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-prop-2-enoxyoxane-3,4,5-triol
Molecular FormulaC9H16O6
Molecular Weight220.22 g/mol
InChIInChI=1S/C9H16O6/c1-2-3-14-9-8(13)7(12)6(11)5(4-10)15-9/h2,5-13H,1,3-4H2/t5-,6-,7+,8-,9+/m1/s1
InChI KeyXJNKZTHFPGIJNS-ZEBDFXRSSA-N
SMILESC=CCOC1C(C(C(C(O1)CO)O)O)O
Synonyms2-Propen-1-yl α-D-Glucopyranoside; α-D-Glucose Monoallyl Ether;
Canonical SMILESC=CCOC1C(C(C(C(O1)CO)O)O)O
Isomeric SMILESC=CCO[C@@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O


CAS No: 7464-56-4 MDL No: MFCD04973540 Chemical Formula: C9H16O6 Molecular Weight: 220.22

COA:

Product name:  Allyl-alpha-D-glucopyranoside                    CAS: 7464-56-4

M.F.: C9H16O6       M.W.: 220.22   Batch No: CSLC09023    Quantity: 350g

Items

Standards

Results

Appearance

White crystal powder

Complies

Solubility

Soluble in water, insoluble ether

Complies

NMR and MS

Should comply

Complies

Identification

IR and HPLC

Complies

M.P.

95 -102

100 -102

Loss weight on drying

Max.1%

0.1%

Heavy metal

Max. 20ppm

Complies

Any other impurity

Max. 1%

Complies

Total impurity

Max. 2%

Complies

Assay

Min. 98%

99.4%

References:

1. Rosenberg HJ, Riley AM, Correa V, et al., Carbohydr. Res. 2000, p7

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