Tailoring Hydrophobicity of Thioflavin T to Optimize Aβ Fibril Bioimaging

Zehra Zunbul, Jusung An, Hira Aziz, Jinwoo Shin, Sungsu Lim, Le Yu, Yun Kyung Kim, Jong Seung Kim

Research output: Contribution to journalArticlepeer-review

Abstract

Fluorescence imaging of amyloid beta (Aβ) polypeptide using a small-molecule fluorophore is a practical system for Alzheimer's disease (AD) diagnosis in clinical and research fields. Herein, a molecular designing strategy for a new fluorogenic probe that equips bathochromic emission shift and enhanced binding affinity toward Aβ fibril through structural optimization is suggested. Thioflavin T (ThT)-derived fluorescent dyes are developed by adjusting the hydrophobicity of electron donor moiety in D–π–A structures with biannulated ring expansion. Indeed, probes are tuned to have redshifted fluorescence emission wavelength and optimized binding affinities for Aβ fibrils in vitro and cortical imaging. Detection of background signal is minimized by maintaining the photophysical properties of twisted intramolecular charge transfer (TICT), resulting in significantly sensitive fluorogenic probes for outstanding bioimaging in AD.

Original languageEnglish
Article number2200161
JournalAdvanced NanoBiomed Research
Volume3
Issue number6
DOIs
Publication statusPublished - 2023 Jun

Bibliographical note

Publisher Copyright:
© 2023 The Authors. Advanced NanoBiomed Research published by Wiley-VCH GmbH.

Keywords

  • Alzheimer's disease
  • amyloid beta
  • hydrophobicity tailoring
  • small-molecule fluorescent probes
  • twisted intramolecular charge transfer

ASJC Scopus subject areas

  • Medicine (miscellaneous)
  • Applied Microbiology and Biotechnology
  • Engineering (miscellaneous)
  • Biomaterials

Fingerprint

Dive into the research topics of 'Tailoring Hydrophobicity of Thioflavin T to Optimize Aβ Fibril Bioimaging'. Together they form a unique fingerprint.

Cite this