Supramolecular caging for cytosolic delivery of anionic probes

Héctor Fernández-Caro, Irene Lostalé-Seijo, Miguel Martínez-Calvo, Jesús Mosquera, José L. Mascareñas, Javier Montenegro

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

The cytosolic delivery of hydrophilic, anionic molecular probes and therapeutics is a major challenge in chemical biology and medicine. Herein, we describe the design and synthesis of peptide-cage hybrids that allow an efficient supramolecular binding, cell membrane translocation and cytosolic delivery of a number of anionic dyes, including pyranine, carboxyfluorescein and several sulfonate-containing Alexa dyes. This supramolecular caging strategy is successful in different cell lines, and the dynamic carrier mechanism has been validated by U-tube experiments. The high efficiency of the reported approach allowed intracellular pH tracking by exploiting the ratiometric excitation of the pyranine fluorescent probe.

Original languageEnglish
Pages (from-to)8930-8938
Number of pages9
JournalChemical Science
Volume10
Issue number39
Early online date20 Aug 2019
DOIs
Publication statusPublished - 21 Oct 2019

Keywords

  • hydrophilic small molecules
  • biopolymers
  • anionic probe

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