Mannosylated Ligand Synthesis Service

Mannosylated Ligand Synthesis Service

Client Satisfaction Is the Driving Force of Our Work Related to Mannosylated Ligand Synthesis

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.

  • Synthesis of mannosylated ligands

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.

  • Analysis of mannosylated ligands

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.

Techniques employed in the synthesis of mannosylated ligand. (CD BioGlyco)

Publication Data

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 required for the reaction.Fig.1 Precursors necessary for reaction. (Al-Mughaid, et al., 2022)

Applications

  • The synthesis of mannosylated ligands plays a crucial role in the study of various carbohydrate recognition events.
  • The synthesis of mannosylated ligand informs further exploration of the position of triazole rings and others in the aglycone backbone.
  • Synthesis of mannosylated ligands plays a crucial role in the construction of potent mannosylated ligands targeting lectins. Mannosylated ligand acts as a disease-preventive agent to some extent by inhibiting the activity of lectin.

Advantages of Us

  • We provide a one-stop service from mannosylated ligand design and synthesis to structural analysis.
  • With our expertise in click chemistry, we are committed to translating our clients' research goals into real data.
  • We always put our clients' research needs first. The exploration of mannosylated ligands and the passion for our clients are the driving forces for us to move forward.

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 contact us 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

  1. Al-Mughaid, H.; et al. Synthesis and hemagglutination inhibitory properties of mannose-tipped ligands: The effect of terminal phenyl groups and the linker between the mannose residue and the triazole moiety. Carbohydrate Research. 2022, 515: 108559.
For research use only. Not intended for any clinical use.
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