2018
DOI: 10.3389/fchem.2018.00339
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Quinone-Derived π-Extended Phenazines as New Fluorogenic Probes for Live-Cell Imaging of Lipid Droplets

Abstract: We describe a new synthetic methodology for the preparation of fluorescent π-extended phenazines from the naturally-occurring naphthoquinone lapachol. These novel structures represent the first fluorogenic probes based on the phenazine scaffold for imaging of lipid droplets in live cells. Systematic characterization and analysis of the compounds in vitro and in cells led to the identification of key structural features responsible for the fluorescent behavior of quinone-derived π-extended phenazines. Furthermo… Show more

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Cited by 20 publications
(15 citation statements)
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References 68 publications
(60 reference statements)
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“…Exploiting natural products as intermediates, Moliner et al designed the phenazine P1 ( Figure 4 ) as an LD-specific probe [ 42 ]. P1 was reported to be environment-sensitive, and could report viscosity.…”
Section: Recent Developments In Lds’ Selective Fluorescent Probesmentioning
confidence: 99%
“…Exploiting natural products as intermediates, Moliner et al designed the phenazine P1 ( Figure 4 ) as an LD-specific probe [ 42 ]. P1 was reported to be environment-sensitive, and could report viscosity.…”
Section: Recent Developments In Lds’ Selective Fluorescent Probesmentioning
confidence: 99%
“…In the last 15 years, there has been a lot of interest to modulate the optical properties of fluorescent scaffolds [ 110–113 ] (e.g., excitation/emission, water solubility, fluorescence lifetime) to generate probes with improved characteristics for in vivo imaging. In addition to widely used commercial fluorophores, such as cyanines or rhodamines, fluorophores with additional features have been developed.…”
Section: Biological Applications Of Fluorescent Cyclic Peptide Probesmentioning
confidence: 99%
“…In the last 15 years, there has been a lot of interest to modulate the optical properties of fluorescent scaffolds [110][111][112][113] model. [114] The groups of Vahrmeijer and Frangioni reported zwitterionic NIR fluorophores which were incorporated into cRGD peptides for tumor imaging ( Figure 4A).…”
Section: Fluorescent Cyclic Peptides Targeting Other Biomoleculesmentioning
confidence: 99%
“…吩嗪又称为二苯并吡嗪. 有别于苯并吡嗪, 其吡嗪 环两侧存在两个苯环, 共轭程度更大, 是良好的荧光发 色 团 , 可 设 计 、 合 成 荧 光 探 针 分 子 , 用 于 金 属 离 子 [111] 、阴离子 [112] 和中性分子 [113] 备 2,3-二氨基吩嗪 65 [114] , 再与芳香醛缩合 [115] , 如西北 师范大学魏太保课题组 [116] 制备的能连续检测 Fe 3+ 、 [117] . Khurana 课题 组 [118] 制备的探针 67 (Scheme 24), 在 0.5 mol [39,82] 、pH [19,46] 以及 溶液中同时含多种离子(Hg 2+ -Cu 2+ [59] 、Cu 2+ -Cd 2+ [96] 等) 的分析物检测, 在生物体内 [27,31] 与纯水相介质 [21,108] 的 检测应用亦有报道.…”
Section: 吩嗪类荧光探针unclassified