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Updated: Jun 14, 2026

Phase Behavior of Charged Vesicles Under Symmetric and Asymmetric Solution Conditions Monitored with Fluorescence Microscopy
Published on: October 24, 2017
Template effects of vesicles in dynamic covalent chemistry
Carlo Bravin1, Christopher A Hunter1
1Department of Chemistry, University of Cambridge Lensfield Road Cambridge CB2 1EW UK herchelsmith.orgchem@ch.cam.ac.uk.
Abstract:
Vesicle lipid bilayers have been employed as templates to modulate the product distribution in a dynamic covalent library of Michael adducts formed by mixing a Michael acceptor with thiols. In methanol solution, all possible Michael adducts were obtained in similar amounts. Addition of vesicles to the dynamic covalent library led to the formation of a single major product. The equilibrium constants for formation of the Michael adducts are similar for all of the thiols used in this experiment, and the effect of the vesicles on the composition of the library is attributed to the differential partitioning of the library members between the lipid bilayer and the aqueous solution. The results provide a quantitative approach for exploiting dynamic covalent chemistry within lipid bilayers.
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