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Double-modified glycopolymers from thiolactones to modulate lectin selectivity and affinity
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Wilkins, Laura E., Badi, Nezha, Du Pre, Filip and Gibson, Matthew I. (2018) Double-modified glycopolymers from thiolactones to modulate lectin selectivity and affinity. ACS Macro Letters, 7 (12). pp. 1498-1502. doi:10.1021/acsmacrolett.8b00825 ISSN 2161-1653.
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WRAP-double-modifies-glycopolymers-thiolactones-modulate-affinity-Gibson-2018.pdf - Published Version - Requires a PDF viewer. Available under License Creative Commons Attribution 4.0. Download (1168Kb) | Preview |
Official URL: https://doi.org/10.1021/acsmacrolett.8b00825
Abstract
Multivalent glycomaterials show high affinity toward lectins but are often nonselective as they lack the precise 3-D presentation found in native glycans. Here, thiolactone chemistry is exploited to enable the synthesis of glycopolymers with both a primary binding (galactose) and a variable secondary binding unit in close proximity to each other on the linker. These polymers are used to target the Cholera toxin B subunit, CTxB, inspired by its native branched glycan target, GM-1. The secondary, nonbinding unit was shown to dramatically modulate affinity and selectivity toward the Cholera toxin. These increasingly complex glycopolymers, assembled using accessible chemistry, can help breach the synthetic/biological divide to obtain future glycomimetics.
Item Type: | Journal Article | |||||||||
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Subjects: | Q Science > QD Chemistry Q Science > QP Physiology |
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Divisions: | Faculty of Science, Engineering and Medicine > Science > Chemistry | |||||||||
Library of Congress Subject Headings (LCSH): | Cholera -- Molecular aspects, Toxins -- Molecular aspects, Lectins | |||||||||
Journal or Publication Title: | ACS Macro Letters | |||||||||
Publisher: | American Chemical Society | |||||||||
ISSN: | 2161-1653 | |||||||||
Official Date: | 18 December 2018 | |||||||||
Dates: |
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Volume: | 7 | |||||||||
Number: | 12 | |||||||||
Page Range: | pp. 1498-1502 | |||||||||
DOI: | 10.1021/acsmacrolett.8b00825 | |||||||||
Status: | Peer Reviewed | |||||||||
Publication Status: | Published | |||||||||
Access rights to Published version: | Restricted or Subscription Access | |||||||||
Copyright Holders: | American Chemical Society | |||||||||
Date of first compliant deposit: | 20 December 2018 | |||||||||
Date of first compliant Open Access: | 20 December 2018 | |||||||||
RIOXX Funder/Project Grant: |
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