Anthracene-modified oligonucleotides as fluorescent DNA mismatch sensors: discrimination between various base-pair mismatches

Duprey, Jean Louis H.A.; Bassani, Dario M.; Hyde, Eva I.; Ludwig, Christian; Rodger, Alison; Vyle, Joseph S.; Wilkie, John; Zhong, Zhao; Tucker, James H. R.

doi:10.1080/10610278.2010.523117

Cited by 6 publications

(4 citation statements)

References 33 publications

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“…The described strategies might prove advantageous in the early diagnosis of cancer. Another means by which DNA-based sensors are fabricated is through the incorporation of fluorescent dyes for the realization of rapid, sensitive, reliable, and costeffective DNA detection in clinical diagnostics [100,101]. Such sensors have been largely used for the detection of specific DNA sequences.…”

Section: Samsmentioning

confidence: 99%

Stimuli‐Responsive Surfaces in Biomedical Applications

Pranzetti¹,

Preece²,

Mendes³

2013

Intelligent Stimuli‐Responsive Materials

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Nature provides mechanisms that are able to dynamically control specific and nonspecific interactions between cells and biological surfaces [1,2]. Scientists have long tried to reproduce these dynamic biological events and have recently made an important step in that direction by creating artificial stimuli-responsive surfaces [3][4][5][6][7]. These smart substrates present modulatory surface properties that are able to respond to external chemical/biochemical [8][9][10][11][12], thermal [13][14][15], electrical [16][17][18][19][20], and optical stimuli [21][22][23][24][25][26][27][28][29][30][31]. Due to their dynamic nature such substrates are very appealing for applications in the biomedical field [32]. Progress to date has led to control over biomolecule activity [33] and immobilization of a diverse array of proteins, including enzymes [34] and antibodies [35]. These prior achievements have encouraged researchers to take the challenge of using dynamic surfaces to modulate larger and more complex systems, such as bacteria [36] and mammalian cells [37].Achieving control over surface properties could provide new insights in the understanding of cell behavior and can offer distinct benefits with regard to the development of medical devices. For instance, the modulation of cell attachment and detachment could lead to the prevention of unwanted bacteria fouling on implants, reducing the risk of infections and rejection [38][39][40][41][42]. Furthermore, dynamic surfaces able to present on demand regulatory signals to a cell could provide unprecedented opportunities in studies of cell responses in real-time. Cells in tissues adhere to and interact with their extracellular environment via specialized cell-cell and cell-extracellular

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Section: Samsmentioning

confidence: 99%

Stimuli‐Responsive Surfaces in Biomedical Applications

Pranzetti¹,

Preece²,

Mendes³

2013

Intelligent Stimuli‐Responsive Materials

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“…Anthracene derivatives exhibit advantageous biological properties; for example, anthraquinone derivatives have antibacterial and anti-inflammatory properties 14,15 and they have also been thoroughly studied in the area of nucleic acid chemistry, particularly in research on DNA recognition, binding, and photochemistry. [16][17][18] Numerous molecular structures have been designed in this regard. For instance, substances that demonstrate the anthracene moiety is substituted by a comparatively simple positively charged chemical group (such as alkylamino hydrochloride).…”

Section: Introductionmentioning

confidence: 99%

“…17,20 The nucleic acid probes are engineered with a non-nucleoside linker and an anthracene group that replaces the nucleic base in the nucleosides, resulting in light emission. 18,21 In addition, anthracenes have been utilized as fluorescent probes for cell imaging. 22 One such pertinent illustration is pH-sensitive anthracene-based fluorescent probes for imaging acidic organelles in living cells.…”

Section: Introductionmentioning

confidence: 99%

Exploring the potential of anthracene derivatives as fluorescence emitters for biomedical applications

et al. 2023

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“…This means that sensing can be carried out at any desired temperature, so long as each target can form a stable duplex. Although commercial assays of these so-called base discriminating probes § (BDPs) have yet to emerge, there are plenty of examples from the research literature over the last few years, [6][7][8][9][10][11][12][13][14][15][16][17][18][19] with read-out methods other than fluorescence also recently established. 20 Our main contribution to this area has been the development of anthracene-containing probes in which the tag is attached to the DNA backbone via the non-nucleosidic linkers serinol 17 or threoninol.…”

Section: Introductionmentioning

confidence: 99%

Rationalisation of a mechanism for sensing single point variants in target DNA using anthracene-tagged base discriminating probes

et al. 2018

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The labelling of DNA oligonucleotides with signalling groups that give a unique response to duplex formation depending on the target sequence is a highly effective strategy in the design of DNA-based hybridisation sensors. A key challenge in the design of these so-called base discriminating probes (BDPs) is to understand how the local environment of the signalling group affects the sensing response. The work herein describes a comprehensive study involving a variety of photophysical techniques, NMR studies and molecular dynamics simulations, on anthracene-tagged oligonucleotide probes that can sense single base changes (point variants) in target DNA strands. A detailed analysis of the fluorescence sensing mechanism is provided, with a particular focus on rationalising the high dependence of this process on not only the linker stereochemistry but also the site of nucleobase variation within the target strand. The work highlights the various factors and techniques used to respectively underpin and rationalise the BDP approach to point variant sensing, which relies on different responses to duplex formation rather than different duplex binding strengths.

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Anthracene-modified oligonucleotides as fluorescent DNA mismatch sensors: discrimination between various base-pair mismatches

Cited by 6 publications

References 33 publications

Stimuli‐Responsive Surfaces in Biomedical Applications

Stimuli‐Responsive Surfaces in Biomedical Applications

Exploring the potential of anthracene derivatives as fluorescence emitters for biomedical applications

Rationalisation of a mechanism for sensing single point variants in target DNA using anthracene-tagged base discriminating probes

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