publication . Article . Other literature type . 2015

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

Yingzhong Zhu; Lufei Xiao; Meng Zhao; Jiazheng Zhou; Qiong Zhang; Hui Wang; Shengli Li; Hongping Zhou; Jieying Wu; Yupeng Tian;
Open Access English
  • Published: 01 Jan 2015 Journal: BioMed Research International (issn: 2314-6133, Copyright policy)
  • Publisher: Hindawi Publishing Corporation
Abstract
<jats:p>A new series of D-<jats:italic>π</jats:italic>-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<mml:math xmlns:mml="http://www.w3.org/1998/Math/MathML" id="M1"><mml:mrow><mml:mfenced separators="|"><mml:mrow><mml:msub><mml:mrow><mml:mi>δ</mml:mi></mml:mrow><mml:mrow><mml:mn>2</m...
Subjects
free text keywords: Article Subject, Medicine, R, Research Article, General Biochemistry, Genetics and Molecular Biology, General Immunology and Microbiology, General Medicine, Hexafluorophosphate, chemistry.chemical_compound, chemistry, Fluorescence, Biology, Excited state, Imidazole, Two-photon absorption, Ion exchange, Nuclear chemistry, Absorption (pharmacology), Biochemistry, Aqueous solution
Related Organizations
41 references, page 1 of 3

Yang, Y., Zhao, Q., Feng, W., Li, F.. Luminescent chemodosimeters for bioimaging. Chemical Reviews . 2013; 113 (1): 192-270 [OpenAIRE] [PubMed] [] [DOI]

Resch-Genger, U., Grabolle, M., Cavaliere-Jaricot, S., Nitschke, R., Nann, T.. Quantum dots versus organic dyes as fluorescent labels. Nature Methods . 2008; 5 (9): 763-775 [OpenAIRE] [PubMed] [] [DOI]

Guo, Z., Park, S., Yoon, J., Shin, I.. Recent progress in the development of near-infrared fluorescent probes for bioimaging applications. Chemical Society Reviews . 2014; 43 (1): 16-29 [PubMed] [] [DOI]

Lu, F., Nabeshima, T.. A highly selective and sensitive turn-on chemodosimeter for hypochlorous acid based on an iridium (iii) complex and its application to bioimaging. Dalton Transactions . 2014; 43 (25): 9529-9536 [OpenAIRE] [PubMed] [DOI]

Shiu, H.-Y., Chong, H.-C., Leung, Y.-C., Zou, T., Che, C.-M.. Phosphorescent proteins for bio-imaging and site selective bio-conjugation of peptides and proteins with luminescent cyclometalated iridium(iii) complexes. Chemical Communications . 2014; 50 (33): 4375-4378 [OpenAIRE] [PubMed] [] [DOI]

Yu, J., Diao, X., Zhang, X.. Water-dispersible, ph-stable and highly-luminescent organic dye nanoparticles with amplified emissions for in vitro and in vivo bioimaging. Small . 2014; 10 (6): 1125-1132 [OpenAIRE] [PubMed] [] [DOI]

Sharma, P., Brown, S., Walter, G., Santra, S., Moudgil, B.. Nanoparticles for bioimaging. Advances in Colloid and Interface Science . 2006; 123–126: 471-485 [OpenAIRE] [] [DOI]

Liu, Q., Guo, B., Rao, Z., Zhang, B., Gong, J. R.. Strong two-photon-induced fluorescence from photostable, biocompatible nitrogen-doped graphene quantum dots for cellular and deep-tissue imaging. Nano Letters . 2013; 13 (6): 2436-2441 [OpenAIRE] [PubMed] [] [DOI]

Yu, Z., Ohulchanskyy, T. Y., An, P., Prasad, P. N., Lin, Q.. Fluorogenic, two-photon-triggered photoclick chemistry in live mammalian cells. Journal of the American Chemical Society . 2013; 135 (45): 16766-16769 [OpenAIRE] [PubMed] [] [DOI]

Dumat, B., Bordeau, G., Faurel-Paul, E.. DNA switches on the two-photon efficiency of an ultrabright triphenylamine fluorescent probe specific of AT regions. Journal of the American Chemical Society . 2013; 135 (34): 12697-12706 [OpenAIRE] [PubMed] [] [DOI]

de Meulenaere, E., Nguyen Bich, N., de Wergifosse, M.. Improving the second-order nonlinear optical response of fluorescent proteins: the symmetry argument. Journal of the American Chemical Society . 2013; 135 (10): 4061-4069 [OpenAIRE] [PubMed] [] [DOI]

Xing, J., Liu, J., Zhang, T.. A water soluble initiator prepared through host-guest chemical interaction for microfabrication of 3D hydrogels via two-photon polymerization. Journal of Materials Chemistry B . 2014; 2: 4318-4323 [OpenAIRE] [DOI]

Zojer, E., Beljonne, D., Pacher, P., Brédas, J.-L.. Two-photon absorption in quadrupolar π-conjugated molecules: influence of the nature of the conjugated bridge and the donor-acceptor separation. Chemistry—A European Journal . 2004; 10 (11): 2668-2680 [OpenAIRE] [] [DOI]

Albota, M., Beljonne, D., Brédas, J.-L.. Design of organic molecules with large two-photon absorption cross sections. Science . 1998; 281 (5383): 1653-1656 [OpenAIRE] [PubMed] [] [DOI]

Sundberg, R. J., Martin, R. B.. Interactions of histidine and other imidazole derivatives with transition metal ions in chemical and biological systems. Chemical Reviews . 1974; 74 (4): 471-517 [OpenAIRE] [] [DOI]

41 references, page 1 of 3
Abstract
<jats:p>A new series of D-<jats:italic>π</jats:italic>-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<mml:math xmlns:mml="http://www.w3.org/1998/Math/MathML" id="M1"><mml:mrow><mml:mfenced separators="|"><mml:mrow><mml:msub><mml:mrow><mml:mi>δ</mml:mi></mml:mrow><mml:mrow><mml:mn>2</m...
Subjects
free text keywords: Article Subject, Medicine, R, Research Article, General Biochemistry, Genetics and Molecular Biology, General Immunology and Microbiology, General Medicine, Hexafluorophosphate, chemistry.chemical_compound, chemistry, Fluorescence, Biology, Excited state, Imidazole, Two-photon absorption, Ion exchange, Nuclear chemistry, Absorption (pharmacology), Biochemistry, Aqueous solution
Related Organizations
41 references, page 1 of 3

Yang, Y., Zhao, Q., Feng, W., Li, F.. Luminescent chemodosimeters for bioimaging. Chemical Reviews . 2013; 113 (1): 192-270 [OpenAIRE] [PubMed] [] [DOI]

Resch-Genger, U., Grabolle, M., Cavaliere-Jaricot, S., Nitschke, R., Nann, T.. Quantum dots versus organic dyes as fluorescent labels. Nature Methods . 2008; 5 (9): 763-775 [OpenAIRE] [PubMed] [] [DOI]

Guo, Z., Park, S., Yoon, J., Shin, I.. Recent progress in the development of near-infrared fluorescent probes for bioimaging applications. Chemical Society Reviews . 2014; 43 (1): 16-29 [PubMed] [] [DOI]

Lu, F., Nabeshima, T.. A highly selective and sensitive turn-on chemodosimeter for hypochlorous acid based on an iridium (iii) complex and its application to bioimaging. Dalton Transactions . 2014; 43 (25): 9529-9536 [OpenAIRE] [PubMed] [DOI]

Shiu, H.-Y., Chong, H.-C., Leung, Y.-C., Zou, T., Che, C.-M.. Phosphorescent proteins for bio-imaging and site selective bio-conjugation of peptides and proteins with luminescent cyclometalated iridium(iii) complexes. Chemical Communications . 2014; 50 (33): 4375-4378 [OpenAIRE] [PubMed] [] [DOI]

Yu, J., Diao, X., Zhang, X.. Water-dispersible, ph-stable and highly-luminescent organic dye nanoparticles with amplified emissions for in vitro and in vivo bioimaging. Small . 2014; 10 (6): 1125-1132 [OpenAIRE] [PubMed] [] [DOI]

Sharma, P., Brown, S., Walter, G., Santra, S., Moudgil, B.. Nanoparticles for bioimaging. Advances in Colloid and Interface Science . 2006; 123–126: 471-485 [OpenAIRE] [] [DOI]

Liu, Q., Guo, B., Rao, Z., Zhang, B., Gong, J. R.. Strong two-photon-induced fluorescence from photostable, biocompatible nitrogen-doped graphene quantum dots for cellular and deep-tissue imaging. Nano Letters . 2013; 13 (6): 2436-2441 [OpenAIRE] [PubMed] [] [DOI]

Yu, Z., Ohulchanskyy, T. Y., An, P., Prasad, P. N., Lin, Q.. Fluorogenic, two-photon-triggered photoclick chemistry in live mammalian cells. Journal of the American Chemical Society . 2013; 135 (45): 16766-16769 [OpenAIRE] [PubMed] [] [DOI]

Dumat, B., Bordeau, G., Faurel-Paul, E.. DNA switches on the two-photon efficiency of an ultrabright triphenylamine fluorescent probe specific of AT regions. Journal of the American Chemical Society . 2013; 135 (34): 12697-12706 [OpenAIRE] [PubMed] [] [DOI]

de Meulenaere, E., Nguyen Bich, N., de Wergifosse, M.. Improving the second-order nonlinear optical response of fluorescent proteins: the symmetry argument. Journal of the American Chemical Society . 2013; 135 (10): 4061-4069 [OpenAIRE] [PubMed] [] [DOI]

Xing, J., Liu, J., Zhang, T.. A water soluble initiator prepared through host-guest chemical interaction for microfabrication of 3D hydrogels via two-photon polymerization. Journal of Materials Chemistry B . 2014; 2: 4318-4323 [OpenAIRE] [DOI]

Zojer, E., Beljonne, D., Pacher, P., Brédas, J.-L.. Two-photon absorption in quadrupolar π-conjugated molecules: influence of the nature of the conjugated bridge and the donor-acceptor separation. Chemistry—A European Journal . 2004; 10 (11): 2668-2680 [OpenAIRE] [] [DOI]

Albota, M., Beljonne, D., Brédas, J.-L.. Design of organic molecules with large two-photon absorption cross sections. Science . 1998; 281 (5383): 1653-1656 [OpenAIRE] [PubMed] [] [DOI]

Sundberg, R. J., Martin, R. B.. Interactions of histidine and other imidazole derivatives with transition metal ions in chemical and biological systems. Chemical Reviews . 1974; 74 (4): 471-517 [OpenAIRE] [] [DOI]

41 references, page 1 of 3
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publication . Article . Other literature type . 2015

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

Yingzhong Zhu; Lufei Xiao; Meng Zhao; Jiazheng Zhou; Qiong Zhang; Hui Wang; Shengli Li; Hongping Zhou; Jieying Wu; Yupeng Tian;