6-alkynyl Fucose - 935658-91-6
6-alkynyl Fucose
Catalog Number: BT-1703602
CAS Number: 935658-91-6
Molecular Formula: C15H18O9
Molecular Weight: 342.3 g/mol
The product is for non-human research only. Not for therapeutic or veterinary use.
Product Introduction
Description
6-alkynyl fucose is a rare sugar molecule that has gained significant attention in recent years due to its unique chemical structure and biological activity. It is a derivative of fucose, a monosaccharide that is commonly found in glycoproteins and glycolipids. 6-alkynyl fucose has been shown to have potent biological activity, making it a promising candidate for drug development and other applications.
Properties
CAS Number
935658-91-6
Product Name
6-alkynyl Fucose
IUPAC Name
[(2R,3S,4S,5R)-4,5,6-triacetyloxy-2-ethynyloxan-3-yl] acetate
Molecular Formula
C15H18O9
Molecular Weight
342.3 g/mol
InChI
InChI=1S/C15H18O9/c1-6-11-12(20-7(2)16)13(21-8(3)17)14(22-9(4)18)15(24-11)23-10(5)19/h1,11-15H,2-5H3/t11-,12+,13+,14-,15?/m1/s1
InChI Key
FVDSJNFPNWVBGX-GVLTWOEFSA-N
SMILES
CC(=O)OC1C(OC(C(C1OC(=O)C)OC(=O)C)OC(=O)C)C#C
Canonical SMILES
CC(=O)OC1C(OC(C(C1OC(=O)C)OC(=O)C)OC(=O)C)C#C
Isomeric SMILES
CC(=O)O[C@H]1[C@H](OC([C@@H]([C@H]1OC(=O)C)OC(=O)C)OC(=O)C)C#C
Method of Synthesis or Extraction
There are several methods for synthesizing or extracting 6-alkynyl fucose. One common method is the chemical synthesis of fucose derivatives using alkynyl groups. This method involves the use of various chemical reagents and catalysts to modify the fucose molecule and introduce the alkynyl group. The efficiency and yield of this method depend on the specific reagents and conditions used, but it can generally produce high yields of 6-alkynyl fucose.
Another method for synthesizing 6-alkynyl fucose is through enzymatic synthesis. This method involves the use of enzymes to catalyze the reaction between fucose and an alkynyl donor molecule. This method is more environmentally friendly and safer than chemical synthesis, but it can be less efficient and produce lower yields.
Chemical Structure and Biological Activity
The chemical structure of 6-alkynyl fucose is similar to that of fucose, with the addition of an alkynyl group at the 6-position. This modification gives 6-alkynyl fucose unique biological activity, including the ability to inhibit the activity of fucosyltransferases, enzymes that are involved in the biosynthesis of glycoproteins and glycolipids.
The biological activity of 6-alkynyl fucose has been studied extensively in vitro and in vivo. It has been shown to have potent anti-inflammatory and anti-tumor activity, as well as the ability to modulate immune cell function. Additionally, 6-alkynyl fucose has been shown to have potential therapeutic effects in the treatment of various diseases, including cancer, autoimmune disorders, and infectious diseases.
Biological Effects
The biological effects of 6-alkynyl fucose are primarily mediated through its interaction with fucosyltransferases and other glycosyltransferases. By inhibiting the activity of these enzymes, 6-alkynyl fucose can modulate the biosynthesis of glycoproteins and glycolipids, which play important roles in cell function and signal transduction.
In addition to its therapeutic potential, 6-alkynyl fucose has also been shown to have potential toxic effects. Studies have shown that high doses of 6-alkynyl fucose can cause liver damage and other adverse effects in animal models. Further research is needed to fully understand the potential therapeutic and toxic effects of 6-alkynyl fucose.
Applications
6-alkynyl fucose has a wide range of potential applications in medical, environmental, and industrial research. In medical research, it has been studied as a potential therapeutic agent for various diseases, including cancer, autoimmune disorders, and infectious diseases. Clinical trials have shown promising results, but further research is needed to fully understand its therapeutic potential and potential side effects.
In environmental research, 6-alkynyl fucose has been studied for its effects on ecosystems and its potential role in pollution management. It has been shown to have potential applications in bioremediation and other environmental cleanup efforts.
In industrial research, 6-alkynyl fucose has been studied for its use in manufacturing processes and its potential to improve product quality and efficiency. Health and safety considerations are important in industrial applications, and further research is needed to fully understand the potential risks and benefits of using 6-alkynyl fucose in industrial settings.
Future Perspectives and Challenges
Despite its promising potential, there are several challenges and limitations to the use and study of 6-alkynyl fucose. One major challenge is the difficulty of synthesizing or extracting large quantities of 6-alkynyl fucose for use in research and development. Additionally, further research is needed to fully understand the potential therapeutic and toxic effects of 6-alkynyl fucose, as well as its potential applications in various fields.
Despite these challenges, the future of 6-alkynyl fucose research looks promising. Advances in synthetic and enzymatic methods of production, as well as continued research into its biological activity and potential applications, could lead to new breakthroughs in drug development, environmental cleanup, and industrial manufacturing.
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