CD BioGlyco uses different precursors to synthesize a variety of Multivalent Glycoconjugates, including mannosylated ligands, through click chemistry. Mannosylated ligands, with their diverse structure, are useful tools for studying carbohydrate recognition events. To fulfill the research needs of our clients related to carbohydrate recognition, we provide a one-stop service for the synthesis of mannosylated ligands. We use simple and efficient chemical reactions to covalently link different modules.
1,3-Dipolar cycloadditions are efficient and highly versatile strategies for the construction of various multivalent structures such as mannosylated ligands, Sugar Heterodimer, Calix-sugar, and Glycocyclodextrin. We employ Cu(I)-catalyzed azide-alkyne cycloaddition reaction (CuAAC) to synthesize structurally diverse mannosylated ligands. Based on the reported synthetic methodology and our extensive experience in click chemistry, we synthesize a variety of mannosylated ligands with aromatic and heteroaromatic glycosides, such as n-heptyl α- D-mannoside, triazolyl α-d-mannosides.
During the synthesis, we study the different positions of the benzene ring, triazole group, and others in the main chain of the glycosidic ligand to determine the optimal position. In addition to this, we carry out a number of research experiments to shorten the reaction time and improve the regiospecificity in 1,3-dipolar cycloadditions.
All the synthesized chemicals are confirmed by proton nuclear magnetic resonance (1H NMR), carbon-13 nuclear magnetic resonance (13C NMR), and electrospray ionization (ESI) high-resolution mass spectra.
Technology: CuAAC
Journal: Carbohydrate Research
IF: 3.1
Published: 2022
Results: In this study, two families of triazolyl mannosylated ligands were assembled using CuAAC. Among them, the phenyl group consisted of propargyl or terminal azide groups, respectively. The mannosylated precursors consisted of propargyl or 3-azidopropyl aglycones. Examination of the hemagglutination inhibitory properties of these two families showed that they both exhibit good affinity for FimH bacterial lectin. The position of the triazole ring and the phenyl group in the glycosidic ligand backbone is critical for binding affinity. The present study provides a very effective idea for the design and synthesis of mannosylated ligands.
Fig.1 Precursors necessary for reaction. (Al-Mughaid, et al., 2022)
At CD BioGlyco, our strength lies in customized program design and compound synthesis to meet the various needs and applications of our clients. Welcome to
with your research objectives and the structure of the mannosylated ligand you would like to synthesize. We look forward to receiving any message you may have regarding the synthesis of mannosylated ligands.Reference