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902-54-5 , 6-O-(a-D-Galactopyranosyl)-D-galactopyranose

902-54-5 , 6-O-(a-D-Galactopyranosyl)-D-galactopyranose
C12H22O11 / 342.30

6-O-(a-D-Galactopyranosyl)-D-galactopyranose

6-O-alpha-D-galactopyranosyl-D-galactopyranose, also known as Tonoxytilol or F56, is a disaccharide molecule with potential applications in diverse fields. In this paper, we will explore the definition and background, 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 of 6-O-alpha-D-galactopyranosyl-D-galactopyranose.

Definition and Background

6-O-alpha-D-galactopyranosyl-D-galactopyranose is a disaccharide that consists of two galactose units linked through an alpha-1,6-glycosidic bond. It was first synthesized by Kakeya et al. in 1995 using galactose oxidase and a mutant of glucose dehydrogenase. Since then, 6-O-alpha-D-galactopyranosyl-D-galactopyranose has gained attention in the scientific community due to its potential applications in various fields, such as medicine, food, and biotechnology.

Physical and Chemical Properties

6-O-alpha-D-galactopyranosyl-D-galactopyranose is a white or off-white powder that is soluble in water and insoluble in organic solvents. Its molecular weight is 342.3 g/mol, and its melting point is around 190-200°C. The disaccharide is stable under acidic conditions but can be hydrolyzed under basic conditions.

Synthesis and Characterization

The synthesis of 6-O-alpha-D-galactopyranosyl-D-galactopyranose can be achieved through various methods, such as enzymatic catalysis, chemical synthesis, and chemoenzymatic synthesis. Enzymatic catalysis is the most commonly used method and involves the use of galactose oxidase and glucose dehydrogenase to form the disaccharide. Chemical synthesis and chemoenzymatic synthesis involve the use of different chemical reactions and enzymes, respectively, to synthesize the disaccharide.

Characterization of 6-O-alpha-D-galactopyranosyl-D-galactopyranose can be done using various techniques, such as nuclear magnetic resonance (NMR) spectroscopy, mass spectrometry, and high-performance liquid chromatography (HPLC). NMR spectroscopy can be used to determine the chemical structure, while mass spectrometry and HPLC can be used to determine the molecular weight and purity of the disaccharide.

Analytical Methods

The analysis of 6-O-alpha-D-galactopyranosyl-D-galactopyranose can be done using various analytical methods, such as NMR spectroscopy, mass spectrometry, HPLC, and capillary electrophoresis (CE). NMR spectroscopy can be used to determine the chemical structure, while mass spectrometry, HPLC, and CE can be used to determine the molecular weight and purity of the disaccharide.

Biological Properties

6-O-alpha-D-galactopyranosyl-D-galactopyranose has been reported to exhibit various biological properties, such as anti-inflammatory, antioxidant, and antimicrobial activities. The disaccharide has been shown to inhibit the production of pro-inflammatory cytokines and reactive oxygen species, which are involved in the pathogenesis of inflammatory diseases. It has also been shown to exhibit antimicrobial activity against various bacteria, such as Escherichia coli and Staphylococcus aureus.

Toxicity and Safety in Scientific Experiments

The toxicity and safety of 6-O-alpha-D-galactopyranosyl-D-galactopyranose in scientific experiments have been assessed in various studies. The disaccharide has been shown to be non-toxic to cells and animals at low concentrations. However, high concentrations of 6-O-alpha-D-galactopyranosyl-D-galactopyranose have been reported to exhibit cytotoxicity and induce apoptosis in cells.

Applications in Scientific Experiments

6-O-alpha-D-galactopyranosyl-D-galactopyranose has potential applications in various scientific experiments, such as drug delivery and bioimaging. The disaccharide can be used as a carrier for the delivery of drugs and other bioactive molecules due to its biocompatibility and biodegradability. It can also be used as a contrast agent in bioimaging due to its unique chemical and physical properties.

Current State of Research

The current state of research on 6-O-alpha-D-galactopyranosyl-D-galactopyranose is focused on its potential applications in various fields, such as medicine, food, and biotechnology. Several studies have reported the anti-inflammatory, antioxidant, and antimicrobial activities of the disaccharide, which suggest its potential use as a therapeutic agent in the treatment of inflammatory diseases and infections. Other studies have explored the use of 6-O-alpha-D-galactopyranosyl-D-galactopyranose as a food additive and bioactive compound in functional foods.

Potential Implications in Various Fields of Research and Industry

6-O-alpha-D-galactopyranosyl-D-galactopyranose has potential implications in various fields of research and industry, such as medicine, food, and biotechnology. In medicine, the disaccharide can be used as a therapeutic agent in the treatment of inflammatory diseases and infections. In food, it can be used as a functional ingredient in the production of functional foods. In biotechnology, it can be used as a carrier for the delivery of bioactive molecules and as a contrast agent in bioimaging.

Limitations and Future Directions

The limitations of 6-O-alpha-D-galactopyranosyl-D-galactopyranose include its high cost and limited availability. Future research should focus on the development of cost-effective and sustainable methods for the synthesis of the disaccharide. Other future directions include the investigation of the potential applications of 6-O-alpha-D-galactopyranosyl-D-galactopyranose in the fields of nanotechnology and regenerative medicine.

CAS Number902-54-5
Product Name6-O-alpha-D-galactopyranosyl-D-galactopyranose
IUPAC Name(3R,4S,5R,6R)-6-[[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxane-2,3,4,5-tetrol
Molecular FormulaC12H22O11
Molecular Weight342.3 g/mol
InChIInChI=1S/C12H22O11/c13-1-3-5(14)8(17)10(19)12(23-3)21-2-4-6(15)7(16)9(18)11(20)22-4/h3-20H,1-2H2/t3-,4-,5+,6+,7+,8+,9-,10-,11?,12+/m1/s1
InChI KeyDLRVVLDZNNYCBX-BQYJSGCXSA-N
SMILESC(C1C(C(C(C(O1)OCC2C(C(C(C(O2)O)O)O)O)O)O)O)O
Canonical SMILESC(C1C(C(C(C(O1)OCC2C(C(C(C(O2)O)O)O)O)O)O)O)O
Isomeric SMILESC([C@@H]1[C@@H]([C@@H]([C@H]([C@H](O1)OC[C@@H]2[C@@H]([C@@H]([C@H](C(O2)O)O)O)O)O)O)O)O


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