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Volumn 117, Issue 30, 2013, Pages 9050-9055

Photosensitizer that selectively generates singlet oxygen in nonpolar environments: Photophysical mechanism and efficiency for a covalent BODIPY dimer

Author keywords

[No Author keywords available]

Indexed keywords

GROUND STATE PROPERTIES; INTER-SYSTEM CROSSINGS; INTRAMOLECULAR CHARGE TRANSFERS; LASER FLASH PHOTOLYSIS; NON-POLAR SOLVENTS; NONPOLAR ENVIRONMENT; SINGLET OXYGEN GENERATION; TIME-CORRELATED SINGLE PHOTON COUNTING;

EID: 84881228183     PISSN: 15206106     EISSN: 15205207     Source Type: Journal    
DOI: 10.1021/jp405102m     Document Type: Article
Times cited : (87)

References (32)
  • 1
    • 0038322621 scopus 로고    scopus 로고
    • Physical Mechanisms of Generation and Deactivation of Singlet Oxygen
    • Schweitzer, C.; Schmidt, R. Physical Mechanisms of Generation and Deactivation of Singlet Oxygen Chem. Rev. 2003, 103, 1685-1758
    • (2003) Chem. Rev. , vol.103 , pp. 1685-1758
    • Schweitzer, C.1    Schmidt, R.2
  • 2
    • 33947291445 scopus 로고
    • Physical and Chemical Properties of Singlet Molecular Oxygen
    • Kearns, D. R. Physical and Chemical Properties of Singlet Molecular Oxygen Chem. Rev. 1971, 71, 395-427
    • (1971) Chem. Rev. , vol.71 , pp. 395-427
    • Kearns, D.R.1
  • 3
    • 0037564169 scopus 로고    scopus 로고
    • Singlet Oxygen-mediated Damage to Proteins and Its Consequences
    • Davies, M. J. Singlet Oxygen-mediated Damage to Proteins and Its Consequences Biochem. Biophys. Res. Commun. 2003, 305, 761-770
    • (2003) Biochem. Biophys. Res. Commun. , vol.305 , pp. 761-770
    • Davies, M.J.1
  • 4
    • 0002204357 scopus 로고
    • Photosensitized Oxidation and Singlet Oxygen: Consequences in Biological Systems
    • Foote, C. S. Photosensitized Oxidation and Singlet Oxygen: Consequences in Biological Systems Free Radicals Biol. 1976, 2, 85-133
    • (1976) Free Radicals Biol. , vol.2 , pp. 85-133
    • Foote, C.S.1
  • 5
    • 0028927763 scopus 로고
    • Reaction of Singlet Oxygen with 2′-Deoxyguanosine and DNA. Isolation and Characterization of the Main Oxidation Products
    • Ravanat, J.-L.; Cadet, J. Reaction of Singlet Oxygen with 2′-Deoxyguanosine and DNA. Isolation and Characterization of the Main Oxidation Products Chem. Res. Toxicol. 1995, 8, 379-388
    • (1995) Chem. Res. Toxicol. , vol.8 , pp. 379-388
    • Ravanat, J.-L.1    Cadet, J.2
  • 6
    • 0017118879 scopus 로고
    • Identification of Singlet Oxygen as the Cytotoxic Agent in Photo-inactivation of a Murine Tumor
    • Weishaupt, K. R.; Gomer, C. J.; Dougherty, T. J. Identification of Singlet Oxygen as the Cytotoxic Agent in Photo-inactivation of a Murine Tumor Cancer Res. 1976, 36, 2326-2329
    • (1976) Cancer Res. , vol.36 , pp. 2326-2329
    • Weishaupt, K.R.1    Gomer, C.J.2    Dougherty, T.J.3
  • 7
    • 0036838398 scopus 로고    scopus 로고
    • Photosensitized Singlet Oxygen and Its Applications
    • DeRosa, M. C.; Crutchley, R. J. Photosensitized Singlet Oxygen and Its Applications Coord. Chem. Rev. 2002, 233, 351-371
    • (2002) Coord. Chem. Rev. , vol.233 , pp. 351-371
    • Derosa, M.C.1    Crutchley, R.J.2
  • 8
    • 77952496220 scopus 로고    scopus 로고
    • Activatable Photosensitizers for Imaging and Therapy
    • Lovell, J. F.; Liu, T. W. B.; Chen, J.; Zheng, G. Activatable Photosensitizers for Imaging and Therapy Chem. Rev. 2010, 110, 2839-2857
    • (2010) Chem. Rev. , vol.110 , pp. 2839-2857
    • Lovell, J.F.1    Liu, T.W.B.2    Chen, J.3    Zheng, G.4
  • 10
    • 38349193692 scopus 로고    scopus 로고
    • Selective Photoinactivation of Protein Function Through Environment-sensitive Switching of Singlet Oxygen Generation by Photosensitizer
    • Yogo, T.; Urano, Y.; Mizushima, A.; Sunahara, H.; Inoue, T.; Hirose, K.; Iino, M.; Kikuchi, K.; Nagano, T. Selective Photoinactivation of Protein Function Through Environment-sensitive Switching of Singlet Oxygen Generation by Photosensitizer Proc. Natl. Acad. Sci. U.S.A. 2008, 105, 28-32
    • (2008) Proc. Natl. Acad. Sci. U.S.A. , vol.105 , pp. 28-32
    • Yogo, T.1    Urano, Y.2    Mizushima, A.3    Sunahara, H.4    Inoue, T.5    Hirose, K.6    Iino, M.7    Kikuchi, K.8    Nagano, T.9
  • 11
    • 11944260641 scopus 로고
    • Photosensitizers of the Porphyrin and Phthalocyanine Series for Photodynamic Therapy
    • Bonnett, R. Photosensitizers of the Porphyrin and Phthalocyanine Series for Photodynamic Therapy Chem. Soc. Rev. 1995, 24, 19-33
    • (1995) Chem. Soc. Rev. , vol.24 , pp. 19-33
    • Bonnett, R.1
  • 12
    • 40849107127 scopus 로고    scopus 로고
    • The Chemistry of Fluorescent Bodipy Dyes: Versatility Unsurpassed
    • Ulrich, G.; Ziessel, R.; Harriman, A. The Chemistry of Fluorescent Bodipy Dyes: Versatility Unsurpassed Angew. Chem., Int. Ed. 2007, 47, 1184-1201
    • (2007) Angew. Chem., Int. Ed. , vol.47 , pp. 1184-1201
    • Ulrich, G.1    Ziessel, R.2    Harriman, A.3
  • 13
    • 36849053388 scopus 로고    scopus 로고
    • BODIPY Dyes and Their Derivatives: Syntheses and Spectroscopic Properties
    • Loudet, A.; Burgess, K. BODIPY Dyes and Their Derivatives: Syntheses and Spectroscopic Properties Chem. Rev. 2008, 107, 4891-4932
    • (2008) Chem. Rev. , vol.107 , pp. 4891-4932
    • Loudet, A.1    Burgess, K.2
  • 16
    • 70349459754 scopus 로고    scopus 로고
    • β-Formyl-BODIPYs from the Vilsmeier-Haack Reaction
    • Jiao, L.; Yu, C.; Li, J.; Wang, Z.; Wu, M.; Hao, E. β-Formyl-BODIPYs from the Vilsmeier-Haack Reaction J. Org. Chem. 2009, 74, 7525-7528
    • (2009) J. Org. Chem. , vol.74 , pp. 7525-7528
    • Jiao, L.1    Yu, C.2    Li, J.3    Wang, Z.4    Wu, M.5    Hao, E.6
  • 18
    • 84868124530 scopus 로고    scopus 로고
    • Boron Dipyrromethene (BODIPY)-Based Photosensitizers for Photodynamic therapy
    • Awuah, S. G.; You, Y. Boron Dipyrromethene (BODIPY)-Based Photosensitizers for Photodynamic therapy RSC Adv. 2012, 2, 11169-11183
    • (2012) RSC Adv. , vol.2 , pp. 11169-11183
    • Awuah, S.G.1    You, Y.2
  • 20
    • 84877697507 scopus 로고    scopus 로고
    • Singlet Oxygen Generation and Triplet Excited State Spectra of Brominated BODIPY
    • Zhang, X.-F.; Yang, X. Singlet Oxygen Generation and Triplet Excited State Spectra of Brominated BODIPY J. Phys. Chem. B 2013, 117, 5533-5539
    • (2013) J. Phys. Chem. B , vol.117 , pp. 5533-5539
    • Zhang, X.-F.1    Yang, X.2
  • 22
    • 84861615160 scopus 로고    scopus 로고
    • Modulating the Singlet Oxygen Generation Property of meso-Directly Linked BODIPY Dimers
    • Pang, W.; Zhang, X.-F.; Zhou, J.; Yu, C.; Hao, E.; Jiao, L. Modulating the Singlet Oxygen Generation Property of meso-Directly Linked BODIPY Dimers Chem. Commun. 2012, 48, 5437-5439
    • (2012) Chem. Commun. , vol.48 , pp. 5437-5439
    • Pang, W.1    Zhang, X.-F.2    Zhou, J.3    Yu, C.4    Hao, E.5    Jiao, L.6
  • 23
    • 84862105855 scopus 로고    scopus 로고
    • Heavy Atom Free Singlet Oxygen Generation: Doubly Substituted Configurations Dominate S1 States of Bis-BODIPYs
    • Duman, S.; Cakmak, Y.; Kolemen, S.; Akkaya, E. U.; Dede, Y. Heavy Atom Free Singlet Oxygen Generation: Doubly Substituted Configurations Dominate S1 States of Bis-BODIPYs J. Org. Chem. 2012, 77, 4516-4527
    • (2012) J. Org. Chem. , vol.77 , pp. 4516-4527
    • Duman, S.1    Cakmak, Y.2    Kolemen, S.3    Akkaya, E.U.4    Dede, Y.5
  • 24
    • 77949817244 scopus 로고    scopus 로고
    • Cofacial Boron Dipyrromethene (Bodipy) Dimers: Synthesis, Charge Delocalization, and Exciton Coupling
    • Benniston, A. C.; Copley, G.; Harriman, A.; Howgego, D.; Harrington, R. W.; Clegg, W. Cofacial Boron Dipyrromethene (Bodipy) Dimers: Synthesis, Charge Delocalization, and Exciton Coupling J. Org. Chem. 2010, 75, 2018-2027
    • (2010) J. Org. Chem. , vol.75 , pp. 2018-2027
    • Benniston, A.C.1    Copley, G.2    Harriman, A.3    Howgego, D.4    Harrington, R.W.5    Clegg, W.6
  • 25
    • 29244444522 scopus 로고    scopus 로고
    • Fluorescence Probes Used for Detection of Reactive Oxygen Species
    • Gomes, A.; Fernandes, E.; Lima, J. L. F. C. Fluorescence Probes Used for Detection of Reactive Oxygen Species J. Biochem. Biophys. Methods 2005, 65, 45-80
    • (2005) J. Biochem. Biophys. Methods , vol.65 , pp. 45-80
    • Gomes, A.1    Fernandes, E.2    Lima, J.L.F.C.3
  • 26
    • 80455127376 scopus 로고    scopus 로고
    • Intramolecular Excimer Formation for Covalently Linked Boron Dipyrromethene Dyes
    • Alamiry, M. A. H.; Benniston, A. C.; Copley, G.; Harriman, A.; Howgego, D. Intramolecular Excimer Formation for Covalently Linked Boron Dipyrromethene Dyes J. Phys. Chem. A 2011, 115, 12111-12119
    • (2011) J. Phys. Chem. A , vol.115 , pp. 12111-12119
    • Alamiry, M.A.H.1    Benniston, A.C.2    Copley, G.3    Harriman, A.4    Howgego, D.5
  • 27
    • 0036407325 scopus 로고    scopus 로고
    • Charge-Transfer States in Strongly Coupled Phthalocyanine Fullerene Ensembles
    • Guldi, D. M.; Gouloumis, A.; Vazquez, P.; Torres, T. Charge-Transfer States in Strongly Coupled Phthalocyanine Fullerene Ensembles Chem. Commun. 2002, 2002, 2056-2057
    • (2002) Chem. Commun. , vol.2002 , pp. 2056-2057
    • Guldi, D.M.1    Gouloumis, A.2    Vazquez, P.3    Torres, T.4
  • 28
    • 84880066209 scopus 로고
    • Electron-transfer and Complex Fin the Excited State
    • Weller, A. Electron-transfer and Complex Fin the Excited State Pure Appl. Chem. 1968, 16, 115-123
    • (1968) Pure Appl. Chem. , vol.16 , pp. 115-123
    • Weller, A.1
  • 29
    • 84055217260 scopus 로고    scopus 로고
    • Regioselective Stepwise Bromination of Boron Dipyrromethene
    • Jiao, L.; Pang, W.; Zhou, J.; Wei, Y.; Mu, X.; Bai, G.; Hao, E. Regioselective Stepwise Bromination of Boron Dipyrromethene J. Org. Chem. 2011, 76, 9988-9996
    • (2011) J. Org. Chem. , vol.76 , pp. 9988-9996
    • Jiao, L.1    Pang, W.2    Zhou, J.3    Wei, Y.4    Mu, X.5    Bai, G.6    Hao, E.7
  • 30
    • 0001433022 scopus 로고    scopus 로고
    • Fluorescence Quantum Yields and Their Relation to Lifetimes of Rhodamine 6G and Fluorescein in Nine Solvents: Improved Absolute Standards for Quantum Yields
    • Magde, D.; Wong, R.; Seybold, P. G. Fluorescence Quantum Yields and Their Relation to Lifetimes of Rhodamine 6G and Fluorescein in Nine Solvents: Improved Absolute Standards for Quantum Yields Photochem. Photobiol. 2002, 75, 327-334
    • (2002) Photochem. Photobiol. , vol.75 , pp. 327-334
    • Magde, D.1    Wong, R.2    Seybold, P.G.3
  • 31
    • 84912780206 scopus 로고
    • Triplet-Triplet Absorption Spectra of Organic Molecules in Condensed Phases
    • Carmichael, I.; Hug, G. L. Triplet-Triplet Absorption Spectra of Organic Molecules in Condensed Phases J. Phys. Chem. Ref. Data 1986, 15, 1-250
    • (1986) J. Phys. Chem. Ref. Data , vol.15 , pp. 1-250
    • Carmichael, I.1    Hug, G.L.2
  • 32
    • 0001406781 scopus 로고
    • Quantum Yield of Singlet Molecular Oxygen Sensitization by Copper(II) Tetracarboxyphthalocy Anine
    • Lagorio, M. G.; Dicelio, L. E.; Roman, E. A. S.; Braslavsky, S. E. Quantum Yield of Singlet Molecular Oxygen Sensitization by Copper(II) Tetracarboxyphthalocy Anine J. Photochem. Photobiol., B 1989, 3, 615-624
    • (1989) J. Photochem. Photobiol., B , vol.3 , pp. 615-624
    • Lagorio, M.G.1    Dicelio, L.E.2    Roman, E.A.S.3    Braslavsky, S.E.4


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