CD BioGlyco is skilled in the use of click chemistry to synthesize Multivalent Glycoconjugates with specific affinities, including calix-sugar, Mannosylated Ligand, etc. Multivalent glycoconjugates such as calix-sugar have good functionality and are used to study various carbohydrate events. We offer a custom synthesis service of calix-sugar to support our clients' research in this area.
We synthesize calix-sugars by introducing carbohydrate portions mainly at the upper or lower edges of calixarenes. Commonly used scaffolds include calix[4]arene and calix[8]arene. We proceed by utilizing different carbon-carbon and carbon-heteroatom bonding reactions to attach the carbohydrate units to the calixarene scaffolds through various tethered chains. There are various types of synthesis methods. We select the appropriate method for the synthesis according to the client's requirements. After synthesis, we analyze the structure of the compounds by electrospray ionization (ESI) mass spectrometry, proton nuclear magnetic resonance (1H NMR), and carbon-13 nuclear magnetic resonance (13C NMR).
In studies of the construction of multivalent structures such as calix-sugars, sugar heterodimer, glycocyclodextrin, etc., it is found that 1,3-dipolar cycloaddition is a very effective tool. This method permits the simultaneous construction of aromatic systems, thus facilitating the formation of aromatic systems. Among them, copper(I)-catalyzed 1,3-dipolar cycloaddition between terminal alkynes and organic azides (CuAAC) is a commonly used strategy. We mainly employ CuAAC to synthesize various calix-sugars. In addition to this, we also synthesize calix-sugars by the following methods.
Technology: CuAAC
Journal: The Journal of Organic Chemistry
IF: 4.335
Published: 2008
Results: In the present study, the CuAAC click tool was used to glycosylate calix[4]arene for the synthesis of structurally well-defined calix-sugars. They coupled tetra-azidopropyl-calix[4]arene 2 with ethynyl tetra-O-benzyl-C-galactoside 1a. A triazole-linked tetra-C-galactosyl-calix[4]arene was finally synthesized. Solubility of the reagents, extraction of the product, etc., were explored during the study, and ultimately the reaction was found to be very high yielding up to 90%.
Fig.1 Synthesis of structurally defined calix-sugar using CuAAC. (Vecchi, et al., 2008)
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