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Introducing affinity and selectivity into galectin-targeting nanoparticles with fluorinated glycan ligands

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Abstract

Galectins are potential biomarkers and therapeutic targets. However, galectins display broad affinity towards β-galactosides meaning glycan-based (nano)biosensors lack the required selectivity and affinity. Using a polymer-stabilized nanoparticle biosensing platform, we herein demonstrate that the specificity of immobilised lacto-N-biose towards galectins can be ‘turned on/off’ by using site-specific glycan fluorination and in some cases reversal of specificity can be achieved. The panel of fluoro-glycans were obtained by a chemoenzymatic approach, exploiting BiGalK and BiGalHexNAcP enzymes from Bifidobacterium infantis which are shown to tolerate fluorinated glycans, introducing structural diversity which would be very laborious by chemical methods alone. These results demonstrate that integrating non-natural, fluorinated glycans into nanomaterials can encode unprecedented selectivity with potential applications in biosensing.

Graphical abstract: Introducing affinity and selectivity into galectin-targeting nanoparticles with fluorinated glycan ligands

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Supplementary files

Article information


Submitted
28 Sep 2020
Accepted
14 Nov 2020
First published
16 Nov 2020

This article is Open Access
All publication charges for this article have been paid for by the Royal Society of Chemistry

Chem. Sci., 2021, Advance Article
Article type
Edge Article

Introducing affinity and selectivity into galectin-targeting nanoparticles with fluorinated glycan ligands

S. Richards, T. Keenan, J. Vendeville, D. E. Wheatley, H. Chidwick, D. Budhadev, C. E. Council, C. S. Webster, H. Ledru, A. N. Baker, M. Walker, M. C. Galan, B. Linclau, M. A. Fascione and M. I. Gibson, Chem. Sci., 2021, Advance Article , DOI: 10.1039/D0SC05360K

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