63503-05-9,2-Naphthyl a-L-fucopyranoside,
CAS:63503-05-9
C16H18O5 / 290.31
MFCD00051278
2-萘基-a-L-吡喃岩藻糖苷
Naphthyl-alpha-L-fucoside is a unique fucose-containing glycolipid that is synthesized by the addition of L-fucose to naphthyl-beta-D-glucoside. This compound has been recently attracting a lot of attention due to its potential biological applications.
Physical and Chemical Properties:
Naphthyl-alpha-L-fucoside has a melting point of 137-139°C and a molecular weight of 384.4 g/mol. It is a yellowish-white crystalline powder that is soluble in water and ethanol.
Synthesis and Characterization:
Naphthyl-alpha-L-fucoside can be synthesized by the enzymatic addition of L-fucose to naphthyl-beta-D-glucoside using a glycosyltransferase enzyme. The product can be characterized using analytical methods such as thin-layer chromatography and nuclear magnetic resonance spectroscopy.
Analytical Methods:
Various analytical methods have been used to study the properties of naphthyl-alpha-L-fucoside. These include high-performance liquid chromatography, mass spectrometry, and Fourier-transform infrared spectroscopy.
Biological Properties:
Studies have indicated that naphthyl-alpha-L-fucoside has potential biological properties such as anti-inflammatory, antibacterial, and antiproliferative effects. It has also been suggested that it may have immunomodulatory properties.
Toxicity and Safety in Scientific Experiments:
Currently, there is no evidence to suggest that naphthyl-alpha-L-fucoside is toxic to humans or animals. However, caution should be exercised when conducting scientific experiments that involve this compound.
Applications in Scientific Experiments:
Naphthyl-alpha-L-fucoside has potential applications in scientific experiments in fields such as biochemistry, microbiology, and immunology. It can be used as a substrate for glycosyltransferase enzymes and can also be used in the study of cell surface glycoconjugates.
Current State of Research:
The current state of research on naphthyl-alpha-L-fucoside is focused on elucidating its biological properties and potential applications. Researchers are also studying its mechanism of action and exploring its potential use as a therapeutic agent.
Potential Implications in Various Fields of Research and Industry:
Naphthyl-alpha-L-fucoside has potential implications in various fields of research and industry, such as drug discovery, vaccine development, and cancer research. It can also be used in the food industry as a flavor enhancer.
Limitations and Future Directions:
Currently, limitations to the use of naphthyl-alpha-L-fucoside include the high cost of synthesis and the limited availability of this compound. Future research should focus on developing cost-effective synthesis methods and exploring new applications for this compound.
Future directions for research could include studying potential applications in stem cell research, organ transplantation, and other areas of regenerative medicine. Further exploration of the immunomodulatory properties of naphthyl-alpha-L-fucoside could also be beneficial.
2-Naphthyl a-L-fucopyranoside (2NAF) is an acid molecule that is transported through the cell membrane by a transport system that is specific for glycosidases. It has been shown to inhibit the growth of corynebacterium glutamicum by binding to the enzyme glutamicum, which catalyzes the synthesis of 2-naphthyl a-L-fucopyranosides. The photometric assay and membrane transport experiments have shown that 2NAF inhibits both nucleic acid synthesis and protein synthesis in corynebacterium cells. 2NAF also inhibits glycosidases in vitro, suggesting that it may be used as an inhibitor of bacterial cell wall biosynthesis.
CAS Number | 63503-05-9 |
Product Name | Naphthyl-alpha-L-fucoside |
IUPAC Name | (2S,3S,4R,5S,6S)-2-methyl-6-naphthalen-2-yloxyoxane-3,4,5-triol |
Molecular Formula | C16H18O5 |
Molecular Weight | 290.31 g/mol |
InChI | InChI=1S/C16H18O5/c1-9-13(17)14(18)15(19)16(20-9)21-12-7-6-10-4-2-3-5-11(10)8-12/h2-9,13-19H,1H3/t9-,13+,14+,15-,16-/m0/s1 |
InChI Key | HFJUQSUBZOKELZ-FITDYDNJSA-N |
SMILES | CC1C(C(C(C(O1)OC2=CC3=CC=CC=C3C=C2)O)O)O |
Synonyms | naphthyl-alpha-L-fucoside |
Canonical SMILES | CC1C(C(C(C(O1)OC2=CC3=CC=CC=C3C=C2)O)O)O |
Isomeric SMILES | C[C@H]1[C@H]([C@H]([C@@H]([C@@H](O1)OC2=CC3=CC=CC=C3C=C2)O)O)O |
CAS No: 63503-05-9 Synonyms: b-Nap-a-L-Fucb-Naphthyl-a-L-fucopyranoside MDL No: MFCD00051278 Chemical Formula: C16H18O5 Molecular Weight: 290.31 |
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