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An Allysine-Conjugatable Probe for Fluorogenically Imaging Fibrosis

文献类型：期刊论文

作者Zhuang, Yilian5; Yin, Tao3,4; Li, Jia3,4; Zang, Yi2,3,4; Li, Xin1,5
刊名ANALYTICAL CHEMISTRY
出版日期2024-05-22
卷号96期号:22页码:9034-9042
ISSN号0003-2700
DOI10.1021/acs.analchem.4c00404
通讯作者Zang, Yi(yzang@lglab.ac.cn) ; Li, Xin(lixin81@zju.edu.cn)
英文摘要Allysine, a pivotal biomarker in fibrogenesis, has prompted the development of various radioactive imaging probes. However, fluorogenic probes targeting allysine remain largely unexplored. Herein, by leveraging the equilibrium between the nonfluorescent spirocyclic and the fluorescent zwitterionic forms of rhodamine-cyanine hybrid fluorophores, we systematically fine-tuned the environmental sensitivity of this equilibrium toward the development of fluorogenic probes for fibrosis. The trick lies in modulating the nucleophilicity of the ortho-carboxyl group, which is terminated with a hydrazide group for allysine conjugation. Probe B2 was developed with this strategy, which featured an N-sulfonyl amide group and exhibited superior fibrosis-to-control imaging contrast. Initially presenting as nonfluorescent spirocyclic aggregates in aqueous solutions, B2 displayed a notable fluorogenic response upon conjugation with protein allysine through its hydrazide group, inducing deaggregation and switching to the fluorescent zwitterionic form. Probe B2 outperformed the traditional Masson stain in imaging contrast, achieving an about 260-2600-fold ratio for fibrosis-to-control detection depending on fibrosis severity. Furthermore, it demonstrated efficacy in evaluating antifibrosis drugs. Our results emphasize the potential of this fluorogenic probe as an alternative to conventional fibrosis detection methods. It emerges as a valuable tool for antifibrosis drug evaluation.
WOS关键词CROSS-LINKING ; FLUOROPHORE ; COLLAGEN
资助项目Natural Science Foundation of Shanghai Municipality[22077112] ; Natural Science Foundation of Shanghai Municipality[22377106] ; Natural Science Foundation of Shanghai Municipality[82151219] ; National Natural Science Foundations of China[LZ23H300001] ; Natural Science Foundations of Zhejiang Province[22ZR1415200] ; Natural Science Foundation of Shanghai[2021] ; National Program for Support of Top-notch Young Professionals[23XD1450800] ; Program of Shanghai Academic Research Leader ; Shanghai Advanced Research Institute, Chinese Academy of Sciences
WOS研究方向Chemistry
语种英语
WOS记录号WOS:001229498100001
出版者AMER CHEMICAL SOC
源URL[http://119.78.100.183/handle/2S10ELR8/311090]  
专题新药研究国家重点实验室
通讯作者Zang, Yi; Li, Xin
作者单位1.Zhejiang Univ, Innovat Ctr Yangtze River Delta, Natl Key Lab Chinese Med Modernizat, Jiashan 314100, Peoples R China
2.Lingang Lab, Shanghai 201203, Peoples R China
3.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
4.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai 201203, Peoples R China
5.Zhejiang Univ, Coll Pharmaceut Sci, State Key Lab Adv Drug Delivery & Release Syst, Hangzhou 310058, Peoples R China
推荐引用方式
GB/T 7714		 Zhuang, Yilian,Yin, Tao,Li, Jia,et al. An Allysine-Conjugatable Probe for Fluorogenically Imaging Fibrosis[J]. ANALYTICAL CHEMISTRY,2024,96(22):9034-9042.
APA Zhuang, Yilian,Yin, Tao,Li, Jia,Zang, Yi,&Li, Xin.(2024).An Allysine-Conjugatable Probe for Fluorogenically Imaging Fibrosis.ANALYTICAL CHEMISTRY,96(22),9034-9042.
MLA Zhuang, Yilian,et al."An Allysine-Conjugatable Probe for Fluorogenically Imaging Fibrosis".ANALYTICAL CHEMISTRY 96.22(2024):9034-9042.

入库方式： OAI收割

来源：上海药物研究所

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