Literature DB >> 26384336

A Novel Styryldehydropyridocolinium Homodimer: Synthesis and Fluorescence Properties Upon Interaction with DNA.

Huirong Yao1, Lifang Chang1, Chang Liu1, Xiaojie Jiao1, Song He1, Haijun Liu2, Xianshun Zeng3.   

Abstract

A novel homodimer of the styryldehydropyridocolinium dye (TPTP) has been synthesized and characterized. Free TPTP exhibited low fluorescence quantum yield and large Stokes shift (over 160 nm) in water. However, it showed a significant fluorescence turn-on effect upon intercalation into DNA base pairs. Meanwhile, the fluorescence intensity of the intercalated structures formed by TPTP and DNA decreased quickly upon addition of deoxyribonuclease I, indicating that the dye can be used to monitor deoxyribonuclease I activity and DNA hydrolysis. Electrophoresis analysis revealed that the dye had intercalative binding to DNA and can potentially be used for DNA staining in electrophoresis. Thus, the innate nature of large Stokes shift and excellent fluorescence turn on effect upon interaction with DNA endue the dye with a wide range of applications.

Entities:  

Keywords:  Cyanine; DNA; Fluorescence spectroscopy; Sensor; Styryldehydropyridocolinium dye

Mesh:

Substances:

Year:  2015        PMID: 26384336     DOI: 10.1007/s10895-015-1650-x

Source DB:  PubMed          Journal:  J Fluoresc        ISSN: 1053-0509            Impact factor:   2.217


  43 in total

1.  Optical, redox, and DNA-binding properties of phenanthridinium chromophores: elucidating the role of the phenyl substituent for fluorescence enhancement of ethidium in the presence of DNA.

Authors:  Christa Prunkl; Markus Pichlmaier; Rainer Winter; Vladimir Kharlanov; Wolfgang Rettig; Hans-Achim Wagenknecht
Journal:  Chemistry       Date:  2010-03-15       Impact factor: 5.236

2.  Ultrafast excited-state dynamics of DNA fluorescent intercalators: new insight into the fluorescence enhancement mechanism.

Authors:  Alexandre Fürstenberg; Marc D Julliard; Todor G Deligeorgiev; Nikolai I Gadjev; Aleksey A Vasilev; Eric Vauthey
Journal:  J Am Chem Soc       Date:  2006-06-14       Impact factor: 15.419

3.  Interaction of a DNA intercalator DRAQ5, and a minor groove binder SYTO17, with chromatin in live cells--influence on chromatin organization and histone-DNA interactions.

Authors:  Krzysztof Wojcik; Jurek W Dobrucki
Journal:  Cytometry A       Date:  2008-06       Impact factor: 4.355

4.  A highly specific Ca2+ -ion sensor: signaling by exciton interaction in a rigid-flexible-rigid bichromophoric "H" foldamer.

Authors:  Ayyappanpillai Ajayaghosh; Easwaran Arunkumar; Jörg Daub
Journal:  Angew Chem Int Ed Engl       Date:  2002-05-17       Impact factor: 15.336

5.  A stable double-stranded DNA-ethidium homodimer complex: application to picogram fluorescence detection of DNA in agarose gels.

Authors:  A N Glazer; K Peck; R A Mathies
Journal:  Proc Natl Acad Sci U S A       Date:  1990-05       Impact factor: 11.205

6.  A ruthenium(II) polypyridyl complex for direct imaging of DNA structure in living cells.

Authors:  Martin R Gill; Jorge Garcia-Lara; Simon J Foster; Carl Smythe; Giuseppe Battaglia; Jim A Thomas
Journal:  Nat Chem       Date:  2009-10-18       Impact factor: 24.427

7.  Stable fluorescent complexes of double-stranded DNA with bis-intercalating asymmetric cyanine dyes: properties and applications.

Authors:  H S Rye; S Yue; D E Wemmer; M A Quesada; R P Haugland; R A Mathies; A N Glazer
Journal:  Nucleic Acids Res       Date:  1992-06-11       Impact factor: 16.971

8.  Cyanines as new fluorescent probes for DNA detection and two-photon excited bioimaging.

Authors:  Xin Jiang Feng; Po Lam Wu; Frédéric Bolze; Heidi W C Leung; King Fai Li; Nai Ki Mak; Daniel W J Kwong; Jean-François Nicoud; Kok Wai Cheah; Man Shing Wong
Journal:  Org Lett       Date:  2010-05-21       Impact factor: 6.005

9.  Efficient fluorescent chemosensors for HSO4(-) based on a strategy of anion-induced rotation-displaced H-aggregates.

Authors:  Jiajia Chang; Yan Lu; Song He; Chang Liu; Liancheng Zhao; Xianshun Zeng
Journal:  Chem Commun (Camb)       Date:  2013-07-18       Impact factor: 6.222

10.  A controlled supramolecular approach toward cation-specific chemosensors: alkaline earth metal ion-driven exciton signaling in squaraine tethered podands.

Authors:  Easwaran Arunkumar; Parayali Chithra; Ayyappanpillai Ajayaghosh
Journal:  J Am Chem Soc       Date:  2004-06-02       Impact factor: 15.419

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  2 in total

1.  Colorimetric and Fluorimetric DNA Detection with a Hydroxystyryl-Quinolizinium Photoacid and Its Application for Cell Imaging.

Authors:  Avijit Kumar Das; Sergey I Druzhinin; Heiko Ihmels; Mareike Müller; Holger Schönherr
Journal:  Chemistry       Date:  2019-09-09       Impact factor: 5.236

2.  Reversible photoswitching of the DNA-binding properties of styrylquinolizinium derivatives through photochromic [2 + 2] cycloaddition and cycloreversion.

Authors:  Sarah Kölsch; Heiko Ihmels; Jochen Mattay; Norbert Sewald; Brian O Patrick
Journal:  Beilstein J Org Chem       Date:  2020-01-23       Impact factor: 2.883

  2 in total

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