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首页> 外文期刊>Chemistry: A European journal >A Red to Near-IR Fluorogen: Aggregation-Induced Emission, Large Stokes Shift, High Solid Efficiency and Application in Cell-Imaging
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A Red to Near-IR Fluorogen: Aggregation-Induced Emission, Large Stokes Shift, High Solid Efficiency and Application in Cell-Imaging

机译：从红色到近红外的氟：聚集引起的发射，大的斯托克斯频移，高固体效率及其在细胞成像中的应用

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摘要

A tetraphenylethene (TPE) derivative modified with the strong electron acceptor 2-dicyano-methylene-3-cyano-4,5,5-trimethyl-2,5-dihydrofuran (TCF) was obtained in high yield by a simple two-step reaction. The resultant TPE-TCF showed evident aggregation-induced emission (AIE) features and pronounced solvatochromic behavior. Changing the solvent from apolar cyclohexane to highly polar acetonitrile, the emission peak shifted from 560 to 680 nm (120 nm redshift). In an acetonitrile solution and in the solid powder, the Stokes shifts are as large as 230 and 190 nm, respectively. The solid film emits red to near-IR (red-NIR) fluorescence with an emission peak at 670 nm and a quantum efficiency of 24.8 %. Taking the advantages of red-NIR emission and high efficiency, nanoparticles (NPs) of TPE-TCF were fabricated by using tat-modified 1,2-distearoylsn-glycero-3-phosphor- ethanol-amine-N-[methoxy-(polyethyl-eneglycol)-2000] as the encapsulation matrix. The obtained NPs showed perfect membrane penetrability and high fluorescent imaging quality of cell cytoplasm. Upon co-incubation with 4,6-diamidino-2-phenylindole (DAPI) in the presence of tritons, the capsulated TPE-TCF nanoparticles could enter into the nucleus and displayed similar staining properties to those of DAPI.
机译：通过简单的两步反应，以高收率获得了用强电子受体2-二氰基-亚甲基-3-氰基-4,5,5-三甲基-2,5-二氢呋喃（TCF）改性的四苯乙烯（TPE）衍生物。所得的TPE-TCF显示出明显的聚集诱导发射（AIE）特征和明显的溶剂变色行为。将溶剂从非极性环己烷变为高极性乙腈，发射峰从560 nm移至680 nm（红移120 nm）。在乙腈溶液和固体粉末中，斯托克斯位移分别高达230和190 nm。固体膜发射红色至近红外（red-NIR）荧光，发射峰在670 nm处，量子效率为24.8％。利用红色近红外发射和高效率的优点，通过使用tat修饰的1，2-二硬脂酰基sn-甘油-3-磷酸-乙醇-胺-N- [甲氧基-（聚乙基）制备了TPE-TCF的纳米颗粒（NPs）。 -eneglycol）-2000]作为封装基质。所获得的NP显示出完美的膜渗透性和细胞质的高荧光成像质量。在存在tri核的情况下与4,6-二mid基-2-苯基吲哚（DAPI）共同孵育后，封装的TPE-TCF纳米颗粒可进入细胞核，并显示与DAPI相似的染色特性。

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