Citation: Qing Wang, Jingwen Fan, Xiaoyan Bian, Hang Yao, Xiaohui Yuan, Ying Han, Chaoguo Yan. A microenvironment sensitive pillar[5]arene-based fluorescent probe for cell imaging and drug delivery[J]. Chinese Chemical Letters, ;2022, 33(4): 1979-1982. doi: 10.1016/j.cclet.2021.10.040 shu

A microenvironment sensitive pillar[5]arene-based fluorescent probe for cell imaging and drug delivery

School of Chemistry and Chemical Engineering, Yangzhou University, Yangzhou 225002, China

qingwang@yzu.edu.cn

cgyan@yzu.edu.cn

Received Date: 28 June 2021
Revised Date: 12 October 2021
Accepted Date: 15 October 2021
Available Online: 22 October 2021

Figures(8)

Dansylamide (DNSA) is a typical ICT probe that has a favorable serum albumin sensitivity. Inspired by this, we designed a microenvironment sensitive fluorescent probe 4C-G through introducing DNSA into pillar[5]arene. Unlike DNSA, 4C-G displayed differentiated sensitivity to multiple proteins, which was benefit from pillar[5]arene assisted the probe to form complexes with proteins. 4C-G could not only be applied in imaging of HepG2, but also act as a favorable drug carrier for regorafenib (REG) encapsulation. The 4C-G-REG complex would aggregate into high drug-loading fluorescent nanoparticles in a physiological environment (pH 7.4). Such nanoparticles exhibited pH-triggered enrichment ability, which rapidly enriched REG in the acidic environment (pH 6.0). Furthermore, the complexation between 4C-G and REG maintained the imaging property of the probe and the excellent anticancer activity of the drug on HepG2.
- Fluorescent probe,
- Intramolecular charge transfer,
- Pillar[5]arene,
- Cell imaging,
- Drug delivery
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