Turn On of a Ruthenium(II) Photocatalyst by DNA-Templated Ligation

被引:22
作者
Anzola, Marcello [1 ]
Winssinger, Nicolas [1 ]
机构
[1] Univ Geneva, Fac Sci, Dept Organ Chem, NCCR Chem Biol, 30 Quai Ernest Ansermet, CH-1205 Geneva, Switzerland
基金
瑞士国家科学基金会;
关键词
DNA; photocatalysis; ruthenium; SIGNAL AMPLIFICATION; NUCLEIC-ACIDS; LIVE CELLS; COMPLEXES; FREQUENCY; SUBSTRATE; CHEMISTRY; QUENCHER; PROBES; MIRNA;
D O I
10.1002/chem.201804283
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Here, the synthesis of a Ru-II photocatalyst by light-directed oligonucleotide-templated ligation reaction is described. The photocatalyst was found to have tremendous potential for signal amplification with >15000 turnovers measured in 9 hours. A templated reaction was used to turn on the activity of this ruthenium(II) photocatalyst in response to a specific DNA sequence. The photocatalysis of the ruthenium(II) complex was harnessed to uncage a new precipitating dye that is highly fluorescent and photostable in the solid state. This reaction was used to discriminate between different DNA analytes based on localization of the precipitate as well as for in cellulo miRNA detection. Finally, a bipyridine ligand functionalized with two different peptide nucleic acid (PNA) sequences was shown to enable template-mediated ligation (turn on of the ruthenium(II) photocatalysis) and recruitment of substrate for templated photocatalysis.
引用
收藏
页码:334 / 342
页数:9
相关论文
共 52 条
[41]   In cellulo protein labelling with Ru-conjugate for luminescence imaging and bioorthogonal photocatalysis [J].
Sadhu, Kalyan K. ;
Lindberg, E. ;
Winssinger, N. .
CHEMICAL COMMUNICATIONS, 2015, 51 (93) :16664-16666
[42]   Detection of miRNA in Live Cells by Using Templated RuII-Catalyzed Unmasking of a Fluorophore [J].
Sadhu, Kalyan K. ;
Winssinger, Nicolas .
CHEMISTRY-A EUROPEAN JOURNAL, 2013, 19 (25) :8182-8189
[43]   Mechanism of ligand photodissociation in photoactivable [Ru(bpy)2L2]2+ complexes:: A density functional theory study [J].
Salassa, Luca ;
Garino, Claudio ;
Salassa, Giovanni ;
Gobetto, Roberto ;
Nervi, Carlo .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (29) :9590-9597
[44]   Quencher as leaving group: Efficient detection of DNA-joining reactions [J].
Sando, S ;
Kool, ET .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (10) :2096-2097
[45]   Peptide nucleic acid-templated selenocystine-selenoester ligation enables rapid miRNA detection [J].
Sayers, Jessica ;
Payne, Richard J. ;
Winssinger, Nicolas .
CHEMICAL SCIENCE, 2018, 9 (04) :896-903
[46]   TOWARDS MOLECULAR ELECTRONICS - A NEW FAMILY OF AROMATIC POLYIMINE CHELATES SUBSTITUTED WITH ALKYNE GROUPS [J].
SUFFERT, J ;
ZIESSEL, R .
TETRAHEDRON LETTERS, 1991, 32 (06) :757-760
[47]   Templated native chemical ligation: peptide chemistry beyond protein synthesis [J].
Vazquez, Olalla ;
Seitz, Oliver .
JOURNAL OF PEPTIDE SCIENCE, 2014, 20 (02) :78-86
[48]   A Bioorthogonal Near-Infrared Fluorogenic Probe for mRNA Detection [J].
Wu, Haoxing ;
Alexander, Seth C. ;
Jin, Shuaijiang ;
Devaraj, Neal K. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2016, 138 (36) :11429-11432
[49]   Bioorthogonal Tetrazine-Mediated Transfer Reactions Facilitate Reaction Turnover in Nucleic Acid-Tern plated Detection of MicroRNA [J].
Wu, Haoxing ;
Cisneros, Brandon T. ;
Cole, Christian M. ;
Devaraj, Neal K. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2014, 136 (52) :17942-17945
[50]   Nonenzymatic autoligation in direct three-color detection of RNA and DNA point mutations [J].
Xu, YZ ;
Karalkar, NB ;
Kool, ET .
NATURE BIOTECHNOLOGY, 2001, 19 (02) :148-152