Red AIE-Active Fluorescent Probes with Tunable Organelle-Specific Targeting

Red AIE-Active Fluorescent Probes with Tunable Organelle-Specific Targeting
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DOI:
10.1002/adfm.201909268
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发表时间:
2020-01-20
影响因子:
19
通讯作者:
Tang, Ben Zhong
Tang, Ben Zhong
中科院分区:
材料科学1区
文献类型:
--
作者:
Alam, Parvej;He, Wei;Tang, Ben Zhong

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细胞染色是一个迷人的研究领域,可以使用荧光技术监测和可视化不同的细胞器。然而,细胞器靶向荧光团的设计和合成仍然是一些特定的细胞器的挑战。本文报道了一种用于合成具有供体-受体特性的高效发红光聚集诱导发射发光体(AIEgens)的平台。核心分子可以容易地官能化以调节细胞器靶向。合成的三种AIEgens的量子产率高达39.3%,双光子吸收截面值高达162 GM。具有磺酸盐官能团的两种两性离子AIEgens,CDPP-3SO(3)和CDPP-4SO(3),成功地用于活的人细胞中内质网(ER)的特异性单光子和双光子成像。用单正电荷基团取代两性离子性质,CDPP-BzBr的单光子和双光子成像显示线粒体特异性,表明两性离子基团对于ER靶向的重要性。由于良好的体外光稳定性、细胞活力和高效率,这些红色染料作为特异性细胞器靶向的良好潜在候选物,以及说明这样的平台如何能够容易地帮助研究用于设计这样的探针的结构-性质关系。
Cell staining is a fascinating research area where monitoring and visualizing different cell organelles can be done using fluorescence techniques. However, the design and synthesis of organelle-targeting fluorophores is still a challenge for several specific organelles. Herein, a platform for synthesizing efficient red-emitting aggregation-induced emission luminogens (AIEgens) with donor-acceptor characteristics is reported. The core molecule can be easily functionalized in order to modulate organelle targeting. The three synthesized AIEgens exhibit quantum yields of up to 39.3% and two-photon absorption cross-section values of up to 162 GM. The two zwitterionic AIEgens, CDPP-3SO(3) and CDPP-4SO(3,) with the sulfonate function group, are successfully utilized for specific one-photon and two-photon imaging of the endoplasmic reticulum (ER) in live human cells. Substituting the zwitterionic nature with a singly positive charge group, one-photon and two-photon imaging of CDPP-BzBr shows mitochondrial specificity, indicating the importance of the zwitterionic group for ER-targeting. Owing to the good in vitro photostability, cell viability, and high efficiency, these red dyes serve as a good potential candidate for specific organelle targeting, as well as illustrate how such a platform can easily aid in the study of structure-property relationships for designing such probes.