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The asymmetric deformation of a dyn[4]arene upon the binding of various lysine derivatives leads to distinct induced circular dichroism outputs in buffered water, which can be exploited not only for the determination of their enantiomeric excesses, but also for their classification by linear discriminant analysis.

Herein, we demonstrate that it is possible to design a sensor array with one multivalent cationic receptor (a dendrigraft of lysine) and one fluorescent anionic indicator (a fluorescein-labeled peptide). Depending on the loading of the indicator on the receptor, negatively charged glycosaminoglycans (GAGs) induce a positive or negative variation of the fluorescent signal as they displace the indicators from the receptor or they compact the indicators on the receptor's surface, respectively. This unique strategy allows not only the blind identification of pure GAGs with a level of accuracy of 100%, but also the differentiation of mixtures.

We report that a "tree-like" polymer of lysine is able to form a multi-ligand complex with a fluorescently labelled peptide, leading to the almost complete extinction of the optical signal that can be restored upon the introduction of heparin. This simple system allows, for the first time, the turn-ON fluorescent sensing of the anticoagulant in human blood at clinically relevant levels.