Synthesis and photophysical characterization of highly water-soluble PEGylated BODIPY derivatives for cellular imaging

被引:16
作者
Badon, Isabel Wen [1 ]
Lee, Joomin [2 ]
Vales, Temmy Pegarro [1 ,3 ]
Cho, Byoung Ki [4 ]
Kim, Ho-Joong [1 ]
机构
[1] Chosun Univ, Dept Chem, Gwangju 61452, South Korea
[2] Chosun Univ, Dept Food & Nutr, Gwangju 61452, South Korea
[3] Caraga State Univ, Dept Nat Sci, Butuan City 8600, Philippines
[4] Dankook Univ, Dept Chem, Chungnam 31116, South Korea
关键词
BODIPY; Fluorescent probes; Poly(ethylene glycol); Water-soluble; Bioimaging agents; FLUORESCENCE; DYES; BIOMOLECULES; EMISSION; PROBES;
D O I
10.1016/j.jphotochem.2019.03.050
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
A series of poly(ethylene glycol) (PEG)-modified water-soluble boron dipyrromethene (BODIPY) dyes (EtBOD-PEG and BOD-PEG) were synthesized and their photophysical properties in various solutions were investigated. The presence of ethyl groups at the 2,6-positions of the BODIPY core in EtBOD-PEG resulted in bathochromic shifts in both the absorption and emission spectra relative to those of the unsubstituted BOD-PEG. Importantly, bulky di-branched PEG chains were introduced at the meso position of the BODIPY core, leading to enhanced solubilities and high fluorescence quantum yields in aqueous solutions. The water-soluble BODIPY dyes were explored for their applicability in fluorescent bio-imaging using MCF-7 human breast cancer cells. The dyes were cell-permeable and were concentrated in cellular cytoplasm area, suggesting that they have potential applications as bio-imaging agents.
引用
收藏
页码:214 / 219
页数:6
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