Citation: Chuanfeng Fan, Jian Gao, Yingkai Gao, Xintong Yang, Gaoning Li, Xiaochun Wang, Fei Li, Jin Zhou, Haifeng Yu, Yi Huang, Jin Chen, Yingying Shan, Li Chen. A non-peptide-based chymotrypsin-targeted long-wavelength emission fluorescent probe with large Stokes shift and its application in bioimaging[J]. Chinese Chemical Letters, ;2024, 35(10): 109838. doi: 10.1016/j.cclet.2024.109838 shu

A non-peptide-based chymotrypsin-targeted long-wavelength emission fluorescent probe with large Stokes shift and its application in bioimaging

Chuanfeng Fan ^a ,
Jian Gao ^a ,
Yingkai Gao ^a ,
Xintong Yang ^a ,
Gaoning Li ^a ,
Xiaochun Wang ^{a, b, *,} ,
Fei Li ^{c, *,} ,
Jin Zhou ^d ,
Haifeng Yu ^e ,
Yi Huang ^c ,
Jin Chen ^a ,
Yingying Shan ^a ,
Li Chen ^a

a.
Key Laboratory of Optic-electric Sensing and Analytical Chemistry for Life Science, MOE, Shandong Provincial Key Laboratory of Biochemical Engineering, Qingdao Nucleic Acid Rapid Detection Engineering Research Center, College of Marine Science and Biological Engineering, Qingdao University of Science and Technology, Qingdao 266042, China
b.
School of Chemistry and Life Science, Anshan Normal University, Liaoning Key Laboratory of Development and Utilization for Natural Products Active Molecules, Anshan 114007, China
c.
Biomedical Analysis Center, Army Medical University, Chongqing 400038, China
d.
School of Pharmacy, Weifang Medical University, Weifang 261053, China
e.
College of Chemistry, Baicheng Normal University, Baicheng 137000, China

wangwxc1120@163.com

lf112.2004@163.com

Received Date: 1 January 2024
Revised Date: 1 March 2024
Accepted Date: 27 March 2024
Available Online: 28 March 2024

Figures(9)

As a hydrolase, chymotrypsin (CHT) is involved in many physiological activities, and its abnormal activity is closely related to diabetes, pancreatic fibrosis, chronic pancreatitis and pancreatic cancer. In this work, an innovative long-wavelength emission fluorescent probe TCF-CHT was designed and synthesized for the high specificity detection of CHT, which utilized TCF-OH and a mimetic peptide substrate 4-bromobutyryl as chromogenic group and recognition group, respectively. TCF-CHT exhibited excellent selectivity and eye-catching sensitivity (8.91 ng/mL) towards CHT, "off-on" long-wavelength emission at 670 nm and large Stokes shift (140 nm). Furthermore, the successful fulfillment and perfect performance in imaging endogenous CHT in complex organisms (P815 cells, HepG2 cells, zebrafish and tumor-bearing mice) verified its potential as a powerful tool for the recognition of CHT in complicated biological environments.
- Chymotrypsin,
- Fluorescent probe,
- Long-wavelength emission,
- Large Stokes shift,
- Bioimaging
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