3006-41-5 , 4,6-O-苄叉-D-吡喃半乳糖,
4,6-O-Benzylidene-D-galactose,
CAS:3006-41-5
C13H16O6 / 268.26
MFCD01310486
4,6-O-苄叉-D-吡喃半乳糖,
4,6-O-Benzylidene-D-galactose is an anomer of D-galactose. It is a lectin that has been shown to inhibit the binding of amyloid beta to the cerebroside in the brain tissue. This activity may be due to its ability to form an amide bond with galactose, which is present in amyloid beta. 4,6-O-Benzylidene-D-galactose also has a coronary heart disease prevention effect and can help reduce cholesterol levels. Furthermore, it has been found to have anti-cancer properties and can help prevent the growth of cancerous cells by inhibiting protein synthesis. In addition, 4,6-O-Benzylidene-D-galactose can be used as a cationic surfactant or detergent composition for cleaning or treating surfaces.
4.6-O-benzylidene-D-galactose (BG) is a synthetic compound that is widely used in scientific research for various applications. It is a type of aldose sugar derivative that contains a benzylidene group on the C-4 carbon atom of the galactose ring. The compound was first synthesized in 1929 by Helferich and was later used as a starting material for the synthesis of other sugars and glycosides.
Physical and Chemical Properties
BG is a pale yellow to white crystalline powder that is sparingly soluble in water and most organic solvents. The melting point of BG is 159-160°C, and it is stable at room temperature and in the presence of air. The compound has a complex stereochemistry due to the presence of several chiral centers in its structure, which make it a challenging molecule to synthesize and study.
Synthesis and Characterization
The synthesis of BG involves the reaction of galactose with benzaldehyde in the presence of a catalyst. The resulting product is then purified by recrystallization or column chromatography. Several methods have been developed for the synthesis of BG, including enzymatic and chemical processes.
The characterization of BG is performed by various analytical techniques, including nuclear magnetic resonance (NMR), infrared (IR) spectroscopy, and X-ray crystallography. These techniques are used to determine the purity, structure, and properties of BG.
Analytical Methods
Several analytical methods have been developed for the detection and quantification of BG in biological samples. These methods include high-performance liquid chromatography (HPLC), gas chromatography (GC), and mass spectrometry (MS). These techniques are used to measure the concentration of BG in various biological samples, including urine, blood, and tissue samples.
Biological Properties
BG has been shown to possess several biological properties, including anti-inflammatory, anti-tumor, and anti-viral activities. The compound has been shown to inhibit the growth of cancer cells and to suppress the production of inflammatory cytokines. It has also been shown to inhibit the replication of HIV and other viruses.
Toxicity and Safety in Scientific Experiments
BG has been shown to be relatively safe in scientific experiments, with no significant toxic effects reported at therapeutic doses. However, the compound should be handled with caution as it may cause skin irritation and eye damage upon contact.
Applications in Scientific Experiments
BG is used in various scientific experiments, including studies on carbohydrate metabolism, glycosylation, and sugar chemistry. The compound is also used as a substrate for the synthesis of other sugars and glycosides.
Current State of Research
BG is still an active area of research, with ongoing studies investigating its potential therapeutic applications in the treatment of various diseases, including cancer, inflammation, and viral infections. Researchers are also exploring new methods for the synthesis and characterization of BG and its derivatives.
Potential Implications in Various Fields of Research and Industry
BG has potential implications in various fields of research and industry, including drug discovery, diagnostic testing, and food and beverage manufacturing. The compound may also have applications in the development of new materials and technologies.
Limitations and Future Directions
Despite its potential applications, the use of BG is limited by its complex synthesis, low solubility, and limited bioavailability. Future directions in research include the development of new methods for the synthesis and characterization of BG and its derivatives, as well as the identification of novel therapeutic targets and applications.
Future Directions:
1. Investigating the potential use of BG in the treatment of other viral infections, including COVID-19.
2. Developing more effective methods for the synthesis and characterization of BG and its derivatives.
3. Exploring the use of BG as a substrate for the synthesis of novel glycosides and glycoconjugates.
4. Investigating the potential use of BG in the development of new biomaterials and technologies.
5. Identifying new therapeutic targets for the use of BG in the treatment of cancer and other diseases.
6. Investigating the potential use of BG in the development of new diagnostic tests for the detection of various diseases.
7. Developing new methods for the targeted delivery of BG to specific tissues and organs.
8. Investigating the safety and biocompatibility of BG and its derivatives in in vivo studies.
9. Studying the potential synergistic effects of BG in combination with other drugs and therapies.
10. Exploring the use of BG in the development of new functional foods and supplements.
CAS Number | 3006-41-5 |
Product Name | 4.6-O-benzylidene-D-galactose |
IUPAC Name | (2R,3R)-2,3-dihydroxy-3-[(4S,5R)-5-hydroxy-2-phenyl-1,3-dioxan-4-yl]propanal |
Molecular Formula | C13H16O6 |
Molecular Weight | 268.26 g/mol |
InChI | InChI=1S/C13H16O6/c14-6-9(15)11(17)12-10(16)7-18-13(19-12)8-4-2-1-3-5-8/h1-6,9-13,15-17H,7H2/t9-,10+,11+,12-,13?/m0/s1 |
InChI Key | XTVRQMKOKFFGDZ-VNXCBOPGSA-N |
SMILES | C1C(C(OC(O1)C2=CC=CC=C2)C(C(C=O)O)O)O |
Canonical SMILES | C1C(C(OC(O1)C2=CC=CC=C2)C(C(C=O)O)O)O |
Isomeric SMILES | C1[C@H]([C@H](OC(O1)C2=CC=CC=C2)[C@@H]([C@H](C=O)O)O)O |
CAS No: 3006-41-5 MDL No: MFCD01310486 Chemical Formula: C13H16O6 Molecular Weight: 268.26 | |
References: 1. Janssen S, Schmidt R, J. Carbohydr. Chem. 2005, Vol24, No4-6, p611-647 |
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