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Volumn 182, Issue , 2013, Pages 1-6

A BODIPY fluorescent probe with selective response for hypochlorous acid and its application in cell imaging

Author keywords

BODIPY; Cell image; Fluorescent probe; Hypochlorous acid; TD DFT

Indexed keywords

BODIPY; CELL IMAGES; FLUORESCENT PROBES; HYPOCHLOROUS ACIDS; TD-DFT;

EID: 84875501395     PISSN: 09254005     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.snb.2013.02.106     Document Type: Article
Times cited : (53)

References (48)
  • 1
    • 29244444522 scopus 로고    scopus 로고
    • Fluorescence probes used for detection of reactive oxygen species
    • DOI 10.1016/j.jbbm.2005.10.003, PII S0165022X05001454
    • A. Gomes, E. Fernandes, and J.L. Lima Fluorescence probes used for detection of reactive oxygen species Journal of Biochemical and Biophysical Methods 65 2005 45 80 (Pubitemid 41827578)
    • (2005) Journal of Biochemical and Biophysical Methods , vol.65 , Issue.2-3 , pp. 45-80
    • Gomes, A.1    Fernandes, E.2    Lima, J.L.F.C.3
  • 2
    • 4544323015 scopus 로고    scopus 로고
    • 4,5-Dimethylthio-4′-[2-(9-anthryloxy)ethylthio]tetrathiafulvalene, a highly selective and sensitive chemiluminescence probe for singlet oxygen
    • DOI 10.1021/ja0481530
    • X.H. Li, G.X. Zhang, H.M. Ma, D.Q. Zhang, J. Li, and D.B. Zhu 4,5-Dimethylthio-4'-[2-(9-anthryloxy)ethylthio]tetrathiafulvalene, a highly selective and sensitive chemiluminescence probe for singlet oxygen Journal of the American Chemical Society 126 2004 11543 11548 (Pubitemid 39244970)
    • (2004) Journal of the American Chemical Society , vol.126 , Issue.37 , pp. 11543-11548
    • Li, X.1    Zhang, G.2    Ma, H.3    Zhang, D.4    Li, J.5    Zhu, D.6
  • 3
    • 0034457129 scopus 로고    scopus 로고
    • Living with a killer: The effects of hypochlorous acid on mammalian cells
    • DOI 10.1080/15216540051080958
    • J.M. Pullar, M. Vissers, and C. Winterbourn Living with a killer: the effects of hypochlorous acid on mammalian cells IUBMB Life 50 2000 259 266 (Pubitemid 32289083)
    • (2000) IUBMB Life , vol.50 , Issue.4-5 , pp. 259-266
    • Pullar, J.M.1    Vissers, M.C.M.2    Winterbourn, C.C.3
  • 4
    • 33845712621 scopus 로고    scopus 로고
    • Chlorinative stress: An under appreciated mediator of neurodegeneration?
    • DOI 10.1016/j.cellsig.2006.06.013, PII S0898656806001562
    • Y.W. Yap, M. Whiteman, and N.S. Cheung Chlorinative stress: an under appreciated mediator of neurodegeneration? Cellular Signalling 19 2007 219 228 (Pubitemid 44969974)
    • (2007) Cellular Signalling , vol.19 , Issue.2 , pp. 219-228
    • Yap, Y.W.1    Whiteman, M.2    Cheung, N.S.3
  • 5
    • 78649705408 scopus 로고    scopus 로고
    • CdSe-ZnS quantum dots for selective and sensitive detection and quantification of hypochlorite
    • Y. Yan, S.H. Wang, Z.W. Liu, H.Y. Wang, and D.J. Huang CdSe-ZnS quantum dots for selective and sensitive detection and quantification of hypochlorite Analytical chemistry 82 2010 9775 9781
    • (2010) Analytical Chemistry , vol.82 , pp. 9775-9781
    • Yan, Y.1    Wang, S.H.2    Liu, Z.W.3    Wang, H.Y.4    Huang, D.J.5
  • 6
    • 0034659164 scopus 로고    scopus 로고
    • Myeloperoxidase-generated oxidants and atherosclerosis
    • DOI 10.1016/S0891-5849(00)00229-X, PII S089158490000229X
    • E.A. Podrez, H.M. Abu Soud, and S.L. Hazen Myeloperoxidase-generated oxidants and atherosclerosis Free Radical Biology and Medicine 28 2000 1717 1725 (Pubitemid 30628658)
    • (2000) Free Radical Biology and Medicine , vol.28 , Issue.12 , pp. 1717-1725
    • Podrez, E.A.1    Abu-Soud, H.M.2    Hazen, S.L.3
  • 7
    • 33745629631 scopus 로고    scopus 로고
    • Evidence for rapid inter- and intramolecular chlorine transfer reactions of histamine and carnosine chloramines: Implications for the prevention of hypochlorous-acid-mediated damage
    • DOI 10.1021/bi060348s
    • D.I. Pattison, and M.J. Davies Evidence for rapid inter-and intramolecular chlorine transfer reactions of histamine and carnosine chloramines: implications for the prevention of hypochlorous- acid-mediated damage Biochemistry 45 2006 8152 8162 (Pubitemid 43993236)
    • (2006) Biochemistry , vol.45 , Issue.26 , pp. 8152-8162
    • Pattison, D.I.1    Davies, M.J.2
  • 8
    • 0035108136 scopus 로고    scopus 로고
    • Macrophage myeloperoxidase regulation by granulocyte macrophage colony-stimulating factor in human atherosclerosis and implications in acute coronary syndromes
    • S. Sugiyama, Y. Okada, G.K. Sukhova, R. Virmani, J.W. Heinecke, and P. Libby Macrophagemy eloperoxidase regulation by granulocyte macrophage colony-stimulating factor in human atherosclerosis and implications in acute coronary syndromes American Journal of Pathology 158 2001 879 891 (Pubitemid 32221781)
    • (2001) American Journal of Pathology , vol.158 , Issue.3 , pp. 879-891
    • Sugiyama, S.1    Okada, Y.2    Sukhova, G.K.3    Virmani, R.4    Heinecke, J.W.5    Libby, P.6
  • 10
    • 27244461333 scopus 로고    scopus 로고
    • 2-macroglobulin from rheumatoid arthritis synovial fluid: Functional analysis defines a role for oxidation in inflammation
    • DOI 10.1006/abbi.2001.2408
    • S.M. Wu, and S.V. Pizzo Alpha(2)-macroglobulin from rheumatoid arthritis synovial fluid: functional analysis defines a role for oxidation in inflammation Archives of Biochemistry and Biophysics 391 2001 119 126 (Pubitemid 32612579)
    • (2001) Archives of Biochemistry and Biophysics , vol.391 , Issue.1 , pp. 119-126
    • Wu, S.M.1    Pizzo, S.V.2
  • 11
    • 0027462462 scopus 로고
    • Oxidative modification of inflammatory synovial fluid immunoglobulin G
    • H.E. Jasin Oxidative modification of inflammatory synovial fluid immunoglobulin G Inflammation 17 1993 167 181 (Pubitemid 23105190)
    • (1993) Inflammation , vol.17 , Issue.2 , pp. 167-181
    • Jasin, H.E.1
  • 12
    • 79960368136 scopus 로고    scopus 로고
    • Naked-eye visible and fluorometric dual-signaling chemodosimeter for hypochlorous acid based on water-soluble p-methoxyphenol derivative
    • W.J. Zhang, C. Guo, L.H. Liu, J.G. Qin, and C.L. Yang Naked-eye visible and fluorometric dual-signaling chemodosimeter for hypochlorous acid based on water-soluble p-methoxyphenol derivative Organic & Biomolecular Chemistry 9 2011 5560 5563
    • (2011) Organic & Biomolecular Chemistry , vol.9 , pp. 5560-5563
    • Zhang, W.J.1    Guo, C.2    Liu, L.H.3    Qin, J.G.4    Yang, C.L.5
  • 13
    • 52649151914 scopus 로고    scopus 로고
    • A highly specific BODIPY-based fluorescent probe for the detection of hypochlorous acid
    • Z.N. Sun, F.Q. Liu, Y. Chen, P.K.H. Tam, and D. Yang A highly specific BODIPY-based fluorescent probe for the detection of hypochlorous acid Organic Letters 10 2008 2171 2174
    • (2008) Organic Letters , vol.10 , pp. 2171-2174
    • Sun, Z.N.1    Liu, F.Q.2    Chen, Y.3    Tam, P.K.H.4    Yang, D.5
  • 14
    • 77957999144 scopus 로고    scopus 로고
    • A highly selective naked-eye probe for hypochlorite with the p-methoxyphenol-substituted aniline compound
    • K. Cui, D.Q. Zhang, G.X. Zhang, and D.B. Zhu A highly selective naked-eye probe for hypochlorite with the p-methoxyphenol-substituted aniline compound Tetrahedron Letters 51 2010 6052 6055
    • (2010) Tetrahedron Letters , vol.51 , pp. 6052-6055
    • Cui, K.1    Zhang, D.Q.2    Zhang, G.X.3    Zhu, D.B.4
  • 15
    • 84861187194 scopus 로고    scopus 로고
    • Water-soluble poly(p-phenylene) incorporating methoxyphenol units: Highly sensitive and selective chemodosimeters for hypochlorite
    • W.J. Zhang, C.G. Li, J.G. Qin, and C.L. Yang Water-soluble poly(p-phenylene) incorporating methoxyphenol units: highly sensitive and selective chemodosimeters for hypochlorite Polymer 53 2012 2356 2360
    • (2012) Polymer , vol.53 , pp. 2356-2360
    • Zhang, W.J.1    Li, C.G.2    Qin, J.G.3    Yang, C.L.4
  • 18
    • 80053308057 scopus 로고    scopus 로고
    • Signaling of hypochlorous acid by selective deprotection of dithiolane
    • J. Hwang, M.G. Choi, J. Bae, and S.K. Chang Signaling of hypochlorous acid by selective deprotection of dithiolane Organic & Biomolecular Chemistry 9 2011 7011 7015
    • (2011) Organic & Biomolecular Chemistry , vol.9 , pp. 7011-7015
    • Hwang, J.1    Choi, M.G.2    Bae, J.3    Chang, S.K.4
  • 19
    • 62749100714 scopus 로고    scopus 로고
    • A rhodamine-hydroxamic acid-based fluorescent probe for hypochlorous acid and its applications to biological imagings
    • Y.K. Yang, H.J. Cho, J. Lee, I. Shin, and J. Tae A rhodamine-hydroxamic acid-based fluorescent probe for hypochlorous acid and its applications to biological imagings Organic Letters 11 2009 859 861
    • (2009) Organic Letters , vol.11 , pp. 859-861
    • Yang, Y.K.1    Cho, H.J.2    Lee, J.3    Shin, I.4    Tae, J.5
  • 21
    • 34250807959 scopus 로고    scopus 로고
    • Development of a highly specific rhodamine-based fluorescence probe for hypochlorous acid and its application to real-time imaging of phagocytosis
    • DOI 10.1021/ja068740g
    • S. Kenmoku, Y. Urano, H. Kojima, and T. Nagano Development of a highly specific rhodamine-based fluorescence probe for hypochlorous acid and its application to real-time imaging of phagocytosis Journal of the American Chemical Society 129 2007 7313 7318 (Pubitemid 46980809)
    • (2007) Journal of the American Chemical Society , vol.129 , Issue.23 , pp. 7313-7318
    • Kenmoku, S.1    Urano, Y.2    Kojima, H.3    Nagano, T.4
  • 22
    • 36048967878 scopus 로고    scopus 로고
    • A Fluorescent Probe for the Detection of Myeloperoxidase Activity in Atherosclerosis-Associated Macrophages
    • DOI 10.1016/j.chembiol.2007.10.005, PII S107455210700333X
    • J. Shepherd, S.A. Hilderbrand, P. Waterman, J.W. Heinecke, R. Weissleder, and P. Libby A fluorescent probe for the detection of myeloperoxidase activity in atherosclerosis-associated macrophages Chemistry & Biology 14 2007 1221 1231 (Pubitemid 350102238)
    • (2007) Chemistry and Biology , vol.14 , Issue.11 , pp. 1221-1231
    • Shepherd, J.1    Hilderbrand, S.A.2    Waterman, P.3    Heinecke, J.W.4    Weissleder, R.5    Libby, P.6
  • 23
    • 77249127482 scopus 로고    scopus 로고
    • A highly specific ferrocene-based fluorescent probe for hypochlorous acid and its application to cell imaging
    • S.M. Chen, J.X. Lu, C.D. Sun, and H.M. Ma A highly specific ferrocene-based fluorescent probe for hypochlorous acid and its application to cell imaging Analyst 135 2010 577 582
    • (2010) Analyst , vol.135 , pp. 577-582
    • Chen, S.M.1    Lu, J.X.2    Sun, C.D.3    Ma, H.M.4
  • 25
    • 80054914513 scopus 로고    scopus 로고
    • A "turn-on" fluorescent probe for hypochlorous acid: Convenient synthesis, good sensing performance, and a new design strategy by the removal of CN isomerization
    • X.H. Cheng, H.Z. Jia, T. Long, J. Feng, J.G. Qin, and Z. Li A "turn-on" fluorescent probe for hypochlorous acid: convenient synthesis, good sensing performance, and a new design strategy by the removal of CN isomerization Chemical Communications 47 2011 11978 11980
    • (2011) Chemical Communications , vol.47 , pp. 11978-11980
    • Cheng, X.H.1    Jia, H.Z.2    Long, T.3    Feng, J.4    Qin, J.G.5    Li, Z.6
  • 26
    • 84863182615 scopus 로고    scopus 로고
    • Fluorescent detection of hypochlorous acid from turn-On to FRET-based ratiometry by a HOCl-mediated cyclization reaction
    • L. Yuan, W.Y. Lin, Y.N. Xie, B. Chen, and J.Z. Song Fluorescent detection of hypochlorous acid from turn-On to FRET-based ratiometry by a HOCl-mediated cyclization reaction Chemistry-A European Journal 18 2012 2700 2706
    • (2012) Chemistry-A European Journal , vol.18 , pp. 2700-2706
    • Yuan, L.1    Lin, W.Y.2    Xie, Y.N.3    Chen, B.4    Song, J.Z.5
  • 27
    • 77958481460 scopus 로고    scopus 로고
    • Thiospirolactone as a recognition site: Rhodamine B-based fluorescent probe for imaging hypochlorous acid generated in human neutrophil cells
    • X.Q. Zhan, J.H. Yan, J.H. Su, Y.C. Wang, J. He, S.Y. Wang, H. Zheng, and J.G. Xu Thiospirolactone as a recognition site: Rhodamine B-based fluorescent probe for imaging hypochlorous acid generated in human neutrophil cells Sensors and Actuators B: Chemical 150 2010 774 780
    • (2010) Sensors and Actuators B: Chemical , vol.150 , pp. 774-780
    • Zhan, X.Q.1    Yan, J.H.2    Su, J.H.3    Wang, Y.C.4    He, J.5    Wang, S.Y.6    Zheng, H.7    Xu, J.G.8
  • 28
    • 79954486027 scopus 로고    scopus 로고
    • Development of a Si-rhodamine-based far-red to near-infrared fluorescence probe selective for hypochlorous acid and its applications for biological imaging
    • Y. Koide, Y. Urano, K. Hanaoka, T. Terai, and T. Nagano Development of a Si-rhodamine-based far-red to near-infrared fluorescence probe selective for hypochlorous acid and its applications for biological imaging Journal of the American Chemical Society 133 2011 5680 5682
    • (2011) Journal of the American Chemical Society , vol.133 , pp. 5680-5682
    • Koide, Y.1    Urano, Y.2    Hanaoka, K.3    Terai, T.4    Nagano, T.5
  • 29
    • 79957745742 scopus 로고    scopus 로고
    • A BODIPY-based probe for the selective detection of hypochlorous acid in living cells
    • T. Kim, S. Park, Y. Choi, and Y. Kim A BODIPY-based probe for the selective detection of hypochlorous acid in living cells Chemistry - An Asian Journal 6 2011 1358 1361
    • (2011) Chemistry - An Asian Journal , vol.6 , pp. 1358-1361
    • Kim, T.1    Park, S.2    Choi, Y.3    Kim, Y.4
  • 30
    • 84873952648 scopus 로고    scopus 로고
    • Hypochlorous acid turn-on fluorescent probe based on oxidation of diphenyl selenide
    • S.R. Liu, and S.P. Wu Hypochlorous acid turn-on fluorescent probe based on oxidation of diphenyl selenide Organic Letters 15 2013 878 881
    • (2013) Organic Letters , vol.15 , pp. 878-881
    • Liu, S.R.1    Wu, S.P.2
  • 32
    • 33748715174 scopus 로고    scopus 로고
    • Mono- and di(dimethylamino)styryl-substituted borondipyrromethene and borondiindomethene dyes with intense near-infrared fluorescence
    • DOI 10.1002/asia.200600042
    • Y.H. Yu, A.B. Descalzo, Z. Shen, H. Röhr, Q. Liu, Y.W. Wang, M. Spieles, Y.Z. Li, K. Rurack, and X.Z. You Mono- and di(dimethylamino)styryl- substituted borondipyrromethene and borondiindomethene dyes with intense near-infrared fluorescence Chemistry - An Asian Journal 1-2 2006 176 187 (Pubitemid 44389175)
    • (2006) Chemistry - An Asian Journal , vol.1 , Issue.1-2 , pp. 176-187
    • Yu, Y.-H.1    Descalzo, A.B.2    Shen, Z.3    Rohr, H.4    Liu, Q.5    Wang, Y.-W.6    Spieles, M.7    Li, Y.-Z.8    Rurack, K.9    You, X.-Z.10
  • 34
    • 5544246433 scopus 로고    scopus 로고
    • Boron-diindomethene (BDI) dyes and their tetrahydrobicyclo precursors - En route to a new class of highly emissive fluorophores for the red spectral range
    • Z. Shen, H. Röhr, K. Rurack, H. Uno, M. Spieles, B. Schulz, G. Reck, and N. Ono Boron-diindomethene (BDI) dyes and their tetrahydrobicyclo precursors - en route to a new class of highly emissive fluorophores for the red spectral range Chemistry-A European Journal 10 2004 4853 4871
    • (2004) Chemistry-A European Journal , vol.10 , pp. 4853-4871
    • Shen, Z.1    Röhr, H.2    Rurack, K.3    Uno, H.4    Spieles, M.5    Schulz, B.6    Reck, G.7    Ono, N.8
  • 36
    • 84862596926 scopus 로고    scopus 로고
    • Tuning the solid-state luminescence of BODIPY derivatives with bulky arylsilyl groups: Synthesis and spectroscopic properties
    • H. Lu, Q.H. Wang, L.Z. Gai, Z.F. Li, Y. Deng, X.Q. Xiao, G.Q. Lai, and Z. Shen Tuning the solid-state luminescence of BODIPY derivatives with bulky arylsilyl groups: synthesis and spectroscopic properties Chemistry-A European Journal 18 2012 7852 7861
    • (2012) Chemistry-A European Journal , vol.18 , pp. 7852-7861
    • Lu, H.1    Wang, Q.H.2    Gai, L.Z.3    Li, Z.F.4    Deng, Y.5    Xiao, X.Q.6    Lai, G.Q.7    Shen, Z.8
  • 37
    • 84875517370 scopus 로고    scopus 로고
    • Synthesis and spectroscopic properties of bodipy dimers with effective solid-state emission
    • L.Z. Gai, H. Lu, B. Zou, G.Q. Lai, Z. Shen, and Z.F. Li Synthesis and spectroscopic properties of bodipy dimers with effective solid-state emission RSC Advances 2 2012 8840 8846
    • (2012) RSC Advances , vol.2 , pp. 8840-8846
    • Gai, L.Z.1    Lu, H.2    Zou, B.3    Lai, G.Q.4    Shen, Z.5    Li, Z.F.6
  • 39
    • 44349171709 scopus 로고    scopus 로고
    • Molecular rotor measures viscosity of live cells via fluorescence lifetime imaging
    • DOI 10.1021/ja800570d
    • M.K. Kuimova, G. Yahioglu, J.A. Levitt, and K. Suhling Molecular rotor measures viscosity of live cells via fluorescence lifetime imaging Journal of the American Chemical Society 130 2008 6672 6673 (Pubitemid 351748380)
    • (2008) Journal of the American Chemical Society , vol.130 , Issue.21 , pp. 6672-6673
    • Kuimova, M.K.1    Yahioglu, G.2    Levitt, J.A.3    Suhling, K.4
  • 40
    • 0012966778 scopus 로고
    • Singlet oxygen production from the reactions of alkylperoxy radicals. Evidence from 1268-nm chemiluminescence
    • J.R. Kanofsky Singlet oxygen production from the reactions of alkylperoxy radicals. Evidence from 1268-nm chemiluminescence Journal of Organic Chemistry 51 1986 3386 3388
    • (1986) Journal of Organic Chemistry , vol.51 , pp. 3386-3388
    • Kanofsky, J.R.1
  • 41
    • 15744375697 scopus 로고    scopus 로고
    • Gaussian, Inc., Wallingford CT
    • Gaussian 03 (RevisionC.02), M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, J.A. Montgomery, Jr., T. Vreven, K.N. Kudin, J.C. Burant, J.M. Millam, S.S. Iyengar, J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G.A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Klene, X. Li, J.E. Knox, H.P. Hratchian, J.B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R.E. Stratmann, O. Yazyev, A.J. Austin, R. Cammi, C. Pomelli, J.W. Ochterski, P.Y. Ayala, K. Morokuma, G.A. Voth, P. Salvador, J.J. Dannenberg, V.G. Zakrzewski, S. Dapprich, A.D. Daniels, M.C. Strain, O. Farkas, D.K. Malick, A.D. Rabuck, K. Raghavachari, J.B. Foresman, J.V. Ortiz, Q. Cui, A.G. Baboul, S. Clifford, J. Cioslowski, B.B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R.L. Martin, D.J. Fox, T. Keith, M.A. AlLaham, C.Y. Peng, A. Nanayakkara, M. Challacombe, P.M. W. Gill, B. Johnson, W. Chen, M.W. Wong, C. Gonzalez, J.A. Pople
    • (2004) Gaussian 03 (RevisionC.02)
    • Frisch, M.J.1    Trucks, G.W.2    Schlegel, H.B.3    Scuseria, G.E.4    Robb, M.A.5
  • 42
    • 78650111171 scopus 로고    scopus 로고
    • Bodipy dyes with tunable redox potentials and functional groups for further tethering: Preparation, electrochemical, and spectroscopic characterization
    • K. Krumova, and G. Cosa Bodipy dyes with tunable redox potentials and functional groups for further tethering: preparation, electrochemical, and spectroscopic characterization Journal of the American Chemical Society 132 2010 17560 17569
    • (2010) Journal of the American Chemical Society , vol.132 , pp. 17560-17569
    • Krumova, K.1    Cosa, G.2
  • 43
    • 33847264426 scopus 로고    scopus 로고
    • Design and synthesis of a BODIPY-a-tocopherol adduct for use as an off/on fluorescent antioxidant indicator
    • P. Oleynik, Y. Ishihara, and G. Cosa Design and synthesis of a BODIPY-a-tocopherol adduct for use as an off/on fluorescent antioxidant indicator Journal of the American Chemical Society 129 2007 1842 1843
    • (2007) Journal of the American Chemical Society , vol.129 , pp. 1842-1843
    • Oleynik, P.1    Ishihara, Y.2    Cosa, G.3
  • 47
    • 0142231517 scopus 로고    scopus 로고
    • Structural changes accompanying intramolecular electron transfer: Focus on twisted intramolecular charge-transfer states and structures
    • Z.R. Grabowski, K. Rotkiewicz, and W. Rettig Structural changes accompanying intramolecular electron transfer: focus on twisted intramolecular charge-transfer states and structures Chemical Review 103 2003 3899 4031
    • (2003) Chemical Review , vol.103 , pp. 3899-4031
    • Grabowski, Z.R.1    Rotkiewicz, K.2    Rettig, W.3


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