BF2-Azadipyrromethenes: Probing the Excited-State Dynamics of a NIR Fluorophore and Photodynamic Therapy Agent

被引：92

作者：

Batat, Pinar ^{[1
,2
]}

Cantuel, Martine ^{[2
]}

Jonusauskas, Gediminas ^{[1
]}

Scarpantonio, Luca ^{[2
]}

Palma, Aniello ^{[3
]}

O'Shea, Donal F. ^{[3
]}

McClenaghan, Nathan D. ^{[2
]}

机构：

[1] Univ Bordeaux, CNRS, Lab Ondes & Mat Aquitaine, F-33405 Talence, France

[2] Univ Bordeaux, CNRS, Inst Mol Sci, F-33405 Talence, France

[3] Univ Coll Dublin, Sch Chem & Chem Biol, Dublin 4, Ireland

来源：

JOURNAL OF PHYSICAL CHEMISTRY A | 2011年 / 115卷 / 48期

基金：

欧洲研究理事会; 爱尔兰科学基金会;

关键词：

SINGLET OXYGEN GENERATION; BODIPY DYES; IN-VITRO; ABSORPTION; TETRAARYLAZADIPYRROMETHENES; DERIVATIVES; SPECTRA;

D O I：

10.1021/jp2077775

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

BF2-Azadipyrromethene dyes are a promising class of NIR emitter (nonhalogenated) and photosensitizer (halogenated). Spectroscopic studies on a benchmark example of each type, including absorption (one and two photon), time-resolved transient absorption (ps-ms) and fluorescence, are reported. Fast photodynamics reveal that intense nanosecond NW fluorescence is quenched in a brominated analog, giving rise to a persistent (21 mu s) transient absorption signature. Kinetics for these changes are determined and ascribed to the efficient population of a triplet state (72%), which can efficiently sensitize singlet oxygen formation (ca. 74%), directly observed by (1)Delta(g) luminescence. Photostability measurements reveal extremelz high stability, notably for the nonhalogenated variant, which is at least 10(3)-times more stable (Phi(photodeg). = < 10(-8)) than some representative BODIPY and fluorescein dyes.

引用

页码：14034 / 14039

页数：6

共 43 条

[1] Tuning Photosensitized Singlet Oxygen Generation Efficiency of Novel Aza-BODIPY Dyes (vol 12, pg 5721, 2010) [J].

Adarsh, Nagappanpillai ;

Avirah, Rekha R. ;

Ramaiah, Danaboyina .

ORGANIC LETTERS, 2011, 13 (08) :2146-2146

[2] Tuning Photosensitized Singlet Oxygen Generation Efficiency of Novel Aza-BODIPY Dyes [J].

Adarsh, Nagappanpillai ;

Avirah, Rekha R. ;

Ramaiah, Danaboyina .

ORGANIC LETTERS, 2010, 12 (24) :5720-5723

[3] PHOTOPHYSICAL PROPERTIES OF C60 [J].

ARBOGAST, JW ;

DARMANYAN, AP ;

FOOTE, CS ;

RUBIN, Y ;

DIEDERICH, FN ;

ALVAREZ, MM ;

ANZ, SJ ;

WHETTEN, RL .

JOURNAL OF PHYSICAL CHEMISTRY, 1991, 95 (01) :11-12

[4] Lighting the way ahead with boron dipyrromethene (Bodipy) dyes [J].

Benniston, Andrew C. ;

Copley, Graeme .

PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2009, 11 (21) :4124-4131

[5] Two-photon fluorescence absorption and emission spectra of dyes relevant for cell imaging [J].

Bestvater, F ;

Spiess, E ;

Stobrawa, G ;

Hacker, M ;

Feurer, T ;

Porwol, T ;

Berchner-Pfannschmidt, U ;

Wotzlaw, C ;

Acker, H .

JOURNAL OF MICROSCOPY, 2002, 208 (02) :108-115

[6] Two-Photon Absorption-Related Properties of Functionalized BODIPY Dyes in the Infrared Range up to Telecommunication Wavelengths [J].

Bouit, Pierre-Antoine ;

Kamada, Kenji ;

Feneyrou, Patrick ;

Berginc, Gerard ;

Toupet, Loic ;

Maury, Olivier ;

Androud, Chantal .

ADVANCED MATERIALS, 2009, 21 (10-11) :1151-1154

[7]

Boyd RW, 2008, NONLINEAR OPTICS, 3RD EDITION, P1

[8]

Bunau G. V., 1970, JB BIRKSPHOTOPHYSICS, V74, P1294

[9] Vascular-targeted photodynamic therapy with BF2-chelated Tetraaryl-Azadipyrromethene agents: a multi-modality molecular imaging approach to therapeutic assessment [J].

Byrne, A. T. ;

O'Connor, A. E. ;

Hall, M. ;

Murtagh, J. ;

O'Neill, K. ;

Curran, K. M. ;

Mongrain, K. ;

Rousseau, J. A. ;

Lecomte, R. ;

McGee, S. ;

Callanan, J. J. ;

O'Shea, D. F. ;

Gallagher, W. M. .

BRITISH JOURNAL OF CANCER, 2009, 101 (09) :1565-1573

[10] Photophysics of New Photostable Rylene Derivatives: Applications in Single-Molecule Studies and Membrane Labelling [J].

Davies, Melari ;

Jung, Christophe ;

Wallis, Philipp ;

Schnitzler, Tobias ;

Li, Chen ;

Muellen, Klaus ;

Braeuchle, Christoph .

CHEMPHYSCHEM, 2011, 12 (08) :1588-1595

← 1 2 3 4 5 →