Double-Modified Glycopolymers from Thiolactones to
Modulate Lectin Selectivity and Affinity
Version 2 2018-12-19, 00:29
Version 1 2018-12-06, 13:18
Posted on 2018-12-19 - 00:29
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.
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Wilkins, Laura
E.; Badi, Nezha; Prez, Filip Du; Gibson, Matthew I. (2018). Double-Modified Glycopolymers from Thiolactones to
Modulate Lectin Selectivity and Affinity. ACS Publications. Collection. https://doi.org/10.1021/acsmacrolett.8b00825
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AUTHORS (4)
LW
Laura
E. Wilkins
NB
Nezha Badi
FP
Filip Du Prez
MG
Matthew I. Gibson
KEYWORDS
Double-Modified GlycopolymersGM -1.proximitylackModulate Lectin Selectivityselectivitythiolactone chemistryaffinityfuture glycomimeticsCTxBbreachsynthesislinkerThiolactone3- D presentationCholera toxin B subunitCholera toxinbinding unitnonselectivegalactoseglycan targetAffinity Multivalent glycomaterials showlectinglycopolymer