A pH-Responsive Glycyrrhetinic-Acid-Modified Small-Molecule Conjugate for NIR Imaging of Hepatocellular Carcinoma (HCC)

Hardev Singh, Ja Yun Lim, Amit Sharma, Dae Wui Yoon, Ji Hyeon Kim, Zhigang Yang, Junle Qu, Jinkwan Kim, Seung Gwan Lee, Jong Seung Kim

Research output: Contribution to journalArticle

Abstract

We report a glycyrrhetinic-acid (GA)-decorated small-molecule conjugate for pH-triggered near-infrared (NIR) fluorescence imaging of hepatocellular carcinoma (HCC). Our in vitro studies demonstrated that the conjugate, referred to as NIR-GA, was efficiently taken up by liver cancer cell lines such as HepG2 and Huh7 through an endocytic pathway mediated by GA receptors. As suggested by co-localization studies, NIR-GA mainly localized in the lysosome, where the acidic pH results in the activation of the fluorescent dye through H+-triggered spirolactam ring opening to give strong fluorescence in the NIR region.

Original languageEnglish
JournalChemBioChem
DOIs
Publication statusAccepted/In press - 2019 Jan 1

Fingerprint

Glycyrrhetinic Acid
Infrared imaging
Hepatocellular Carcinoma
Infrared radiation
Molecules
Fluorescence
Optical Imaging
Liver Neoplasms
Lysosomes
Fluorescent Dyes
Liver
Chemical activation
Cells
Imaging techniques
Cell Line

Keywords

  • fluorescent probes
  • glycyrrhetinic acid
  • hepatocellular carcinoma
  • imaging agents
  • natural products

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Organic Chemistry

Cite this

A pH-Responsive Glycyrrhetinic-Acid-Modified Small-Molecule Conjugate for NIR Imaging of Hepatocellular Carcinoma (HCC). / Singh, Hardev; Lim, Ja Yun; Sharma, Amit; Yoon, Dae Wui; Kim, Ji Hyeon; Yang, Zhigang; Qu, Junle; Kim, Jinkwan; Lee, Seung Gwan; Kim, Jong Seung.

In: ChemBioChem, 01.01.2019.

Research output: Contribution to journalArticle

Singh, Hardev ; Lim, Ja Yun ; Sharma, Amit ; Yoon, Dae Wui ; Kim, Ji Hyeon ; Yang, Zhigang ; Qu, Junle ; Kim, Jinkwan ; Lee, Seung Gwan ; Kim, Jong Seung. / A pH-Responsive Glycyrrhetinic-Acid-Modified Small-Molecule Conjugate for NIR Imaging of Hepatocellular Carcinoma (HCC). In: ChemBioChem. 2019.
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AU - Yoon, Dae Wui

AU - Kim, Ji Hyeon

AU - Yang, Zhigang

AU - Qu, Junle

AU - Kim, Jinkwan

AU - Lee, Seung Gwan

AU - Kim, Jong Seung

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