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13224-99-2, 4,6-O-Ethylidene-alpha-D-glucopyranose, CAS:13224-99-2

13224-99-2, 4,6-O-Ethylidene-alpha-D-glucopyranose,
CAS:13224-99-2
C8H14O6/206.19
MFCD09039288

4,6-O-Ethylidene-alpha-D-glucopyranose

4,6-O-乙叉-alpha-D-吡喃葡萄糖,

4,6-O-Ethylidene-alpha-D-glucose is a chemical compound belonging to the group of alpha-glucosides. Alpha-glucosides are carbohydrates that consist of glucose and other organic groups. 4,6-O-Ethylidene-alpha-D-glucose has an ethylidene bridge between the 4- and 6- positions of the glucose ring, making it a stable glycoside. This compound is commonly used in various chemical and biological applications due to its unique properties.

Synthesis and Characterization

There are several methods for synthesizing 4,6-O-Ethylidene-alpha-D-glucose, including acid-catalyzed condensation of glucose with ethylene glycol, reaction of glucose with acetaldehyde, or reaction of glucose with ethylene oxide. The characterization of this compound can be done using various spectroscopic techniques such as FTIR, NMR, and Mass Spectrometry.

Analytical Methods

Analytical methods such as HPLC, TLC, and GC can be used to measure the purity of 4,6-O-Ethylidene-alpha-D-glucose. These methods are vital in determining the identity and concentration of this compound in various applications.

Biological Properties

Some studies have shown that 4,6-O-Ethylidene-alpha-D-glucose has anti-inflammatory and antioxidant properties. It can also inhibit the proliferation of cancer cells and suppress inflammatory cytokines. Further research is needed to understand its biological properties fully.

Toxicity and Safety in Scientific Experiments

Studies have shown that 4,6-O-Ethylidene-alpha-D-glucose has low toxicity and is relatively safe when used in scientific experiments. However, it is essential to use this compound with caution and follow appropriate safety protocols to prevent any adverse reactions.

Applications in Scientific Experiments

4,6-O-Ethylidene-alpha-D-glucose is used in various chemical and biological applications. It is commonly used as a protecting group for the synthesis of oligosaccharides and glycoconjugates. It can also be used as a starting material to synthesize other complex carbohydrates.

Current State of Research

Several studies have been conducted on the synthesis and properties of 4,6-O-Ethylidene-alpha-D-glucose. However, more research is needed to elucidate its biological and medicinal properties fully.

Potential Implications in Various Fields of Research and Industry

There are potential implications of 4,6-O-Ethylidene-alpha-D-glucose in various fields of research and industry. It can be used in the synthesis of bioactive compounds and the development of new drugs, including anticancer drugs, antioxidant agents, and anti-inflammatory agents. Moreover, it can also be used as a starting material in the development of polysaccharide-based biomaterials.

Limitations and Future Directions

One of the limitations of 4,6-O-Ethylidene-alpha-D-glucose is its limited availability. Researchers may need to develop new methods for synthesizing this compound. Future research should focus on understanding the biological properties of this compound and evaluating its potential application in various fields.

Future Directions

1. Investigate the use of 4,6-O-Ethylidene-alpha-D-glucose as a potential starting material for the synthesis of new drugs and drug delivery systems.

2. Explore the use of 4,6-O-Ethylidene-alpha-D-glucose for the development of glycoconjugate vaccines against infectious diseases.

3. Study the use of 4,6-O-Ethylidene-alpha-D-glucose glycoconjugates as tools for studying the interactions between carbohydrates and proteins in biological systems.

4. Investigate the biomedical and pharmaceutical applications of 4,6-O-Ethylidene-alpha-D-glucose in vivo.

5. Develop new synthetic methods for the efficient production of 4,6-O-Ethylidene-alpha-D-glucose.

6. Evaluate the use of 4,6-O-Ethylidene-alpha-D-glucose conjugates as imaging agents for the detection of cancer cells.

7. Study the use of 4,6-O-Ethylidene-alpha-D-glucose as a new material in energy storage applications such as batteries and supercapacitors.

8. Investigate the effect of 4,6-O-Ethylidene-alpha-D-glucose on the immune system and its potential use in immunotherapy.

9. Study the potential impact of 4,6-O-Ethylidene-alpha-D-glucose in agriculture, including its use as a growth regulator and in crop protection.

10. Explore the use of 4,6-O-Ethylidene-alpha-D-glucose in the development of biodegradable and sustainable materials for various industrial applications.

CAS Number13224-99-2
Product Name4,6-O-Ethylidene-alpha-D-glucose
IUPAC Name(2R,4aR,6S,7R,8R,8aS)-2-methyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxine-6,7,8-triol
Molecular FormulaC8H14O6
Molecular Weight206.19 g/mol
InChIInChI=1S/C8H14O6/c1-3-12-2-4-7(13-3)5(9)6(10)8(11)14-4/h3-11H,2H2,1H3/t3-,4-,5-,6-,7-,8+/m1/s1
InChI KeyVZPBLPQAMPVTFO-ACQOQSQZSA-N
SMILESCC1OCC2C(O1)C(C(C(O2)O)O)O
Synonyms4,6-O-ethylidene glucose, ethylidene glucose
Canonical SMILESCC1OCC2C(O1)C(C(C(O2)O)O)O
Isomeric SMILESC[C@@H]1OC[C@@H]2[C@@H](O1)[C@@H]([C@H]([C@H](O2)O)O)O

COA:

Product name: 4,6-O-Ethylidene-alpha-D-glucopyranose      CAS: 13224-99-2

M.F.: C8H14O6      M.W.: 206.19     Batch No: 20140707        Quantity:178g

Items

Standards

Results

Appearance

White crystal powder

Complies

NMR and MS

Should comply

Complies

Water

Max. 0.5%

0.2%

TCL

Should be one spot

One spot

Assay

Min.98%

99.9%

References:

1. Mueckler M, Weng W, Kruse M, J. Biol. Chem. 1994, Vol269, Issue 32, 20533-20538 08

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