Synthesis and characterization of water-soluble polythiophene derivatives for cell imaging.

Synthesis and characterization of water-soluble polythiophene derivatives for cell imaging.
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用于细胞成像的水溶性聚噻吩衍生物的合成和表征

DOI:
10.1038/srep07617
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发表时间:
2015-01-05
期刊:
影响因子:
4.6
通讯作者:
Wang S
Wang S
中科院分区:
综合性期刊3区
文献类型:
--
作者:
Wang F;Li M;Wang B;Zhang J;Cheng Y;Liu L;Lv F;Wang S

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本工作通过FeCl3氧化共聚反应合成了四种不同侧基含量的水溶性聚噻吩衍生物(PT、PT-DDA、PT-ADA和PT-ADA-PPR)。随着侧链疏水能力的增强,分子的最大吸收波长逐渐蓝移,最大发射波长逐渐红移,荧光量子产率逐渐减小,斯托克斯位移逐渐增大,平均尺寸依次为PT、PT-ADA和PT-DDA。所有合成的聚合物都表现出低毒和良好的光稳定性,并累积在A549细胞的溶酶体中。此外,在PT-ADA侧链上引入卟啉基团(PT-ADA-PPR)拓宽了PT-ADA的吸收和发射范围。PT-ADA-PPR可以在两个不同的激发波长(488 nm和559 nm)下被激发,并呈现两条发射路径,并观察到PT-ADA-PPR在A549细胞中积累的双色荧光图像(橙色和红色)。因此,PT-ADA-PPR可作为一种优良的双色荧光和溶酶体特异性成像材料。
In this work, four water-soluble polythiophene derivatives (PT, PT-DDA, PT-ADA, and PT-ADA-PPR) with different pendant moieties were synthesized via oxidative copolymerization by FeCl3. By increasing the hydrophobic ability of side chain moieties, there is a gradually blue shift for the maximum absorption wavelength and red shift for the maximum emission wavelength, a reducing trend for fluorescence quantum yields, a growing trend for Stokes shift, and an increasing trend for the mean sizes in the order of PT, PT-ADA, and PT-DDA. All the synthesized polymers show low toxicity and good photostability and accumulate in the lysosomes of A549 cells. Furthermore, the introduction of porphyrin group to PT-ADA side chain (PT-ADA-PPR) broadens the absorption and emission ranges of PT-ADA. PT-ADA-PPR could be excited at two different excitation wavelengths (488 nm and 559 nm) and exhibits two emission pathways, and dual-color fluorescence images (orange and red) of PT-ADA-PPR accumulated in A549 cells are observed. Thus, PT-ADA-PPR could be used as an excellent dual-color fluorescent and lysosome-specific imaging material.
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