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A Lectin HPLC Method to Enrich Selectively-glycosylated Peptides from Complex Biological Samples

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Double-Modified Glycopolymers from Thiolactones to Modulate Lectin Selectivity and Affinity.

Laura E Wilkins¹, Nezha Badi², Filip Du Prez²

¹Department of Chemistry, University of Warwick, Coventry CV4 7AL, U.K.

ACS Macro Letters

|January 22, 2019

Summary

Researchers developed novel glycopolymers using thiolactone chemistry to improve selectivity for targeting the Cholera toxin B subunit (CTxB). The addition of a secondary binding unit significantly modulated affinity and selectivity, paving the way for advanced glycomimetics.

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Area of Science:

Carbohydrate Chemistry
Polymer Science
Biomaterials Engineering

Background:

Multivalent glycomaterials exhibit high lectin affinity but often lack selectivity due to imprecise 3-D glycan presentation.
Targeting specific lectins, like the Cholera toxin B subunit (CTxB), requires mimicking native glycan structures, such as GM-1.

Purpose of the Study:

To synthesize novel glycopolymers with tunable affinity and selectivity for lectin targeting.
To investigate the role of secondary binding units in modulating glycopolymer interactions with CTxB.

Main Methods:

Utilized thiolactone chemistry for the synthesis of glycopolymers featuring both primary (galactose) and variable secondary binding units.
Employed these glycopolymers to target the Cholera toxin B subunit (CTxB).

Main Results:

Demonstrated that the secondary, nonbinding unit significantly modulated the affinity and selectivity of glycopolymers toward CTxB.
Successfully created complex glycopolymers using accessible synthetic methods.

Conclusions:

The developed glycopolymers offer enhanced selectivity for lectin targeting by incorporating specific secondary binding units.
This approach provides a pathway for designing advanced glycomimetics that bridge synthetic and biological systems.