A fluorescent ESIPT-based benzimidazole platform for the ratiometric two-photon imaging of ONOO-: In vitro and ex vivo

Maria L. Odyniec, Sang Jun Park, Jordan E. Gardiner, Emily C. Webb, Adam C. Sedgwick, Juyoung Yoon, Steven D. Bull, Hwan Myung Kim, Tony D. James

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8 Citations (SciVal)

Abstract

In this work, we have developed an ESIPT-based benzimidazole platform (MO-E1 and MO-E2) for the two-photon cell imaging of ONOO- and a potential ONOO-activated theranostic scaffold (MO-E3). Each benzimidazole platform, MO-E1-3, were shown to rapidly detect ONOO- at micromolar concentrations (LoD = 0.28 μM, 6.53 μM and 0.81 μM respectively). The potential theranostic MO-E3 was shown to release the parent fluorophore and drug indomethacin in the presence of ONOO- but unfortunately did not perform well in vitro due to low solubility. Despite this, the parent scaffold MO-E2 demonstrated its effectiveness as a two-photon imaging tool for the ratiometric detection of endogenous ONOO- in RAW264.7 macrophages and rat hippocampus tissue. These results demonstrate the utility of this ESIPT benzimidazole-based platform for theranostic development and bioimaging applications. This journal is

Original languageEnglish
Pages (from-to)7329-7334
Number of pages6
JournalChemical Science
Volume11
Issue number28
Early online date16 Jun 2020
DOIs
Publication statusPublished - 28 Jun 2020

ASJC Scopus subject areas

  • Chemistry(all)

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