A Label-free Fluorometeric Method for Screening the G-quadruplex and Thrombin Based on Aggregation-induced Emission

doi:10.7517/j.issn.1674-0475.2015.01.077

Abstract

Abstract:

The positively chargedsilole derivative, 1-Methyl-1-(3-trimethylamino)propyl-2,3,4,5-tetraphenylsilole iodide, can differentiate single strand DNA andG-quadruplex by modulating its aggregation and fluorescence emissionwith the binding of DNA.A new label-free fluorescence method for G-quadruplex and thrombin detection was further established by making use of the aggregation-induced emission feature of the silole derivative.

Key words: aggregation-induced emission, fluorescent sensors, G-quadruplex, thrombin

WANG Ming, ZHANG Guanxin, ZHANG Deqing. A Label-free Fluorometeric Method for Screening the G-quadruplex and Thrombin Based on Aggregation-induced Emission[J]. Imaging Science and Photochemistry, 2015, 33(1): 77-83.

References

[1] Williamson J R, Raghuraman M K, Cech T R. Monovalent cation-induced structure of telomeric DNA: The G-quartet model [J]. Cell, 1989, 59(5): 871-880.
[2] Panyutin I G, Kovalsky O I, Budowsky E I, Dickerson R E, Rikhirev M E, Lipanov A A. G-DNA: a twice-folded DNA structure adopted by single-stranded oligo(dG) and its implications for telomeres[J]. Proceeding of the National Academy of Sciences of the United States of America, 1990, 87(3): 867-870.
[3] Jeffery T D. G-Quartets 40 Years Later: From 5prime-GMP to molecular biology and supramolecularchemistry [J]. Angewandte Chemie International Edition, 2004, 43(6): 668-698.
[4] Juskowiak, B. Analytical potential of the quadruplex DNA-based FRET probes [J]. Analytica Chemica Acta, 2006, 568(1-2): 171-180.
[5] Luo J D,Xie Z L, Lam J W Y, Cheng L, Chen H Y,Qiu C F, Kwok H S, Zhan X W, Liu Y Q, Zhu D B, Tang B Z. Aggregation-induced emission of 1-methyl-1,2,3,4,5 pentaphenylsilole [J]. Chemical Communications, 2001, (18):1740-1741.
[6] Qin A J, Tang B Z. Aggregation-Induced Emission: Applications[M]. John Wiley and Sons Ltd., 2014.
[7] Wang M, Zhang G X, Zhang D Q, Zhu D B, Tang B Z. Fluorescentbio/chemosensors based on silole and tetraphenyletheneluminogens with aggregation-induced emission feature[J]. Journal of Materials Chemistry, 2010, 20(10): 1858-1867.
[8] 夏晶,吴燕梅,张亚玲,佟斌,石建兵,支俊格,董宇平.具有聚集诱导发光特性的四苯基乙烯的研究进展[J].影像科学与光化学,2012, 30(1): 9-25. Xia J, Wu Y M, Zhang Y L, Tong B, Shi J B, Zhi J G, Dong Y P. Recent progress of tetraphenylethenes with aggregation-induced emission [J]. Imaging Science and Photochemistry, 2012, 30(1): 9-25.
[9] 冷鸿飞,吴文辉.具有聚集诱导发光性能的乙烯基衍生物的合成及其对DNT的检测[J]. 影像科学与光化学,2012, 30(3): 182-189. Leng H F, Wu W H. Synthesis of the vinyl derivatives with aggregation induced emission effect and their application to the detection of DNT [J]. Imaging Science and Photoche-mistry, 2012, 30(3): 182-189.
[10] Tong H, Hong Y N, Dong Y Q, Haussler M, Lam J W Y, Li Z, Guo Z F, Guo Z H, Tang B Z. Fluorescent "light-up" bioprobes based on tetraphenylethylene derivatives with aggregation-induced emission characteristics [J]. Chemical Communications, 2006, (35): 3705-3707.
[11] Hong Y N, Haussler M, Lam J W Y, Li Z, Sin K K, Dong Y Q, Tong H, Liu J Z, Qin A J, Renneberg R, Tang B Z. Label-free fluorescent probing of G-quadruplex formation and real-time monitoring of DNA folding by a quaternizedtetraphenylethene salt with aggregation-induced emission characteristics [J]. Chemisty-A European Journal, 2008, 14(21): 6428-6437.
[12] Wang M, Zhang D Q, Zhang G X, Tang Y L, Wang S, Zhu D B. Fluorescence turn-on detection of DNA and label-free fluorescence nuclease assay based on the aggregation-induced emission of silole [J]. Analytical Chemistry, 2008, 80(16): 6443 6448.
[13] Bock L C, Griffin L C, Latham J A, Vermaas E H, Toole J J. Selection of single-stranded DNA molecules that bind and inhibit human thrombin [J]. Nature, 1992, 355(6360): 564-566.
[14] Pavlov V, Shlyahovsky B, Willner I, Fluorescence detection of DNA by the catalytic activation of an aptamer/thrombin complex [J]. Journal of the American Chemical Society, 2005, 127(18): 6522-6523.
[15] Joachimi A, Mayer G, Hartig J S. A new anticoagulant-antidote pair: Control of thrombin activity by aptamers and porphyrins [J]. Journal of the American Chemical Society, 2007, 129(11): 3036-3037.