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48149-72-0, Allyl α-D-galactopyranoside, CAS:48149-72-0

48149-72-0, Allyl α-D-galactopyranoside,
CAS:48149-72-0
C9H16O6 / 220.22
MFCD01320363

Allyl a-D-galactopyranoside

烯丙基α-D-吡喃半乳糖苷

Allyl α-D-galactopyranoside is a colorimetric reagent that reacts with the polysaccharides to form a colored product. The reaction is based on the transfer of an allyl group from the reagent to the polysaccharide. This reaction can be performed using atomic force microscopy and microscopy techniques, as well as using light and UV-visible spectroscopy. The reaction can also be used to measure glycopolymer concentrations. A titration procedure has been developed for this purpose, in which an excess of allyl α-D-galactopyranoside is added to a solution containing galactose and ammonium sulfate. Allyl α-D-galactopyranoside reacts with galactose to produce an insoluble precipitate that can be measured by weighing or using optical density measurements at a certain wavelength.

Allyl alpha-D-galactopyranoside is a chemical compound that belongs to the glycoside family. It is a white, odorless, crystalline powder that is soluble in water and alcohol. The chemical formula of allyl alpha-D-galactopyranoside is C9H16O6, and it has a molecular weight of 220.22 g/mol. This chemical compound is widely used in the food and pharmaceutical industries as a flavoring agent and for its medicinal properties.

Physical and Chemical Properties

Allyl alpha-D-galactopyranoside is a glycoside that contains an allyl group, which makes it a highly reactive compound. It is soluble in water, ethanol, and diethyl ether. The compound is stable under normal conditions, and it does not undergo any significant physical or chemical changes when exposed to air or light.

Synthesis and Characterization

Allyl alpha-D-galactopyranoside can be synthesized by reacting galactose with allyl bromide in the presence of a base. The reaction takes place in an aqueous solution, and the product is isolated by crystallization or chromatography. The compound can be characterized by various spectroscopic methods such as FT-IR, NMR, and Mass Spectroscopy.

Analytical Methods

Allyl alpha-D-galactopyranoside can be analyzed by various analytical methods such as HPLC, GC-MS, and LC-MS/MS. These methods are used to determine the purity and concentration of the compound, as well as its degradation products.

Biological Properties

Allyl alpha-D-galactopyranoside exhibits several biological properties, including anti-inflammatory, antitumor, and antibacterial activities. It has been shown to inhibit the growth of various cancer cell lines, including breast, colon, and lung cancer. The compound also exhibits significant anti-inflammatory activity by inhibiting the expression of pro-inflammatory cytokines such as tumor necrosis factor-alpha (TNF-α) and interleukin-6 (IL-6).

Toxicity and Safety in Scientific Experiments

Allyl alpha-D-galactopyranoside has a low toxicity profile and is generally considered safe for use in scientific experiments. However, studies have shown that it can cause skin and eye irritation when it comes into contact with these organs. Additionally, it has been shown to cause mild respiratory irritation when inhaled.

Applications in Scientific Experiments

Allyl alpha-D-galactopyranoside is widely used in scientific experiments as a flavoring agent, as well as in the synthesis of various pharmaceuticals and biologically active compounds. It is also used as a substrate for the enzymatic synthesis of alpha-galactosidase.

Current State of Research

Several studies have been conducted on the biological properties of allyl alpha-D-galactopyranoside. The majority of these studies focus on the compound's anti-inflammatory and antitumor activities. However, more research is needed to fully understand its potential applications in various fields of research.

Potential Implications in Various Fields of Research and Industry

Allyl alpha-D-galactopyranoside has potential applications in various fields of research, including pharmaceuticals, food and flavor, and agriculture. In the pharmaceutical industry, the compound can be used to synthesize anticancer and anti-inflammatory drugs. In the food and flavor industry, it can be used as a flavoring agent in various food products. Additionally, it can be used in agriculture as a natural pesticide, as it exhibits antibacterial activity against various plant pathogens.

Limitations and Future Directions

Despite its potential applications, there are some limitations associated with the use of allyl alpha-D-galactopyranoside. For instance, the compound exhibits low solubility in organic solvents, which can limit its use in certain applications. Additionally, more research is needed to fully understand the compound's potential side effects and toxicity profile.

Future directions for research on allyl alpha-D-galactopyranoside include the development of more efficient synthesis methods and the exploration of its potential applications in synthetic biology. Additionally, more research is needed to understand its potential applications in the field of agriculture, particularly as a natural pesticide for plant pathogens.

CAS Number48149-72-0
Product NameAllyl alpha-D-galactopyranoside
IUPAC Name(2R,3R,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-NXRLNHOXSA-N
SMILESC=CCOC1C(C(C(C(O1)CO)O)O)O
Synonymsα-D-Galactose Monoallyl Ether; 2-Propen-1-yl α-D-Galactopyranoside;
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: Synonyms: NSC 404076 MDL No: MFCD01320363 Chemical Formula: C9H16O6 Molecular Weight: 220.22

COA:

Product name: Allyl α-D-galactopyranoside                                      CAS: 48149-72-0

M.F.C9H16O6             M.W.: 220.22       Batch No: 20130513            Quantity: 102g

Items

Standards

Results

Appearance

White powder

Complies

Solubility

Soluble in water, insoluble in ether

Complies

NMR and MS

Should comply

Complies

Loss weight on drying

Max.1%

0.1%

TCL

Should be one spot

Complies

Assay

Min. 98%

98.3%

References:

1. Hiruma K, et al., J. Am. Chem. Soc 1996, 118, p9265

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