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March 21, 2026Organic Letters4 citations

Development of Nitro-Substituted Pyrido1,2- a indole Fluorophores for Environment-Sensitive Bioimaging

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JKJae‐Joong KimJKJae‐Joong KimTKTaegwan Kim

Key Points

  • The aim is to develop and characterize nitro-substituted pyrido[indole fluorophores for bioimaging applications.
  • Synthesis of pyrido[1,2-a]indole fluorophores with various nitro substitutions
  • Spectroscopic analyses to assess photophysical properties
  • Live-cell imaging to evaluate lipid droplet labeling capability
  • Fluorophores emit deep-red light (up to 660 nm) with a large Stokes shift (6118 cm-1)
  • Demonstrated successful lipid droplet labeling without washing steps
  • Showed excellent biocompatibility in live-cell experiments

Abstract

We report the design and synthesis of a novel pyrido1,2-aindole fluorophore that exhibits deep-red emission (up to 660 nm), a large Stokes shift (6118 cm-1) in methanol, and excellent biocompatibility. Positional nitration enables systematic modulation of the photophysical properties across a series of regioisomers. Spectroscopic analyses and calculations revealed the intramolecular charge transfer (ICT) and rotation-induced quenching behavior. The fluorophores showed exceptional lipid droplet (LD) labeling capability in live-cell imaging without washing steps, indicating their potential for biomedical applications. This study demonstrates that simple nitro-group relocation on a compact heteroaromatic scaffold provide tunable, environment-sensitive fluorophores for probe development.

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Cite This Study

Kim et al. (2026) studied this question.

synapsesocial.com/papers/69be356f6e48c4981c673a90https://doi.org/10.1021/acs.orglett.6c00141
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