Exploitation of Environment-Sensitive Luminophores in the Design of Sydnone-Based Bioorthogonal Imaging Reagents

Research output: Journal Publications and Reviews (RGC: 21, 22, 62)21_Publication in refereed journalpeer-review

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Original languageEnglish
Pages (from-to)14064-14068
Journal / PublicationChemistry - A European Journal
Issue number53
Online published10 Jul 2018
Publication statusPublished - 20 Sep 2018


Although the strain-promoted sydnone–alkyne cycloaddition reaction has been utilized for bioconjugation, its potential applications in bioorthogonal labeling and imaging in live cells have not been explored. This communication reports novel bioorthogonal imaging reagents with environment-sensitive emission properties through the modification of sydnone with cyclometalated iridium(III) polypyridine complexes. These complexes displayed significant emission enhancement and lifetime elongation upon reaction with strained alkyne derivatives, and were utilized to label cyclooctyne-modified proteins and ceramide molecules in live cells. Additionally, the manipulation of the photocytotoxicity of the complexes through the use of a bioorthogonal reagent was demonstrated.

Research Area(s)

  • bioorthogonal, imaging agents, iridium, phosphorescent probes, sydnones

Citation Format(s)