Light up G-quadruplex DNA with a [2.2.2]heptamethinecyanine dye

作者: Heiko Ihmels , Laura Thomas

DOI: 10.1039/C2OB26779A

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摘要: The interactions of a triangle-shaped [2.2.2]heptamethinecyanine dye 1, namely 1,5,7-tris-[3-methylbenzothiazol-2-yl]-[2.2.2]heptamethindiium, with quadruplex DNA were studied photometric and fluorimetric titrations, thermal denaturation, CD 1H-NMR spectroscopy. ligand binds to the moderate affinity (K = 8 × 105 M−1), mainly by terminal π stacking. Remarkably, 1 exhibits selectivity for relative duplex DNA. Whereas cyanine is very weakly fluorescent in aqueous solution, emission intensity increases factor >100 upon association Thus, it shown that trinuclear derivatives may be employed as selective probes detection

参考文章(71)
Hongxia Sun, Junfeng Xiang, Yazhou Zhang, Guangzhi Xu, Lianghua Xu, Yalin Tang, Spectroscopic studies of the interaction between methylene blue and G-quadruplex Chinese Science Bulletin. ,vol. 51, pp. 1687- 1692 ,(2006) , 10.1007/S11434-006-2025-0
Glenn A. Crosby, James N. Demas, Measurement of photoluminescence quantum yields. Review The Journal of Physical Chemistry. ,vol. 75, pp. 991- 1024 ,(1971) , 10.1021/J100678A001
W. West, Sandra Pearce, The Dimeric State of Cyanine Dyes The Journal of Physical Chemistry. ,vol. 69, pp. 1894- 1903 ,(1965) , 10.1021/J100890A019
Rachel A. Garoff, Elizabeth A. Litzinger, Rebecca E. Connor, Irene Fishman, Bruce A. Armitage, Helical Aggregation of Cyanine Dyes on DNA Templates: Effect of Dye Structure on Formation of Homo- and Heteroaggregates Langmuir. ,vol. 18, pp. 6330- 6337 ,(2002) , 10.1021/LA025742F
Qianfan Yang, Junfeng Xiang, Shu Yang, Qian Li, Qiuju Zhou, Aijiao Guan, Xiufeng Zhang, Hong Zhang, Yalin Tang, Guangzhi Xu, Verification of specific G-quadruplex structure by using a novel cyanine dye supramolecular assembly: II. The binding characterization with specific intramolecular G-quadruplex and the recognizing mechanism Nucleic Acids Research. ,vol. 38, pp. 1022- 1033 ,(2010) , 10.1093/NAR/GKP1045
Luigi Petraccone, Iolanda Fotticchia, Annunziata Cummaro, Bruno Pagano, Luca Ginnari-Satriani, Shozeb Haider, Antonio Randazzo, Ettore Novellino, Stephen Neidle, Concetta Giancola, The triazatruxene derivative azatrux binds to the parallel form of the human telomeric G-quadruplex under molecular crowding conditions: Biophysical and molecular modeling studies Biochimie. ,vol. 93, pp. 1318- 1327 ,(2011) , 10.1016/J.BIOCHI.2011.05.017
Christina Carlsson, Anette Larsson, Mats Jonsson, Bo Albinsson, Bengt Norden, Optical and Photophysical Properties of the Oxazole Yellow DNA Probes YO and YOYO The Journal of Physical Chemistry. ,vol. 98, pp. 10313- 10321 ,(1994) , 10.1021/J100091A055
David Monchaud, Clémence Allain, Marie-Paule Teulade-Fichou, Development of a fluorescent intercalator displacement assay (G4-FID) for establishing quadruplex-DNA affinity and selectivity of putative ligands. Bioorganic & Medicinal Chemistry Letters. ,vol. 16, pp. 4842- 4845 ,(2006) , 10.1016/J.BMCL.2006.06.067
Anna Arola, Ramon Vilar, Stabilisation of G-Quadruplex DNA by Small Molecules Current Topics in Medicinal Chemistry. ,vol. 8, pp. 1405- 1415 ,(2008) , 10.2174/156802608786141106