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Volumn 100, Issue 1, 2014, Pages 118-126

A fluorescence turn-on and colorimetric probe based on a diketopyrrolopyrrole-tellurophene conjugate for efficient detection of hydrogen peroxide and glutathione

Author keywords

Colorimetric sensor; Diketopyrrolopyrrole; Fluorescent chemosensor; Glutathione; Hydrogen peroxide; Tellurophene

Indexed keywords

COLORIMETRIC SENSORS; DIKETOPYRROLOPYRROLES; FLUORESCENT CHEMOSENSOR; GLUTATHIONES; TELLUROPHENE;

EID: 84884379514     PISSN: 01437208     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.dyepig.2013.09.001     Document Type: Article
Times cited : (37)

References (51)
  • 1
    • 0028798434 scopus 로고
    • Oxidative mechanisms in the toxicity of metal ions
    • S.J. Stohs, and D. Bagchi Oxidative mechanisms in the toxicity of metal ions Free Radic Biol Med 18 1995 321 336
    • (1995) Free Radic Biol Med , vol.18 , pp. 321-336
    • Stohs, S.J.1    Bagchi, D.2
  • 3
    • 33745265207 scopus 로고    scopus 로고
    • Reactive oxygen species: Role in the development of cancer and various chronic conditions
    • G. Waris, and H. Ahsan Reactive oxygen species: role in the development of cancer and various chronic conditions J Carcinog 5 2006 1 8
    • (2006) J Carcinog , vol.5 , pp. 1-8
    • Waris, G.1    Ahsan, H.2
  • 4
    • 80054879885 scopus 로고    scopus 로고
    • Fluorescent and luminescent probes for detection of reactive oxygen and nitrogen species
    • X. Chen, X. Tian, I. Shin, and J. Yoona Fluorescent and luminescent probes for detection of reactive oxygen and nitrogen species Chem Soc Rev 40 2011 4783 4804
    • (2011) Chem Soc Rev , vol.40 , pp. 4783-4804
    • Chen, X.1    Tian, X.2    Shin, I.3    Yoona, J.4
  • 6
    • 0034626735 scopus 로고    scopus 로고
    • Oxidants, oxidative stress and the biology of ageing
    • T. Finkel, and N.J. Holbrook Oxidants, oxidative stress and the biology of ageing Nature 408 2000 239 247
    • (2000) Nature , vol.408 , pp. 239-247
    • Finkel, T.1    Holbrook, N.J.2
  • 7
    • 33745631769 scopus 로고    scopus 로고
    • 2, a necessary evil for cell signaling
    • 2, a necessary evil for cell signaling Science 312 2006 882 883
    • (2006) Science , vol.312 , pp. 882-883
    • Rhee, S.G.1
  • 8
    • 34648813720 scopus 로고    scopus 로고
    • ROS as signalling molecules: Mechanisms that generate specificity in ROS homeostasis
    • DOI 10.1038/nrm2256, PII NRM2256
    • B. D'Autreaux, and M.B. Toledano ROS as signalling molecules: mechanisms that generate specificity in ROS homeostasis Nat Rev Mol Cell Biol 8 2007 813 824 (Pubitemid 47462134)
    • (2007) Nature Reviews Molecular Cell Biology , vol.8 , Issue.10 , pp. 813-824
    • D'Autreaux, B.1    Toledano, M.B.2
  • 9
    • 0035131144 scopus 로고    scopus 로고
    • Role of the glutathione/glutaredoxin and thioredoxin systems in yeast growth and response to stress conditions
    • DOI 10.1046/j.1365-2958.2001.02283.x
    • C.M. Grant Role of the glutathione/glutaredoxin and thioredoxin systems in yeast growth and response to stress conditions Mol Microbiol 39 2001 533 541 (Pubitemid 32158135)
    • (2001) Molecular Microbiology , vol.39 , Issue.3 , pp. 533-541
    • Grant, C.M.1
  • 10
    • 76049083966 scopus 로고    scopus 로고
    • Reactive oxygen species, cellular redox systems and apoptosis
    • M.L. Circu, and T.Y. Aw Reactive oxygen species, cellular redox systems and apoptosis Free Radic Biol Med 48 2010 749 762
    • (2010) Free Radic Biol Med , vol.48 , pp. 749-762
    • Circu, M.L.1    Aw, T.Y.2
  • 11
    • 33947616645 scopus 로고    scopus 로고
    • A fluorescent sensor for imaging reversible redox cycles in living cells
    • DOI 10.1021/ja0668973
    • E.W. Miller, S.X. Bian, and C.J. Chang A fluorescent sensor for imaging reversible redox cycles in living cells J Am Chem Soc 129 2007 3458 3459 (Pubitemid 46502680)
    • (2007) Journal of the American Chemical Society , vol.129 , Issue.12 , pp. 3458-3459
    • Miller, E.W.1    Bian, S.X.2    Chang, C.J.3
  • 12
    • 84855487623 scopus 로고    scopus 로고
    • New rhodamine nitroxide based fluorescent probes for intracellular hydroxyl radical identification in living cells
    • N.B. Yapici, S. Jockusch, A. Moscatelli, S.R. Mandalapu, Y. Itagaki, and D.K. Bates New rhodamine nitroxide based fluorescent probes for intracellular hydroxyl radical identification in living cells Org Lett 14 2012 50 53
    • (2012) Org Lett , vol.14 , pp. 50-53
    • Yapici, N.B.1    Jockusch, S.2    Moscatelli, A.3    Mandalapu, S.R.4    Itagaki, Y.5    Bates, D.K.6
  • 13
    • 79957833451 scopus 로고    scopus 로고
    • A dendrimer-based platform for simultaneous dual fluorescence imaging of hydrogen peroxide and pH gradients produced in living cells
    • D. Srikun, A.E. Albersa, and C.J. Chang A dendrimer-based platform for simultaneous dual fluorescence imaging of hydrogen peroxide and pH gradients produced in living cells Chem Sci 98 2011 1156 1165
    • (2011) Chem Sci , vol.98 , pp. 1156-1165
    • Srikun, D.1    Albersa, A.E.2    Chang, C.J.3
  • 14
    • 77957675685 scopus 로고    scopus 로고
    • Lanthanide-based luminescent probes for selective time-gated detection of hydrogen peroxide in water and in living cells
    • A.R. Lippert, T. Gschneidtner, and C.J. Chang Lanthanide-based luminescent probes for selective time-gated detection of hydrogen peroxide in water and in living cells Chem Commun 46 2010 7510 7512
    • (2010) Chem Commun , vol.46 , pp. 7510-7512
    • Lippert, A.R.1    Gschneidtner, T.2    Chang, C.J.3
  • 16
    • 84879364681 scopus 로고    scopus 로고
    • Preparation and use of MitoPY1 for imaging hydrogen peroxide in mitochondria of live cells
    • B.C. Dickinson, V.S. Lin, and C.J. Chang Preparation and use of MitoPY1 for imaging hydrogen peroxide in mitochondria of live cells Nat Protoc 8 2013 1249 1259
    • (2013) Nat Protoc , vol.8 , pp. 1249-1259
    • Dickinson, B.C.1    Lin, V.S.2    Chang, C.J.3
  • 17
    • 84873956174 scopus 로고    scopus 로고
    • Rapid detection of hydrogen peroxide based on aggregation induced ratiometric fluorescence change
    • G. Li, D. Zhu, Q. Liu, L. Xue, and H. Jiang Rapid detection of hydrogen peroxide based on aggregation induced ratiometric fluorescence change Org Lett 15 2013 924 927
    • (2013) Org Lett , vol.15 , pp. 924-927
    • Li, G.1    Zhu, D.2    Liu, Q.3    Xue, L.4    Jiang, H.5
  • 18
    • 84857776863 scopus 로고    scopus 로고
    • A reversible near-infrared fluorescence probe for reactive oxygen species based on Te-rhodamine
    • Y. Koide, M. Kawaguchi, Y. Urano, K. Hanaoka, T. Komatsu, and M. Abo A reversible near-infrared fluorescence probe for reactive oxygen species based on Te-rhodamine Chem Commun 48 2012 3091 3093
    • (2012) Chem Commun , vol.48 , pp. 3091-3093
    • Koide, Y.1    Kawaguchi, M.2    Urano, Y.3    Hanaoka, K.4    Komatsu, T.5    Abo, M.6
  • 19
    • 84878248044 scopus 로고    scopus 로고
    • Reversible near-infrared fluorescent probe introducing tellurium to mimetic glutathione peroxidase for monitoring the redox cycles between peroxynitrite and glutathione in vivo
    • Y. Fabiao, L. Peng, W. Bingshuai, and H. Keli Reversible near-infrared fluorescent probe introducing tellurium to mimetic glutathione peroxidase for monitoring the redox cycles between peroxynitrite and glutathione in vivo J Am Chem Soc 135 2013 7674 7680
    • (2013) J Am Chem Soc , vol.135 , pp. 7674-7680
    • Fabiao, Y.1    Peng, L.2    Bingshuai, W.3    Keli, H.4
  • 20
    • 78149302456 scopus 로고    scopus 로고
    • Formation of diaryl telluroxides and tellurones by photosensitized oxygenation of diaryl tellurides
    • M. Oba, Y. Okada, M. Endo, K. Tanaka, K. Nishiyama, and S. Shimada Formation of diaryl telluroxides and tellurones by photosensitized oxygenation of diaryl tellurides Inorg Chem 49 2010 10680 10686
    • (2010) Inorg Chem , vol.49 , pp. 10680-10686
    • Oba, M.1    Okada, Y.2    Endo, M.3    Tanaka, K.4    Nishiyama, K.5    Shimada, S.6
  • 22
    • 33846269194 scopus 로고    scopus 로고
    • Some aspects of organic pigments
    • Z. Hao, and A. Iqbal Some aspects of organic pigments Chem Soc Rev 26 1997 203 213
    • (1997) Chem Soc Rev , vol.26 , pp. 203-213
    • Hao, Z.1    Iqbal, A.2
  • 23
    • 84870198765 scopus 로고    scopus 로고
    • High mobility thiazole-diketopyrrolopyrrole copolymer semiconductors for high performance field-effect transistors and photovoltaic devices
    • S. Subramaniyan, F.S. Kim, G. Ren, H. Li, and S.A. Jenekhe High mobility thiazole-diketopyrrolopyrrole copolymer semiconductors for high performance field-effect transistors and photovoltaic devices Macromolecules 45 2012 9029 9037
    • (2012) Macromolecules , vol.45 , pp. 9029-9037
    • Subramaniyan, S.1    Kim, F.S.2    Ren, G.3    Li, H.4    Jenekhe, S.A.5
  • 24
    • 84878821363 scopus 로고    scopus 로고
    • High mobility diketopyrrolopyrrole (DPP)-based organic semiconductor materials for organic thin film transistors and photovoltaics
    • Y. Li, P. Sonar, L. Murphya, and W. Honga High mobility diketopyrrolopyrrole (DPP)-based organic semiconductor materials for organic thin film transistors and photovoltaics Energy Environ Sci 6 2013 1684 1710
    • (2013) Energy Environ Sci , vol.6 , pp. 1684-1710
    • Li, Y.1    Sonar, P.2    Murphya, L.3    Honga, W.4
  • 25
    • 79960054923 scopus 로고    scopus 로고
    • -1 hole mobility in thin-film transistors
    • -1 hole mobility in thin-film transistors J Am Chem Soc 133 2011 10364 10367
    • (2011) J Am Chem Soc , vol.133 , pp. 10364-10367
    • Ha, J.S.1    Kim, K.H.2    Choi, D.H.3
  • 26
    • 84873141998 scopus 로고    scopus 로고
    • Recent advances in the development of semiconducting DPP-containing polymers for transistor applications
    • C.B. Nielsen, M. Turbiez, and I. McCulloch Recent advances in the development of semiconducting DPP-containing polymers for transistor applications Adv Mater 25 2013 1859 1880
    • (2013) Adv Mater , vol.25 , pp. 1859-1880
    • Nielsen, C.B.1    Turbiez, M.2    McCulloch, I.3
  • 27
    • 84857729602 scopus 로고    scopus 로고
    • Diketopyrrolopyrrole (DPP)-based materials for organic photovoltaics
    • S. Qu, and H. Tian Diketopyrrolopyrrole (DPP)-based materials for organic photovoltaics Chem Commun 48 2012 3039 3051
    • (2012) Chem Commun , vol.48 , pp. 3039-3051
    • Qu, S.1    Tian, H.2
  • 30
    • 77955165924 scopus 로고    scopus 로고
    • Colorimetric and ratiometric red fluorescent chemosensor for fluoride ion based on diketopyrrolopyrrole
    • Y. Qu, J. Hua, and H. Tian Colorimetric and ratiometric red fluorescent chemosensor for fluoride ion based on diketopyrrolopyrrole Org Lett 12 2010 3320 3323
    • (2010) Org Lett , vol.12 , pp. 3320-3323
    • Qu, Y.1    Hua, J.2    Tian, H.3
  • 31
    • 84867076606 scopus 로고    scopus 로고
    • A red-emission diketopyrrolopyrrole-based fluoride ion chemosensor with high contrast ratio working in a dual mode: Solvent-dependent ratiometric and "turn on" pathways
    • Y. Qu, S. Qu, L. Yang, J. Hua, and D. Qu A red-emission diketopyrrolopyrrole-based fluoride ion chemosensor with high contrast ratio working in a dual mode: solvent-dependent ratiometric and "turn on" pathways Sens Actuators B Chem 173 2012 225 233
    • (2012) Sens Actuators B Chem , vol.173 , pp. 225-233
    • Qu, Y.1    Qu, S.2    Yang, L.3    Hua, J.4    Qu, D.5
  • 32
    • 84862550077 scopus 로고    scopus 로고
    • A diketopyrrolopyrrole-based colorimetric and fluorescent probe for cyanide detection
    • Y.H. Jeong, C.H. Lee, and W.D. Jang A diketopyrrolopyrrole-based colorimetric and fluorescent probe for cyanide detection Chem Asian J 7 2012 1562 1566
    • (2012) Chem Asian J , vol.7 , pp. 1562-1566
    • Jeong, Y.H.1    Lee, C.H.2    Jang, W.D.3
  • 33
    • 81055123737 scopus 로고    scopus 로고
    • Colorimetric and ratiometric fluorescent chemosensor based on diketopyrrolopyrrole for selective detection of thiols: An experimental and theoretical study
    • L. Deng, W. Wu, H. Guo, J. Zhao, S. Ji, and X. Zhang Colorimetric and ratiometric fluorescent chemosensor based on diketopyrrolopyrrole for selective detection of thiols: an experimental and theoretical study J Org Chem 76 2011 9294 9304
    • (2011) J Org Chem , vol.76 , pp. 9294-9304
    • Deng, L.1    Wu, W.2    Guo, H.3    Zhao, J.4    Ji, S.5    Zhang, X.6
  • 34
    • 76449111789 scopus 로고    scopus 로고
    • Synthesis of highly fluorescent diketopyrrolopyrrole derivative and two-step response of fluorescence to acid
    • T. Yamagata, J. Kuwabara, and T. Kanbara Synthesis of highly fluorescent diketopyrrolopyrrole derivative and two-step response of fluorescence to acid Tetrahedron Lett 51 2010 1596 1599
    • (2010) Tetrahedron Lett , vol.51 , pp. 1596-1599
    • Yamagata, T.1    Kuwabara, J.2    Kanbara, T.3
  • 35
    • 84875384814 scopus 로고    scopus 로고
    • A new diketopyrrolopyrrole (DPP) derivative bearing boronate group as fluorescent probe for fluoride ion
    • G. Zhang, S. Bi, L. Song, F. Wang, J. Yu, and L. Wang A new diketopyrrolopyrrole (DPP) derivative bearing boronate group as fluorescent probe for fluoride ion Dye Pigment 98 2013 232 237
    • (2013) Dye Pigment , vol.98 , pp. 232-237
    • Zhang, G.1    Bi, S.2    Song, L.3    Wang, F.4    Yu, J.5    Wang, L.6
  • 36
    • 84879401781 scopus 로고    scopus 로고
    • Functionalized two-photon absorbing diketopyrrolopyrrole-based fluorophores for living cells. Fluorescent microscopy
    • H. Ftouni, F. Bolze, Hde Rocquigny, and J.F. Nicoud Functionalized two-photon absorbing diketopyrrolopyrrole-based fluorophores for living cells. Fluorescent microscopy Bioconjug Chem 24 2013 942 950
    • (2013) Bioconjug Chem , vol.24 , pp. 942-950
    • Ftouni, H.1    Bolze, F.2    Rocquigny, H.3    Nicoud, J.F.4
  • 37
    • 84871884326 scopus 로고    scopus 로고
    • Water-soluble diketopyrrolopyrrole derivatives for two-photon excited fluorescence microscopy
    • H. Ftouni, F. Bolze, and J.F. Nicoud Water-soluble diketopyrrolopyrrole derivatives for two-photon excited fluorescence microscopy Dye Pigment 97 2013 77 83
    • (2013) Dye Pigment , vol.97 , pp. 77-83
    • Ftouni, H.1    Bolze, F.2    Nicoud, J.F.3
  • 38
    • 84864115806 scopus 로고    scopus 로고
    • Theoretical study of chemosensor for fluoride anion and optical properties of the derivatives of diketopyrrolopyrrole
    • R. Jin Theoretical study of chemosensor for fluoride anion and optical properties of the derivatives of diketopyrrolopyrrole Theor Chem Accounts Theor Comput Model Theor Chim Acta 131 2012 1 10
    • (2012) Theor Chem Accounts Theor Comput Model Theor Chim Acta , vol.131 , pp. 1-10
    • Jin, R.1
  • 39
    • 79960861108 scopus 로고    scopus 로고
    • Synthesis of diketopyrrolopyrrole-containing conjugated polyelectrolytes for naked-eye detection of DNA
    • S. Lin, S. Liu, H. Zou, W. Zeng, L. Wang, and R. Beuerman Synthesis of diketopyrrolopyrrole-containing conjugated polyelectrolytes for naked-eye detection of DNA J Poly Sci Part A - Poly Chem 49 2011 3882 3889
    • (2011) J Poly Sci Part A - Poly Chem , vol.49 , pp. 3882-3889
    • Lin, S.1    Liu, S.2    Zou, H.3    Zeng, W.4    Wang, L.5    Beuerman, R.6
  • 40
    • 80051746250 scopus 로고    scopus 로고
    • Water-soluble conjugated polymers for amplified fluorescence detection of template-independent DNA elongation catalyzed by polymerase
    • F. He, L. Liu, and L. Li Water-soluble conjugated polymers for amplified fluorescence detection of template-independent DNA elongation catalyzed by polymerase Adv Funct Mater 21 2011 3143 3149
    • (2011) Adv Funct Mater , vol.21 , pp. 3143-3149
    • He, F.1    Liu, L.2    Li, L.3
  • 41
    • 84859244112 scopus 로고    scopus 로고
    • Synthesis and applications of novel low bandgap star-burst molecules containing a triphenylamine core and dialkylated diketopyrrolopyrrole arms for organic photovoltaics
    • D. Sahu, C.H. Tsai, H.Y. Wei, K.C. Ho, F.C. Chang, and C.W. Chu Synthesis and applications of novel low bandgap star-burst molecules containing a triphenylamine core and dialkylated diketopyrrolopyrrole arms for organic photovoltaics J Mater Chem 22 2012 7945 7953
    • (2012) J Mater Chem , vol.22 , pp. 7945-7953
    • Sahu, D.1    Tsai, C.H.2    Wei, H.Y.3    Ho, K.C.4    Chang, F.C.5    Chu, C.W.6
  • 42
    • 0347680339 scopus 로고
    • A convenient synthesis of tellurophene
    • T.J. Barton, and R.W. Roth A convenient synthesis of tellurophene J Organomet Chem 39 1972 C66 C88
    • (1972) J Organomet Chem , vol.39
    • Barton, T.J.1    Roth, R.W.2
  • 43
    • 70449371818 scopus 로고    scopus 로고
    • Synthesis and stille cross-coupling reactions of 2-(tributylstannyl)- and 2,5-bis(trimethylstannyl)tellurophene
    • D.P. Sweat, and C.E. Stephens Synthesis and stille cross-coupling reactions of 2-(tributylstannyl)- and 2,5-bis(trimethylstannyl)tellurophene Synthesis 19 2009 3214 3218
    • (2009) Synthesis , vol.19 , pp. 3214-3218
    • Sweat, D.P.1    Stephens, C.E.2
  • 44
    • 33746190548 scopus 로고
    • A spectroscopic investigation of the interaction of iodine with aromatic hydrocarbons
    • J.H. Hildebrand, and H.A. Benesi A spectroscopic investigation of the interaction of iodine with aromatic hydrocarbons J Am Chem Soc 71 1949 2703 2707
    • (1949) J Am Chem Soc , vol.71 , pp. 2703-2707
    • Hildebrand, J.H.1    Benesi, H.A.2
  • 45
    • 77649331093 scopus 로고    scopus 로고
    • Development and application of a near-infrared fluorescence probe for oxidative stress based on differential reactivity of linked cyanine dyes
    • D. Oushiki, H. Kojima, T. Terai, M. Arita, K. Hanaoka, and Y. Urano Development and application of a near-infrared fluorescence probe for oxidative stress based on differential reactivity of linked cyanine dyes J Am Chem Soc 132 2010 2795 2801
    • (2010) J Am Chem Soc , vol.132 , pp. 2795-2801
    • Oushiki, D.1    Kojima, H.2    Terai, T.3    Arita, M.4    Hanaoka, K.5    Urano, Y.6
  • 46
    • 34250327419 scopus 로고    scopus 로고
    • Design of a phosphinate-based fluorescent probe for superoxide detection in mouse peritoneal macrophages
    • DOI 10.1002/chem.200600497
    • K. Xu, X. Liu, B. Tang, G. Yang, Y. Yang, and L. An Design of a phosphinate-based fluorescent probe for superoxide detection in mouse peritoneal macrophages Chem Eur J 13 2007 1411 1416 (Pubitemid 46925453)
    • (2007) Chemistry - A European Journal , vol.13 , Issue.5 , pp. 1411-1416
    • Xu, K.1    Liu, X.2    Tang, B.3    Yang, G.4    Yang, Y.5    An, L.6
  • 47
    • 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. Li, G. Zhang, H. Ma, D. Zhang, J. Li, and D. Zhu 4,5-Dimethylthio- 4′-[2-(9-anthryloxy)ethylthio] tetrathiafulvalene, a highly selective and sensitive chemiluminescence probe for singlet oxygen J Am Chem Soc 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
  • 49
    • 79960586391 scopus 로고    scopus 로고
    • A near-IR reversible fluorescent probe modulated by selenium for monitoring peroxynitrite and imaging in living cells
    • F. Yu, P. Li, G. Li, G. Zhao, T. Chu, and K. Han A near-IR reversible fluorescent probe modulated by selenium for monitoring peroxynitrite and imaging in living cells J Am Chem Soc 133 2011 11030 11033
    • (2011) J Am Chem Soc , vol.133 , pp. 11030-11033
    • Yu, F.1    Li, P.2    Li, G.3    Zhao, G.4    Chu, T.5    Han, K.6
  • 50
    • 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 Org Lett 15 2013 878 881
    • (2013) Org Lett , vol.15 , pp. 878-881
    • Liu, S.R.1    Wu, S.P.2


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