A water-soluble BODIPY derivative as a highly selective "Turn-On" fluorescent sensor for H2O2 sensing in vivo
Department中科院西北特色植物资源化学重点实验室/甘肃省天然药物重点实验室
Xu J(徐健)1,2,3; Li Q(李欠)1,2; Yue Y(岳莹)1,2; Guo Y(郭勇)1,2; Shao SJ(邵士俊)1,2; Shao SJ(邵士俊)
2014
Source PublicationBiosensors and Bioelectronics
ISSN0956-5663
Volume56Pages:58-63
AbstractA type of BODIPY derivatives was designed and synthesized by the N-alkylation reaction of meso-(4-pyridinyl)-substituted BODIPY. The water-solubility of entire molecule was improved to a large extent as a result of the formation of cationic quaternary ammonium salt, while the strong fluorescence inherent to the BODIPY dye fragment is extinguished on alkylation of the pyridine N atom due to the photo- induced electron transfer (PET) process. The N-alkylated BODIPY derivative 4, as a novel water-soluble “Turn-On” fluorescent probe for the discrimination of H2O2, was constructed by incorporating 4-(Bromomethyl)benzeneboronic acid pinacol ester moiety, which showed highly selective fluorescent response to H2O2 against other interferences of ROS and RNS species under physiological conditions, and the reaction mechanism of boronate oxidation was confirmed by 1H NMR, mass spectrum and optical spectroscopy analysis. As a biocompatible probe in biological systems, probe 4 was successfully applied for monitoring and imaging of H2O2 both in vitro and in vivo using HepG2/LO2 cells and angelfish.
KeywordN-alkylpyridinium Substituted Bodipy Derivatives Water-soluble Fluorescent Probe Fluorescent Sensor H2o2 In Vitro And In Vivo imagIng
Subject Area分析化学与药物化学
DOI10.1016/j.bios.2013.12.065
Funding Organizationthe National Natural Science Foundation of China (20972170;21275150);the Funds for Distinguished Young Scientists of Gansu (1210RJDA013);the Natural Science Foundation of Gansu province (1107RJYA069)
Indexed BySCI
If6.409
Language英语
Funding Project药物分子识别研究组;药物分离材料研究组
compositor第一作者单位
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Cited Times:98[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.licp.cn/handle/362003/7099
Collection中科院西北特色植物资源化学重点实验室/甘肃省天然药物重点实验室
Corresponding AuthorShao SJ(邵士俊)
Affiliation1.Chinese Acad Sci, Lanzhou Inst Chem Phys, Key Lab Chem Northwestern Plant Resources, Lanzhou 730000, Peoples R China
2.Chinese Acad Sci, Lanzhou Inst Chem Phys, Key Lab Nat Med Gansu Prov, Lanzhou 730000, Peoples R China
3.Univ Chinese Acad Sci, Beijing 100039, Peoples R China
Recommended Citation
GB/T 7714
Xu J,Li Q,Yue Y,et al. A water-soluble BODIPY derivative as a highly selective "Turn-On" fluorescent sensor for H2O2 sensing in vivo[J]. Biosensors and Bioelectronics,2014,56:58-63.
APA Xu J,Li Q,Yue Y,Guo Y,Shao SJ,&邵士俊.(2014).A water-soluble BODIPY derivative as a highly selective "Turn-On" fluorescent sensor for H2O2 sensing in vivo.Biosensors and Bioelectronics,56,58-63.
MLA Xu J,et al."A water-soluble BODIPY derivative as a highly selective "Turn-On" fluorescent sensor for H2O2 sensing in vivo".Biosensors and Bioelectronics 56(2014):58-63.
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