Interaction of spermine-alanine functionalized perylene bisimide dye aggregates with ds-DNA/RNA secondary structure

Rehm, Thomas H.; Stojković, Marijana Radić; Rehm, Stefanie; Škugor, Marko; Piantanida, Ivo; Würthner, Frank

doi:10.1039/c2sc20825c

Cited by 40 publications

(40 citation statements)

References 42 publications

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“…2e) that is due to right-handed P-helical stacking28293031. Interestingly, an inversion of the CD spectrum to a clear negative couplet was observed upon phosphorylation, pointing to left-handed M-helical polymers for p2-PDI (red line in Fig.…”

Section: Resultsmentioning

confidence: 90%

Non-equilibrium steady states in supramolecular polymerization

et al. 2017

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Living systems use fuel-driven supramolecular polymers such as actin to control important cell functions. Fuel molecules like ATP are used to control when and where such polymers should assemble and disassemble. The cell supplies fresh ATP to the cytosol and removes waste products to sustain steady states. Artificial fuel-driven polymers have been developed recently, but keeping them in sustained non-equilibrium steady states (NESS) has proven challenging. Here we show a supramolecular polymer that can be kept in NESS, inside a membrane reactor where ATP is added and waste removed continuously. Assembly and disassembly of our polymer is regulated by phosphorylation and dephosphorylation, respectively. Waste products lead to inhibition, causing the reaction cycle to stop. Inside the membrane reactor, however, waste can be removed leading to long-lived NESS conditions. We anticipate that our approach to obtain NESS can be applied to other stimuli-responsive materials to achieve more life-like behaviour.

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Section: Resultsmentioning

confidence: 90%

Non-equilibrium steady states in supramolecular polymerization

et al. 2017

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“…In the literature there are many fluorescent compounds e.g. Ethidium bromide, acridine orange and methylene blue and they are normally used to probe the DNA structure in drug-DNA interactions [1][2][3][4][5][6][7][8][9][10][11][12]. The visualization of DNA labelled with a fluorescent dye through optical microscopy was reported [13,14].…”

Section: Introductionmentioning

confidence: 99%

Studies of the binding mode of TXNHCH 2 COOH with calf thymus DNA by spectroscopic methods

Ataci

Arsu

2016

Spectrochimica Acta Part A: Molecular and Biomolecular Spectros

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“…Perylenediimide (PDI) derivatives with a high chemical and photochemical stability, excellent optical properties, and high hydrophobicity have been utilized to design functional materials and molecular probes . Water‐soluble PDI derivatives with appropriate substituents have been shown to be able to distinguish structural differences, such as DNA/DNA or DNA/RNA duplexes,,, triplex and quadruplex structures . The PDI derivatives with high hydrophobic surface areas provide strong stacking interaction and recognition of nucleic acids ,.…”

Section: Introductionmentioning

confidence: 99%

“…Water‐soluble PDI derivatives with appropriate substituents have been shown to be able to distinguish structural differences, such as DNA/DNA or DNA/RNA duplexes,,, triplex and quadruplex structures . The PDI derivatives with high hydrophobic surface areas provide strong stacking interaction and recognition of nucleic acids ,. PDI modified with spermines can bind to DNA/RNA secondary structures with a high binding affinity .…”

Section: Introductionmentioning

confidence: 99%

“…The PDI derivatives with high hydrophobic surface areas provide strong stacking interaction and recognition of nucleic acids ,. PDI modified with spermines can bind to DNA/RNA secondary structures with a high binding affinity . We have previously reported that the unsubstituted perylenediimide can recognize a mismatched base pair and show preferable binding to the mismatch sites as a dimer form to generate a broad excimer emission ,.…”

Section: Introductionmentioning

confidence: 99%

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A Luminescent Perylenediimide as a Binding Ligand for Pyrimidine/Pyrimidine Mismatches Within a DNA Duplex

et al. 2017

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Synthetic small molecules with a binding affinity to mismatched base pairs have been widely studied because of their potential applications in chemotherapeutic drugs and diagnostic tools for the detection of single nucleotide variations. In this paper, a luminescent ligand, a perylenediimide (PO) derivative, which is capable of binding to mismatched base pairs within a DNA duplex and generating a strong fluorescence upon the binding event, was demonstrated. Fluorescence enhancement of PO upon the binding to pyrimidine/pyrimidine mismatches were prominent and reached ca. 100‐fold for a C/C mismatched base pair, which was visually observed. This result represents the best performance as a fluorescence turn‐on response among the existing mismatch binding ligands.

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Interaction of spermine-alanine functionalized perylene bisimide dye aggregates with ds-DNA/RNA secondary structure

Cited by 40 publications

References 42 publications

Non-equilibrium steady states in supramolecular polymerization

Non-equilibrium steady states in supramolecular polymerization

Studies of the binding mode of TXNHCH 2 COOH with calf thymus DNA by spectroscopic methods

A Luminescent Perylenediimide as a Binding Ligand for Pyrimidine/Pyrimidine Mismatches Within a DNA Duplex

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