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

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 exchan...

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Main Authors:	Yingzhong Zhu, Lufei Xiao, Meng Zhao, Jiazheng Zhou, Qiong Zhang, Hui Wang, Shengli Li, Hongping Zhou, Jieying Wu, Yupeng Tian
Format:	Article
Language:	English
Published:	Hindawi Limited 2015-01-01
Series:	BioMed Research International
Online Access:	http://dx.doi.org/10.1155/2015/965386

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record_format	Article
spelling	doaj-f72387b12c5d49c180562ee42f0032b32020-11-24T21:33:15ZengHindawi LimitedBioMed Research International2314-61332314-61412015-01-01201510.1155/2015/965386965386A Series of Imidazole Derivatives: Synthesis, Two-Photon Absorption, and Application for BioimagingYingzhong Zhu0Lufei Xiao1Meng Zhao2Jiazheng Zhou3Qiong Zhang4Hui Wang5Shengli Li6Hongping Zhou7Jieying Wu8Yupeng Tian9Department of Chemistry, Key Laboratory of Functional Inorganic Material Chemistry of Anhui Province, Anhui University, Hefei 230601, ChinaDepartment of Chemistry, Key Laboratory of Functional Inorganic Material Chemistry of Anhui Province, Anhui University, Hefei 230601, ChinaDepartment of Chemistry, Key Laboratory of Functional Inorganic Material Chemistry of Anhui Province, Anhui University, Hefei 230601, ChinaDepartment of Chemistry, Key Laboratory of Functional Inorganic Material Chemistry of Anhui Province, Anhui University, Hefei 230601, ChinaDepartment of Chemistry, Key Laboratory of Functional Inorganic Material Chemistry of Anhui Province, Anhui University, Hefei 230601, ChinaDepartment of Chemistry, Key Laboratory of Functional Inorganic Material Chemistry of Anhui Province, Anhui University, Hefei 230601, ChinaDepartment of Chemistry, Key Laboratory of Functional Inorganic Material Chemistry of Anhui Province, Anhui University, Hefei 230601, ChinaDepartment of Chemistry, Key Laboratory of Functional Inorganic Material Chemistry of Anhui Province, Anhui University, Hefei 230601, ChinaDepartment of Chemistry, Key Laboratory of Functional Inorganic Material Chemistry of Anhui Province, Anhui University, Hefei 230601, ChinaDepartment of Chemistry, Key Laboratory of Functional Inorganic Material Chemistry of Anhui Province, Anhui University, Hefei 230601, ChinaA 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 δ2PA 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.http://dx.doi.org/10.1155/2015/965386
collection	DOAJ
language	English
format	Article
sources	DOAJ
author	Yingzhong Zhu Lufei Xiao Meng Zhao Jiazheng Zhou Qiong Zhang Hui Wang Shengli Li Hongping Zhou Jieying Wu Yupeng Tian
spellingShingle	Yingzhong Zhu Lufei Xiao Meng Zhao Jiazheng Zhou Qiong Zhang Hui Wang Shengli Li Hongping Zhou Jieying Wu Yupeng Tian A Series of Imidazole Derivatives: Synthesis, Two-Photon Absorption, and Application for Bioimaging BioMed Research International
author_facet	Yingzhong Zhu Lufei Xiao Meng Zhao Jiazheng Zhou Qiong Zhang Hui Wang Shengli Li Hongping Zhou Jieying Wu Yupeng Tian
author_sort	Yingzhong Zhu
title	A Series of Imidazole Derivatives: Synthesis, Two-Photon Absorption, and Application for Bioimaging
title_short	A Series of Imidazole Derivatives: Synthesis, Two-Photon Absorption, and Application for Bioimaging
title_full	A Series of Imidazole Derivatives: Synthesis, Two-Photon Absorption, and Application for Bioimaging
title_fullStr	A Series of Imidazole Derivatives: Synthesis, Two-Photon Absorption, and Application for Bioimaging
title_full_unstemmed	A Series of Imidazole Derivatives: Synthesis, Two-Photon Absorption, and Application for Bioimaging
title_sort	series of imidazole derivatives: synthesis, two-photon absorption, and application for bioimaging
publisher	Hindawi Limited
series	BioMed Research International
issn	2314-6133 2314-6141
publishDate	2015-01-01
description	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 δ2PA 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.
url	http://dx.doi.org/10.1155/2015/965386
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A Series of Imidazole Derivatives: Synthesis, Two-Photon Absorption, and Application for Bioimaging

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