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Engineering a lipid droplet targeting fluorescent probe with a large Stokes shift through ester substituent rotation for in vivo tumor imaging
Analyst ( IF 3.6 ) Pub Date : 2020-10-21 , DOI: 10.1039/d0an01925a Xing Wei 1, 2, 3, 4, 5 , Hongxing Zhang 6, 7, 8, 9 , Yuanqiang Sun 1, 2, 3, 4, 5 , Jing Liu 6, 7, 8, 9 , Zhaohui Li 1, 2, 3, 4, 5
Analyst ( IF 3.6 ) Pub Date : 2020-10-21 , DOI: 10.1039/d0an01925a Xing Wei 1, 2, 3, 4, 5 , Hongxing Zhang 6, 7, 8, 9 , Yuanqiang Sun 1, 2, 3, 4, 5 , Jing Liu 6, 7, 8, 9 , Zhaohui Li 1, 2, 3, 4, 5
Affiliation
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Great progress has been made with lipid droplet targeting fluorescent probes in a wide range of biomedical fields. However, the Stokes shifts of most fluorescent probes are relatively small, leading to strong biological background fluorescence, poor signal-to-noise ratios, self-quenching in the commonly used microscopes and the need for in vivo imaging systems. In this manuscript, the ester substituent rotation of fluorophores was supposed to result in a large Stokes shift via steric hindrance effects and resonance effects. A lipid droplet targeting fluorescent probe 1 was achieved by simply appending a 4-substituted ester group onto the classic coumarin fluorophore. Probe 1 exhibited large Stokes shifts (122 to 184 nm) in both high polarity and weak polarity solvents with good lipophilicity and polarity responsive ability (3500 fold fluorescence enhancement). Probe 1 was suitable for washing-free imaging of lipid droplets in living cells with excellent specificity and rapidity (<2 min). Probe 1 was applied for distinguishing cancer cells from normal cells by taking advantage of the abnormalities of lipid droplets of cancer cells. Due to its huge Stokes shift, probe 1 can be used for in vivo tumor imaging by the excitation of a blue laser, which is important for biomedical research.
中文翻译：
通过酯取代基旋转设计具有大斯托克斯位移的脂质滴靶向荧光探针，用于体内肿瘤成像
靶向脂质滴的荧光探针已在许多生物医学领域取得了巨大进展。然而，大多数荧光探针的斯托克斯位移相对较小，导致强烈的生物学背景荧光，较差的信噪比，常用显微镜中的自猝灭以及对体内成像系统的需求。在该手稿中，荧光团的酯取代基旋转被认为通过空间位阻效应和共振效应导致大的斯托克斯位移。通过将4-取代的酯基简单地附加到经典香豆素荧光团上，可以实现靶向荧光探针1的脂质滴。探针1在具有良好亲脂性和极性响应能力（增强3500倍荧光）的高极性和弱极性溶剂中均表现出较大的斯托克斯位移（122至184 nm）。探针1适用于活细胞中脂滴的免洗成像，具有出色的特异性和快速性（<2分钟）。通过利用癌细胞的脂质滴的异常，将探针1用于区分癌细胞和正常细胞。由于其巨大的斯托克斯位移，探针1可以通过激发蓝色激光用于体内肿瘤成像，这对生物医学研究很重要。
更新日期：2020-12-09
中文翻译：
通过酯取代基旋转设计具有大斯托克斯位移的脂质滴靶向荧光探针，用于体内肿瘤成像
靶向脂质滴的荧光探针已在许多生物医学领域取得了巨大进展。然而，大多数荧光探针的斯托克斯位移相对较小，导致强烈的生物学背景荧光，较差的信噪比，常用显微镜中的自猝灭以及对体内成像系统的需求。在该手稿中，荧光团的酯取代基旋转被认为通过空间位阻效应和共振效应导致大的斯托克斯位移。通过将4-取代的酯基简单地附加到经典香豆素荧光团上，可以实现靶向荧光探针1的脂质滴。探针1在具有良好亲脂性和极性响应能力（增强3500倍荧光）的高极性和弱极性溶剂中均表现出较大的斯托克斯位移（122至184 nm）。探针1适用于活细胞中脂滴的免洗成像，具有出色的特异性和快速性（<2分钟）。通过利用癌细胞的脂质滴的异常，将探针1用于区分癌细胞和正常细胞。由于其巨大的斯托克斯位移，探针1可以通过激发蓝色激光用于体内肿瘤成像，这对生物医学研究很重要。
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