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中文题名:

 BODIPY荧光探针的设计合成与性能研究    

姓名:

 于志航    

保密级别:

 公开    

论文语种:

 chi    

学科代码:

 070301    

学科专业:

 化学    

学生类型:

 学士    

学位:

 理学学士    

学位年度:

 2023    

校区:

 北京校区培养    

学院:

 化学学院    

第一导师姓名:

 牛丽亚    

第一导师单位:

 化学学院    

提交日期:

 2023-06-15    

答辩日期:

 2023-05-17    

外文题名:

 The Design, Synthesis and Performance Study of BODIPY-based Fluorescent Probes    

中文关键词:

 生物硫醇 ; BODIPY ; 荧光探针 ; 可逆响应    

外文关键词:

 Biothiols ; BODIPY ; Fluorescent Probes ; Reversible Response    

中文摘要:

半胱氨酸(Cys)、同型半胱氨酸(Hcy)和谷胱甘肽(GSH)等生物硫醇在人体内参与了重要的生理过程,其浓度水平影响心脑血管疾病、神经问题、代谢与免疫等多种异常反应的风险,其实时监测对癌症的预防与诊疗具有重要意义。荧光探针技术能实现对细胞或活体中生物硫醇小分子的原位、无损、高选择性、高灵敏度的检测,但已报道的大多数荧光探针都是不可逆的,无法监测生理过程中生物硫醇的动态转化。

氟硼二吡咯(BODIPY)荧光团具有高荧光量子产率、高摩尔消光系数、易于修饰等优势,常作为母体荧光团进行进一步修饰。本文在BODIPY荧光团基础上设计合成了两种生物硫醇荧光探针1和2,并探究其光谱变化、响应时间、可逆性等基本光物理性质。探针1和探针2通过可逆的迈克尔加成反应与生物硫醇小分子实现可逆响应,有望应用于生理过程中生物硫醇的实时动态监测。

外文摘要:

Biothiols such as cysteine (Cys), homocysteine (Hcy) and glutathione (GSH) are involved in important physiological processes in the human body, and their concentration levels affect the risk of various abnormal reactions such as cardiovascular diseases, neurological problems, metabolism and immunity, etc. Their real-time monitoring is important for cancer prevention and treatment. Fluorescent probe technology enables in situ, nondestructive, highly selective and sensitive detection of small molecules of biothiols in cells or living organisms, but most of the reported fluorescent probes are irreversible and cannot monitor the dynamic transformation of biothiols during physiological processes.

Fluoroboron dipyrrole (BODIPY) fluorophores have the advantages of high fluorescence quantum yield, high molar extinction coefficient, and easy modification, and are often used as the parent fluorophore for further modification. In this paper, two biothiol fluorescent probes 1 and 2 were designed and synthesized on the basis of BODIPY fluorophores, and their basic photophysical properties such as spectral changes, response time and reversibility were investigated. Probe 1 and probe 2 achieve reversible response with biothiol small molecules through reversible Michael addition reaction and are expected to be applied to real-time dynamic monitoring of biothiols in physiological processes.

参考文献总数:

 40    

馆藏号:

 本070301/23126    

开放日期:

 2024-06-15    

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