메뉴 건너뛰기




Volumn 6, Issue 1, 2007, Pages 71-76

Fluorescent dyes undergoing intramolecular proton transfer with improved sensitivity to surface charge in lipid bilayers

Author keywords

[No Author keywords available]

Indexed keywords

FLUORESCENT DYE; SOLVENT;

EID: 33845980236     PISSN: 1474905X     EISSN: 14749092     Source Type: Journal    
DOI: 10.1039/b611699j     Document Type: Article
Times cited : (36)

References (39)
  • 1
    • 0000579491 scopus 로고
    • Excited state proton-transfer spectroscopy of 3-hydroxyflavone and quercetin
    • P. K. Sengupta M. Kasha Excited state proton-transfer spectroscopy of 3-hydroxyflavone and quercetin Chem. Phys. Lett. 1979 68 382-391.
    • (1979) Chem. Phys. Lett. , vol.68 , pp. 382-391
    • Sengupta, P.K.1    Kasha, M.2
  • 2
    • 0037208160 scopus 로고    scopus 로고
    • Multiparametric probing of intermolecular interactions with fluorescent dye exhibiting excited state intramolecular proton transfer
    • A. S. Klymchenko A. P. Demchenko Multiparametric probing of intermolecular interactions with fluorescent dye exhibiting excited state intramolecular proton transfer Phys. Chem. Chem. Phys. 2003 5 461-468.
    • (2003) Phys. Chem. Chem. Phys. , vol.5 , pp. 461-468
    • Klymchenko, A.S.1    Demchenko, A.P.2
  • 3
    • 0037031232 scopus 로고    scopus 로고
    • Ultrasensitive fluorescent probe for the hydrophobic range of solvent polarities
    • S. Ercelen A. S. Klymchenko A. P. Demchenko Ultrasensitive fluorescent probe for the hydrophobic range of solvent polarities Anal. Chim. Acta 2002 464 273-287.
    • (2002) Anal. Chim. Acta , vol.464 , pp. 273-287
    • Ercelen, S.1    Klymchenko, A.S.2    Demchenko, A.P.3
  • 4
    • 0032983193 scopus 로고    scopus 로고
    • Solvatochromogenic flavone dyes for the detection of water in acetone
    • W. Liu Y. Wang W. Jin G. Shen R. Yu Solvatochromogenic flavone dyes for the detection of water in acetone Anal. Chim. Acta 1999 383 299-307.
    • (1999) Anal. Chim. Acta , vol.383 , pp. 299-307
    • Liu, W.1    Wang, Y.2    Jin, W.3    Shen, G.4    Yu, R.5
  • 6
    • 0037120911 scopus 로고    scopus 로고
    • Electrochromic modulation of excited-state intramolecular proton transfer: The new principle in design of fluorescence sensors
    • A. S. Klymchenko A. P. Demchenko Electrochromic modulation of excited-state intramolecular proton transfer: The new principle in design of fluorescence sensors J. Am. Chem. Soc. 2002 124 12372-12379.
    • (2002) J. Am. Chem. Soc. , vol.124 , pp. 12372-12379
    • Klymchenko, A.S.1    Demchenko, A.P.2
  • 7
    • 0141817700 scopus 로고    scopus 로고
    • Ultrasensitive two-color fluorescence probes for dipole potential in phospholipid membranes
    • A. S. Klymchenko G. Duportail Y. Mély A. P. Demchenko Ultrasensitive two-color fluorescence probes for dipole potential in phospholipid membranes Proc. Natl. Acad. Sci. U. S. A. 2003 100 11219-11224.
    • (2003) Proc. Natl. Acad. Sci. U. S. A. , vol.100 , pp. 11219-11224
    • Klymchenko, A.S.1    Duportail, G.2    Mély, Y.3    Demchenko, A.P.4
  • 8
    • 0028481269 scopus 로고
    • Synthesis and characterization of wavelength-shifting monomers and polymers based on 3-hydroxyflavone
    • J. R. Dharia K. F. Johnson J. B. Schlenoff Synthesis and characterization of wavelength-shifting monomers and polymers based on 3-hydroxyflavone Macromolecules 1994 27 5167-5172.
    • (1994) Macromolecules , vol.27 , pp. 5167-5172
    • Dharia, J.R.1    Johnson, K.F.2    Schlenoff, J.B.3
  • 9
    • 0000186835 scopus 로고    scopus 로고
    • Excited-state intramolecular proton transfer (ESIPT) and charge transfer (CT) fluorescence probe for model membranes
    • S. M. Dennison J. Guharay P. K. Sengupta Excited-state intramolecular proton transfer (ESIPT) and charge transfer (CT) fluorescence probe for model membranes Spectrochim. Acta, Part A 1999 55 1127-1132.
    • (1999) Spectrochim. Acta, Part A , vol.55 , pp. 1127-1132
    • Dennison, S.M.1    Guharay, J.2    Sengupta, P.K.3
  • 10
    • 0037162573 scopus 로고    scopus 로고
    • Probing AOT reverse micelles with two-color fluorescence dyes based on 3-hydroxychromone
    • A. S. Klymchenko A. P. Demchenko Probing AOT reverse micelles with two-color fluorescence dyes based on 3-hydroxychromone Langmuir 2002 18 5637-5639.
    • (2002) Langmuir , vol.18 , pp. 5637-5639
    • Klymchenko, A.S.1    Demchenko, A.P.2
  • 11
    • 0032472822 scopus 로고    scopus 로고
    • Flavonols-new fluorescent membrane probes for studying the interdigitation of lipid bilayers
    • O. P. Bondar V. G. Pivovarenko E. S. Rowe Flavonols-new fluorescent membrane probes for studying the interdigitation of lipid bilayers Biochim. Biophys. Acta 1998 1369 119-130.
    • (1998) Biochim. Biophys. Acta , vol.1369 , pp. 119-130
    • Bondar, O.P.1    Pivovarenko, V.G.2    Rowe, E.S.3
  • 12
    • 0036849912 scopus 로고    scopus 로고
    • Novel two-band ratiometric fluorescence probes with different location and orientation in phospholipid membranes
    • A. S. Klymchenko G. Duportail T. Oztürk V. G. Pivovarenko Y. Mély A. P. Demchenko Novel two-band ratiometric fluorescence probes with different location and orientation in phospholipid membranes Chem. Biol. 2002 9 1199-1208.
    • (2002) Chem. Biol. , vol.9 , pp. 1199-1208
    • Klymchenko, A.S.1    Duportail, G.2    Oztürk, T.3    Pivovarenko, V.G.4    Mély, Y.5    Demchenko, A.P.6
  • 13
    • 2142812408 scopus 로고    scopus 로고
    • Bimodal distribution and fluorescence response of environment-sensitive probes in lipid bilayers
    • A. S. Klymchenko G. Duportail A. P. Demchenko Y. Mély Bimodal distribution and fluorescence response of environment-sensitive probes in lipid bilayers Biophys. J. 2004 86 2929-2941.
    • (2004) Biophys. J. , vol.86 , pp. 2929-2941
    • Klymchenko, A.S.1    Duportail, G.2    Demchenko, A.P.3    Mély, Y.4
  • 14
    • 4644251757 scopus 로고    scopus 로고
    • Simultaneous probing of hydration and polarity of lipid bilayers with 3-hydroxyflavone fluorescent dyes
    • A. S. Klymchenko Y. Mély A. P. Demchenko G. Duportail Simultaneous probing of hydration and polarity of lipid bilayers with 3-hydroxyflavone fluorescent dyes Biochim. Biophys. Acta 2004 1665 6-19.
    • (2004) Biochim. Biophys. Acta , vol.1665 , pp. 6-19
    • Klymchenko, A.S.1    Mély, Y.2    Demchenko, A.P.3    Duportail, G.4
  • 16
    • 0037434886 scopus 로고    scopus 로고
    • Novel two-color fluorescence probe with extreme specificity to bovine serum albumin
    • S. Ercelen A. S. Klymchenko A. P. Demchenko Novel two-color fluorescence probe with extreme specificity to bovine serum albumin FEBS Lett. 2003 538 25-28.
    • (2003) FEBS Lett. , vol.538 , pp. 25-28
    • Ercelen, S.1    Klymchenko, A.S.2    Demchenko, A.P.3
  • 17
    • 2342469959 scopus 로고    scopus 로고
    • Resolution of Cys and Lys labeling of alpha-crystallin with site-sensitive fluorescent 3-hydroxyflavone dye
    • A. S. Klymchenko S. V. Avilov A. P. Demchenko Resolution of Cys and Lys labeling of alpha-crystallin with site-sensitive fluorescent 3-hydroxyflavone dye Anal. Biochem. 2004 329 43-57.
    • (2004) Anal. Biochem. , vol.329 , pp. 43-57
    • Klymchenko, A.S.1    Avilov, S.V.2    Demchenko, A.P.3
  • 18
    • 24144494200 scopus 로고    scopus 로고
    • Temperature effects on alpha-crystallin structure probed by 6-bromomethyl-2-(2-furanyl)-3-hydroxychromone, an environmentally sensitive two-wavelength fluorescent dye covalently attached to the single Cys residue
    • S. V. Avilov C. Bode F. G. Tolgyesi A. S. Klymchenko J. Fidy A. P. Demchenko Temperature effects on alpha-crystallin structure probed by 6-bromomethyl-2-(2-furanyl)-3-hydroxychromone, an environmentally sensitive two-wavelength fluorescent dye covalently attached to the single Cys residue Int. J. Biol. Macromol. 2005 36 290-298.
    • (2005) Int. J. Biol. Macromol. , vol.36 , pp. 290-298
    • Avilov, S.V.1    Bode, C.2    Tolgyesi, F.G.3    Klymchenko, A.S.4    Fidy, J.5    Demchenko, A.P.6
  • 19
    • 0142125377 scopus 로고    scopus 로고
    • Modulation of the solvent-dependent dual emission in 3-hydroxychromones by substituents
    • A. S. Klymchenko V. G. Pivovarenko T. Oztürk A. P. Demchenko Modulation of the solvent-dependent dual emission in 3-hydroxychromones by substituents New J. Chem. 2003 27 1336-1343.
    • (2003) New J. Chem. , vol.27 , pp. 1336-1343
    • Klymchenko, A.S.1    Pivovarenko, V.G.2    Oztürk, T.3    Demchenko, A.P.4
  • 20
    • 5144231841 scopus 로고    scopus 로고
    • 7-(2-Methoxycarbonylvinyl)-3-hydroxychromones: New dyes with red shifted dual emission
    • A. S. Klymchenko Y. Mély 7-(2-Methoxycarbonylvinyl)-3-hydroxychromones: new dyes with red shifted dual emission Tetrahedron Lett. 2004 45 8391-8394.
    • (2004) Tetrahedron Lett. , vol.45 , pp. 8391-8394
    • Klymchenko, A.S.1    Mély, Y.2
  • 21
    • 0004194845 scopus 로고
    • Intramolecular excited-state proton transfer in 3-hydroxyflavone. Hydrogen-bonding solvent perturbations
    • D. McMorrow M. Kasha Intramolecular excited-state proton transfer in 3-hydroxyflavone. Hydrogen-bonding solvent perturbations J. Phys. Chem. 1984 88 2235-2243.
    • (1984) J. Phys. Chem. , vol.88 , pp. 2235-2243
    • McMorrow, D.1    Kasha, M.2
  • 22
    • 0037526227 scopus 로고    scopus 로고
    • Elimination of the hydrogen bonding effect on the solvatochromism of 3-hydroxyflavones
    • A. S. Klymchenko V. G. Pivovarenko A. P. Demchenko Elimination of the hydrogen bonding effect on the solvatochromism of 3-hydroxyflavones J. Phys. Chem. A 2003 107 4211-4216.
    • (2003) J. Phys. Chem. A , vol.107 , pp. 4211-4216
    • Klymchenko, A.S.1    Pivovarenko, V.G.2    Demchenko, A.P.3
  • 23
    • 0142044626 scopus 로고    scopus 로고
    • Perturbation of planarity as the possible mechanism of solvent-dependent variations of fluorescence quantum yield in 2-aryl-3-hydroxychromones
    • A. S. Klymchenko V. G. Pivovarenko A. P. Demchenko Perturbation of planarity as the possible mechanism of solvent-dependent variations of fluorescence quantum yield in 2-aryl-3-hydroxychromones Spectrochim. Acta, Part A 2003 59 787-792.
    • (2003) Spectrochim. Acta, Part A , vol.59 , pp. 787-792
    • Klymchenko, A.S.1    Pivovarenko, V.G.2    Demchenko, A.P.3
  • 24
    • 0000654754 scopus 로고
    • Reversal of excitation behavior of proton-transfer vs. Charge-transfer by dielectric perturbation of electronic manifolds
    • P.-T. Chou M. L. Martinez J. H. Clements Reversal of excitation behavior of proton-transfer vs. charge-transfer by dielectric perturbation of electronic manifolds J. Phys. Chem. 1993 97 2618-2622.
    • (1993) J. Phys. Chem. , vol.97 , pp. 2618-2622
    • Chou, P.-T.1    Martinez, M.L.2    Clements, J.H.3
  • 25
    • 36849108026 scopus 로고
    • Band shapes of the electronic spectra of complex molecules
    • D. B. Siano D. E. Metzler Band shapes of the electronic spectra of complex molecules J. Chem. Phys. 1969 51 1856-1861.
    • (1969) J. Chem. Phys. , vol.51 , pp. 1856-1861
    • Siano, D.B.1    Metzler, D.E.2
  • 26
    • 0021909644 scopus 로고
    • Production of large unilamellar vesicles by a rapid extrusion procedure. Characterization of size distribution, trapped volume and ability to maintain a membrane potential
    • M. J. Hope M. B. Bally G. Webb P. R. Cullis Production of large unilamellar vesicles by a rapid extrusion procedure. Characterization of size distribution, trapped volume and ability to maintain a membrane potential Biochim. Biophys. Acta 1985 812 55-65.
    • (1985) Biochim. Biophys. Acta , vol.812 , pp. 55-65
    • Hope, M.J.1    Bally, M.B.2    Webb, G.3    Cullis, P.R.4
  • 27
    • 0002299620 scopus 로고    scopus 로고
    • Efficient synthesis of N, N-disubstituted 5-aminothiophene-2-carboxaldehydes by nucleophilic aromatic substitution in water
    • D. Prim G. Kirsch J. F. Nicoud Efficient synthesis of N, N-disubstituted 5-aminothiophene-2-carboxaldehydes by nucleophilic aromatic substitution in water Synlett. 1998 383-384.
    • (1998) Synlett. , pp. 383-384
    • Prim, D.1    Kirsch, G.2    Nicoud, J.F.3
  • 28
    • 84987014185 scopus 로고
    • Hydrogen bonding. 31. Construction of a scale of solute effective or summation hydrogen-bond basicity
    • M. H. Abraham Hydrogen bonding. 31. Construction of a scale of solute effective or summation hydrogen-bond basicity J. Phys. Org. Chem. 1993 6 660-684.
    • (1993) J. Phys. Org. Chem. , vol.6 , pp. 660-684
    • Abraham, M.H.1
  • 29
    • 0027982335 scopus 로고
    • Hydrogen bonding. 32. An analysis of water–octanol and water–alkane partitioning and the delta log P parameter of Seiler
    • M. H. Abraham H. S. Chadha G. S. Whiting R. C. Mitchell Hydrogen bonding. 32. An analysis of water–octanol and water–alkane partitioning and the delta log P parameter of Seiler J. Pharm. Sci. 1994 83 1085-1100.
    • (1994) J. Pharm. Sci. , vol.83 , pp. 1085-1100
    • Abraham, M.H.1    Chadha, H.S.2    Whiting, G.S.3    Mitchell, R.C.4
  • 30
  • 31
    • 0000672351 scopus 로고
    • Proton transfer dynamics in substituted 3-hydroxyflavones: Solvent polarization effects
    • T. C. Swiney F. D. Kelley Proton transfer dynamics in substituted 3-hydroxyflavones: Solvent polarization effects J. Chem. Phys. 1993 99 211-221.
    • (1993) J. Chem. Phys. , vol.99 , pp. 211-221
    • Swiney, T.C.1    Kelley, F.D.2
  • 34
    • 0035900498 scopus 로고    scopus 로고
    • Neutral fluorescence probe with strong ratiometric response to surface charge of phospholipid membranes
    • G. Duportail A. S. Klymchenko Y. Mély A. P. Demchenko Neutral fluorescence probe with strong ratiometric response to surface charge of phospholipid membranes FEBS Lett. 2001 508 196-200.
    • (2001) FEBS Lett. , vol.508 , pp. 196-200
    • Duportail, G.1    Klymchenko, A.S.2    Mély, Y.3    Demchenko, A.P.4
  • 35
    • 0032466682 scopus 로고    scopus 로고
    • Effect of cholesteryl hemisuccinate on the interfacial properties of phosphatidylcholine bilayers
    • J. B. Massey Effect of cholesteryl hemisuccinate on the interfacial properties of phosphatidylcholine bilayers Biochim. Biophys. Acta 1998 1415 193-204.
    • (1998) Biochim. Biophys. Acta , vol.1415 , pp. 193-204
    • Massey, J.B.1
  • 36
    • 0028032854 scopus 로고
    • Interplay between excited-state intramolecular proton transfer and charge transfer in flavonols and their use as protein-binding-site fluorescence probes
    • A. Sytnik D. Gormin M. Kasha Interplay between excited-state intramolecular proton transfer and charge transfer in flavonols and their use as protein-binding-site fluorescence probes Proc. Natl. Acad. Sci. U. S. A. 1994 91 11968-11972.
    • (1994) Proc. Natl. Acad. Sci. U. S. A. , vol.91 , pp. 11968-11972
    • Sytnik, A.1    Gormin, D.2    Kasha, M.3
  • 37
    • 0028203831 scopus 로고
    • Cholesterol modifies water concentration and dynamics in phospholipid bilayers: A fluorescence study using Laurdan probe
    • T. M. Parasassi M. Di Stefano M. Loiero G. Ravagnan E. Gratton Cholesterol modifies water concentration and dynamics in phospholipid bilayers: a fluorescence study using Laurdan probe Biophys. J. 1994 66 763-768.
    • (1994) Biophys. J. , vol.66 , pp. 763-768
    • Parasassi, T.M.1    Di Stefano, M.2    Loiero, M.3    Ravagnan, G.4    Gratton, E.5
  • 38
    • 33644547037 scopus 로고    scopus 로고
    • Solvent relaxation in phospholipid bilayers: Principles and recent applications
    • P. Jurkiewicz J. Sýkora A. Olżyńska J. Humpolickova M. Hof Solvent relaxation in phospholipid bilayers: Principles and recent applications J. Fluoresc. 2005 15 883-894.
    • (2005) J. Fluoresc. , vol.15 , pp. 883-894
    • Jurkiewicz, P.1    Sýkora, J.2    Olżyńska, A.3    Humpolickova, J.4    Hof, M.5
  • 39
    • 0032508979 scopus 로고    scopus 로고
    • Probing the dynamics of planar supported membranes by Nile red fluorescence lifetime distribution
    • Ira G. Krishnamoorthy Probing the dynamics of planar supported membranes by Nile red fluorescence lifetime distribution Biochim. Biophys. Acta 1998 1414 255-259.
    • (1998) Biochim. Biophys. Acta , vol.1414 , pp. 255-259
    • Ira1    Krishnamoorthy, G.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.