Abstract
Glucose binding via boronate ester linkages selectively triggers imine bond formation between 4-formylphenylboronic acid and octylamine, leading to the formation of vesicular aggregates in aqueous solutions. This "double dynamic covalent assembly" allows the facile selective sensing of glucose against the otherwise serious interferant fructose, without the need to resort to synthetic effort.
Highlights
The use of dynamic covalent bonds in the construction of complex molecular assemblies is a rapidly expanding area of research.[1]
Glucose binding via boronate ester linkages selectively triggers imine bond formation between 4-formylphenylboronic acid and octylamine, leading to the formation of vesicular aggregates in aqueous solutions
This could be an attractive step towards the creation of complex structures with potential applications such as sensing and drug delivery. We report such a system, in which formation of an imine bond occurs to a small extent without a bound substrate, but is significantly and selectively amplified by glucose binding to an aldehyde moiety via boronate ester linkages to form a glucose bound supramolecular assembly (Fig. 1)
Summary
The use of dynamic covalent bonds in the construction of complex molecular assemblies is a rapidly expanding area of research.[1]. Glucose binding via boronate ester linkages selectively triggers imine bond formation between 4-formylphenylboronic acid and octylamine, leading to the formation of vesicular aggregates in aqueous solutions.
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