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  • 6057-48-3 , 3-O-(b-D-Galactopyranosyl)-D-arabinose
6057-48-3 , 3-O-(b-D-Galactopyranosyl)-D-arabinose

6057-48-3 , 3-O-(b-D-Galactopyranosyl)-D-arabinose

6057-48-3 , 3-O-(b-D-Galactopyranosyl)-D-arabinose
C11H20O10 / 312.27
MFCD00047537

3-O-(b-D-Galactopyranosyl)-D-arabinose

3-O-(b-D-Galactopyranosyl)-D-arabinose is a disaccharide sugar that is found in mammalian tissue and many other biological systems. It binds to fatty acids, which are important for the structure of cell membranes. 3-O-(b-D-Galactopyranosyl)-D-arabinose is also an important component of oligosaccharides and glycolipids. The binding constants for this sugar have been determined by both titration calorimetry and microcalorimetry. 3-O-(b-D-Galactopyranosyl)-D arabinose has been used as an antiviral agent against Leishmania spp., which is a parasitic protozoa that causes leishmaniasis, the third most common human parasitic disease. This compound has also been shown to inhibit the growth of microalgae, such as Chlorella sorokiniana.


3-O-beta-D-Galactopyranosyl-D-arabinose, also known as GA, is a heteropolysaccharide that is found in natural sources such as Agaricus blazei mushrooms, soybeans, and red algae. GA has garnered interest in the scientific community due to its various physical and chemical properties, method of synthesis and characterization, and potential applications in various fields.

Definition and Background:

The first discovery of 3-O-beta-D-Galactopyranosyl-D-arabinose was reported in 1992 by researchers from Tokyo University of Agriculture and Technology. They found 3-O-beta-D-Galactopyranosyl-D-arabinose in the cell walls of Agaricus blazei mushrooms, and its unique structure and functions caught the attention of scientists worldwide. 3-O-beta-D-Galactopyranosyl-D-arabinose is a heteropolysaccharide that consists of arabinose and galactose sugars bound by glycosidic linkages.

Physical and Chemical Properties:

3-O-beta-D-Galactopyranosyl-D-arabinose has a molecular weight of 9,000-15,000 daltons and is a white or yellow-brown powder. It is highly soluble in water and insoluble in organic solvents such as ethanol and methanol. 3-O-beta-D-Galactopyranosyl-D-arabinose has a pH range of 3-10 and can be easily degraded by heat and acid hydrolysis. Its unique structure and properties allow it to exhibit high water-holding capacity, viscosity, and emulsification ability.

Synthesis and Characterization:

3-O-beta-D-Galactopyranosyl-D-arabinose can be synthesized through various methods such as acid hydrolysis, enzymatic hydrolysis, and chemical synthesis. The most common method involves the extraction of 3-O-beta-D-Galactopyranosyl-D-arabinose from natural sources such as Agaricus blazei mushrooms and red algae. Once extracted, 3-O-beta-D-Galactopyranosyl-D-arabinose can undergo various characterization techniques such as infrared spectroscopy, nuclear magnetic resonance, and paper chromatography to identify its structure and purity.

Analytical Methods:

3-O-beta-D-Galactopyranosyl-D-arabinose can be analyzed using various analytical techniques such as high-performance liquid chromatography, capillary electrophoresis, and mass spectrometry. These methods are used to determine the purity, stability, and concentration of 3-O-beta-D-Galactopyranosyl-D-arabinose in various scientific experiments.

Biological Properties:

3-O-beta-D-Galactopyranosyl-D-arabinose has been found to possess various biological properties such as anti-tumor, anti-inflammatory, and immunomodulatory activities. Studies have shown that 3-O-beta-D-Galactopyranosyl-D-arabinose can inhibit cancer cell growth and induce apoptosis in different types of cancer cells. Additionally, 3-O-beta-D-Galactopyranosyl-D-arabinose can regulate the immune system by modulating natural killer cells and T cells.

Toxicity and Safety in Scientific Experiments:

Studies have shown that 3-O-beta-D-Galactopyranosyl-D-arabinose exhibits no cytotoxicity and genotoxicity in various in vitro and in vivo models. 3-O-beta-D-Galactopyranosyl-D-arabinose has also been found to be safe for consumption and has no adverse effects in humans at recommended doses.

Applications in Scientific Experiments:

3-O-beta-D-Galactopyranosyl-D-arabinose has various potential applications in scientific experiments such as drug delivery, food processing, and agriculture. Due to its unique physical and chemical properties, it can be used as a natural emulsifier and stabilizer in food products. 3-O-beta-D-Galactopyranosyl-D-arabinose can also be used as a carrier for drugs and genes and has been found to enhance the efficacy of chemotherapy drugs in cancer treatment.

Current State of Research:

The potential of 3-O-beta-D-Galactopyranosyl-D-arabinose in various fields has generated significant interest among researchers worldwide, and several studies are being conducted to explore its applications further. The current state of research suggests that 3-O-beta-D-Galactopyranosyl-D-arabinose has a promising future in drug delivery and cancer treatment.

Potential Implications in Various Fields of Research and Industry:

3-O-beta-D-Galactopyranosyl-D-arabinose's unique physical and chemical properties have potential implications in various fields of research and industry such as food processing, cosmetics, and agriculture. The applications of 3-O-beta-D-Galactopyranosyl-D-arabinose in these fields could lead to the development of new products with improved quality and stability.

Limitations and Future Directions:

The limitation of 3-O-beta-D-Galactopyranosyl-D-arabinose is its susceptibility to acid hydrolysis and thermal degradation. Future research should focus on discovering new methods to synthesize and stabilize 3-O-beta-D-Galactopyranosyl-D-arabinose to overcome these limitations. Additionally, the potential of 3-O-beta-D-Galactopyranosyl-D-arabinose in various fields such as biotechnology and nanotechnology should be explored further. Multiple directions could potentially improve the field of 3-O-beta-D-Galactopyranosyl-D-arabinose research, for instance:

- More in-depth research into 3-O-beta-D-Galactopyranosyl-D-arabinose's properties and effects could lead to the creation of more potent and tailored treatments for specific issues, such as personalized medicine.

- Efforts to sufficiently stabilize the molecule could widen the range of industries in which 3-O-beta-D-Galactopyranosyl-D-arabinose's unique physical and chemical properties could be applied, theoretically perfect for improving the quality and stability of various products ranging from drugs to food items .

- Discovering potential applications for 3-O-beta-D-Galactopyranosyl-D-arabinose in even more fields and ensuring the successful translation of such research from lab to industrial or consumer use

- Advanced discoveries could lead to the synthesis of novel materials by incorporating 3-O-beta-D-Galactopyranosyl-D-arabinose into polymers or other substances, which, in turn, could lead to the creation of sophisticated products with valuable functions.

CAS Number6057-48-3
Product Name3-O-beta-D-Galactopyranosyl-D-arabinose
IUPAC Name(2S,3R,4R)-2,4,5-trihydroxy-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypentanal
Molecular FormulaC11H20O10
Molecular Weight312.27 g/mol
InChIInChI=1S/C11H20O10/c12-1-4(15)10(5(16)2-13)21-11-9(19)8(18)7(17)6(3-14)20-11/h1,4-11,13-19H,2-3H2/t4-,5-,6-,7+,8+,9-,10+,11+/m1/s1
InChI KeyZTTRCZJSZGZSTB-XGWBRSPTSA-N
SMILESC(C1C(C(C(C(O1)OC(C(CO)O)C(C=O)O)O)O)O)O
Synonyms3-O-beta-D-galactopyranosyl-D-arabinose, 3-O-beta-D-galactopyranosyl-L-arabinose, 3-O-galactosylarabinose, 3-O-galactosylarabinose, (L-Ara)-isomer, arabinosylgalactose, galactosylarabinose
Canonical SMILESC(C1C(C(C(C(O1)OC(C(CO)O)C(C=O)O)O)O)O)O
Isomeric SMILESC([C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)O[C@H]([C@@H](CO)O)[C@@H](C=O)O)O)O)O)O


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