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A Series of Imidazole Derivatives: Synthesis, Two-Photon Absorption, and Application for Bioimaging.


ABSTRACT: A new series of D-?-A type imidazole derivatives have been synthesized and characterized. Two corresponding imidazolium salts (iodine and hexafluorophosphate) were prepared from the imidazole compound. Their electron-withdrawing ability can be largely tunable by salt formation reaction or ion exchange. UV-vis absorption and single-photon fluorescence spectra have been systematically investigated in different solvents. The two-photon cross sections (? 2PA) of the imidazole derivatives are measured by two-photon excited fluorescence (2PEF) method. Compared with those of T-1 (107 GM) and T-3 (96 GM), T-2 (imidazolium iodine salt) has a large two-photon absorption (2PA) cross section value of 276 GM. Furthermore, the cytotoxicity and applications in bioimaging for the imidazole derivatives were carried out. The results showed that T-1 can be used as a lysosomal tracker with high stability and water solubility within pHs of 4-6, while T-2 and T-3 can be used as probes for cell cytoplasm.

SUBMITTER: Zhu Y 

PROVIDER: S-EPMC4633690 | biostudies-literature | 2015

REPOSITORIES: biostudies-literature

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A Series of Imidazole Derivatives: Synthesis, Two-Photon Absorption, and Application for Bioimaging.

Zhu Yingzhong Y   Xiao Lufei L   Zhao Meng M   Zhou Jiazheng J   Zhang Qiong Q   Wang Hui H   Li Shengli S   Zhou Hongping H   Wu Jieying J   Tian Yupeng Y  

BioMed research international 20151012


A new series of D-π-A type imidazole derivatives have been synthesized and characterized. Two corresponding imidazolium salts (iodine and hexafluorophosphate) were prepared from the imidazole compound. Their electron-withdrawing ability can be largely tunable by salt formation reaction or ion exchange. UV-vis absorption and single-photon fluorescence spectra have been systematically investigated in different solvents. The two-photon cross sections (δ 2PA) of the imidazole derivatives are measure  ...[more]

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