Installing an additional emission quenching pathway in the design of iridium(III)-based phosphorogenic biomaterials for bioorthogonal labelling and imaging

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

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Author(s)

Detail(s)

Original languageEnglish
Pages (from-to)305-313
Journal / PublicationBiomaterials
Volume103
Online published2 Jul 2016
Publication statusPublished - Oct 2016

Abstract

We report the synthesis, characterization, photophysical and electrochemical behaviour and biological labelling applications of new phosphorogenic bioorthogonal probes derived from iridium(III) polypyridine complexes containing a 1,2,4,5-tetrazine moiety. In contrast to common luminescent cyclometallated iridium(III) polypyridine complexes, these tetrazine complexes are almost non-emissive due to effective Förster resonance energy transfer (FRET) and/or photoinduced electron transfer (PET) from the excited iridium(III) polypyridine unit to the appended tetrazine moiety. However, they exhibited significant emission enhancement upon reacting with (1R,8S,9s)-bicyclo[6.1.0]non-4-yn-9-ylmethanol (BCN-OH) (ca. 19.5–121.9 fold) and BCN-modified bovine serum albumin (BCN-BSA) (ca. 140.8–1133.7 fold) as a result of the conversion of the tetrazine unit to a non-quenching pyridazine derivative. The complexes were applied to image azide-modified glycans in live cells using a homobifunctional crosslinker, 1,13-bis((1R,8S,9s)-bicyclo[6.1.0]non-4-yn-9-ylmethyloxycarbonylamino)-4,7,10-trioxatridecane (bis-BCN).

Research Area(s)

  • Bioorthogonal labelling, FRET, Iridium, Molecular imaging, PET, Tetrazine

Citation Format(s)

Installing an additional emission quenching pathway in the design of iridium(III)-based phosphorogenic biomaterials for bioorthogonal labelling and imaging. / Li, Steve Po-Yam; Yip, Alex Man-Hei; Liu, Hua-Wei; Lo, Kenneth Kam-Wing.

In: Biomaterials, Vol. 103, 10.2016, p. 305-313.

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