Single photon DNA photocleavage at 830 nm by quinoline dicarbocyanine dyes

被引：12

作者：

Basnet, Kanchan ^{[1
]}

Fatemipouya, Tayebeh ^{[1
]}

St Lorenz, Anna ^{[2
]}

Nguyen, Mindy ^{[2
]}

Taratula, Oleh ^{[2
]}

Henary, Maged ^{[1
,3
]}

Grant, Kathryn B. ^{[1
]}

机构：

[1] Georgia State Univ, Dept Chem, Atlanta, GA 30303 USA

[2] Oregon State Univ, Dept Pharmaceut Sci, Coll Pharm, Portland, OR 97201 USA

[3] Ctr Diagnost & Therapeut, Atlanta, GA 30303 USA

来源：

CHEMICAL COMMUNICATIONS | 2019年 / 55卷 / 84期

关键词：

PHOTODYNAMIC THERAPY; CYANINE DYES; OXYGEN; PHOTOSENSITIZER; SENSITIZERS; PORPHYRIN; CLEAVAGE; PLATFORM; SURGERY; BINDING;

D O I：

10.1039/c9cc04751d

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

We have synthesized symmetrical carbocyanine dyes in which two 4-quinolinium rings are joined by a pentamethine bridge that is meso-substituted with H or Cl. Irradiation of the halogenated dye at 830 nm produces hydroxyl radicals that generate DNA direct strand breaks. This represents the first reported example of DNA photocleavage upon single photon excitation of a chromophore at wavelengths above 800 nm.

引用

页码：12667 / 12670

页数：4

共 37 条

[1] Single- and double-strand photocleavage of DNA by YO, YOYO and TOTO [J].

Akerman, B ;

Tuite, E .

NUCLEIC ACIDS RESEARCH, 1996, 24 (06) :1080-1090

[2] Cyanine dye-DNA interactions: Intercalation, groove binding, and aggregation [J].

Armitage, BA .

DNA BINDERS AND RELATED SUBJECTS, 2005, 253 :55-76

[3] Iodinated cyanine dyes: a new class of sensitisers for use in NIR activated photodynamic therapy (PDT) [J].

Atchison, Jordan ;

Kamila, Sukanta ;

Nesbitt, Heather ;

Logan, Kieran A. ;

Nicholas, Dean M. ;

Fowley, Colin ;

Davis, James ;

Callan, Bridgeen ;

McHale, Anthony P. ;

Callan, John F. .

CHEMICAL COMMUNICATIONS, 2017, 53 (12) :2009-2012

[4] Polymethine cyanine dyes in β-cyclodextrin solution: multiple equilibria and chemical oxidation [J].

Barros, Teresa C. ;

Toma, Sergio H. ;

Toma, Henrique E. ;

Bastos, Erick L. ;

Baptista, Mauricio S. .

JOURNAL OF PHYSICAL ORGANIC CHEMISTRY, 2010, 23 (10) :893-903

[5] Photodynamic Effect in Near-IR Light by a Photocytotoxic Iron(III) Cellular Imaging Agent [J].

Basu, Uttara ;

Khan, Imran ;

Hussain, Akhtar ;

Kondaiah, Paturu ;

Chakravarty, Akhil R. .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2012, 51 (11) :2658-2661

[6] The solvatochromic effects of side chain substitution on the binding interaction of novel tricarbocyanine dyes with human serum albumin [J].

Beckford, Garfield ;

Owens, Eric ;

Henary, Maged ;

Patonay, Gabor .

TALANTA, 2012, 92 :45-52

[7] PHOTOSENSITIZERS OF THE PORPHYRIN AND PHTHALOCYANINE SERIES FOR PHOTODYNAMIC THERAPY [J].

BONNETT, R .

CHEMICAL SOCIETY REVIEWS, 1995, 24 (01) :19-33

[8] Temperature-Tunable Iron Oxide Nanoparticles for Remote-Controlled Drug Release [J].

Dani, Raj K. ;

Schumann, Canan ;

Taratula, Olena ;

Taratula, Oleh .

AAPS PHARMSCITECH, 2014, 15 (04) :963-972

[9] In vitro demonstration of the heavy-atom effect for photodynamic therapy [J].

Gorman, A ;

Killoran, J ;

O'Shea, C ;

Kenna, T ;

Gallagher, WM ;

O'Shea, DF .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (34) :10619-10631

[10] Time-resolved singlet oxygen phosphorescence measurements from photosensitized experiments in single cells: Effects of oxygen diffusion and oxygen concentration [J].

Hatz, Sonja ;

Poulsen, Lars ;

Ogilby, Peter R. .

PHOTOCHEMISTRY AND PHOTOBIOLOGY, 2008, 84 (05) :1284-1290

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