DNA sequence-dependent photoluminescence enhancement in a cationic conjugated polyelectrolyte

Liu, Zhongwei; Wang, Hsing‐Lin; Cotlet, Mircea

doi:10.1039/c4cc03417a

Cited by 7 publications

(14 citation statements)

References 22 publications

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“…Beyond their biological purpose, chiral biomacromolecules, such as DNA, peptide, protein, and polysaccharide, have an interesting application as media for induce chirality in achiral PThs. [64][65][66][67][68] The control of helical superstructures can be achieved by mixing these chiral macromolecules with a previously synthesized achiral PThs, in which charged group are often incorporated into the PThs to afford electrostatic interactions with the biomacromolecules, and the specific right-handed or left-handed chirality is governed by topology of the chiral biomacromolecules. Surin's group made a systematic investigation of a variety of combinations of the charged PThs and DNAs.…”

Section: Chirality Induced By Biomacromoleculesmentioning

confidence: 99%

“…The CD intensity of the ssDNA/41d complex decreased in order of homopyrimidine oligonucleotide (ODN)dT > homopurine ODNdA > mixed ODNdR 20 &dR rev20 , because the strong binding between F I G U R E 1 0 Structures of achiral polythiophenes (PThs) in which optical activity is induced by external chiral medium F I G U R E 1 1 CD spectra of (A) ssDNAd(T) 20 :41 and (B) xsDNAd(X) 20 :41d in a 1:1 molar ratio. Reproduced with permission from Liu et al 68 dA and cationic 41d significantly distorted the helix configuration. For dT, the CD intensity enhanced with the increased ODN sequence length.…”

Section: Chirality Induced By Biomacromoleculesmentioning

confidence: 99%

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Chirality in polythiophenes: A review

Wang

Xiao

2021

Chirality

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Chiroptical polythiophene (PTh), as one of the most important chiral conductive polymers, is an emerging and hot topic in chiral materials, which shows great application potentials in fields as diverse as chiral sensing and separation, asymmetry catalysis, chiroptoelectronics, and even chirospintronics. This review summarizes progress in chiral polythiophenes (PThs) in the past 10 years, including the synthesis, properties and applications. Main focus is placed on the manner in which chirality is implemented and the optical activity of the chiral PThs. We showcase examples in which the chirality of PThs is induced by side chain substituents with point, planar, and axial chirality or arises from external chiral media. Application of chiral PThs is also included. Finally, perspectives for further development are offered.

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Section: Chirality Induced By Biomacromoleculesmentioning

confidence: 99%

Section: Chirality Induced By Biomacromoleculesmentioning

confidence: 99%

Chirality in polythiophenes: A review

Wang

Xiao

2021

Chirality

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“…12,15,20,21 Recently, Leclerc et al pointed out that the fluorescence signal, and therefore the detection sensitivity of label-free DNA/CPT hybridization biosensors (i.e. 23 This is interpreted as a direct consequence of the different conformational changes and binding mechanisms of CPT with various DNA sequences, affecting the homogeneity of the assays. 22 For other single-stranded DNA/CPE complexes, it was also observed that the photoluminescence properties of CPEs depend on the DNA sequence.…”

Section: Introductionmentioning

confidence: 99%

Self-assembly and hybridization mechanisms of DNA with cationic polythiophene

et al. 2015

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The combination of DNA and π-conjugated polyelectrolytes (CPEs) represents a promising approach to develop DNA hybridization biosensors, with potential applications for instance in the detection of DNA lesions and single-nucleotide polymorphisms. Here we exploit the remarkable optical properties of a cationic poly[3-(6'-(trimethylphosphonium)hexyl)thiophene-2,5-diyl] (CPT) to decipher the self-assembly of DNA and CPT. The ssDNA/CPT complexes have chiroptical signatures in the CPT absorption region that are strongly dependent on the DNA sequence, which we relate to differences in supramolecular interactions between the thiophene monomers and the various nucleobases. By studying DNA-DNA hybridization and melting processes on preformed ssDNA/CPT complexes, we observe sequence-dependent mechanisms that can yield DNA-condensed aggregates. Heating-cooling cycles show that non-equilibrium mixtures can form, noticeably depending on the working sequence of the hybridization experiment. These results are of high importance for the use of π-conjugated polyelectrolytes in DNA hybridization biosensors and in polyplexes.

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“…Side‐ or main‐chain polyelectrolytes that contain charged, π‐conjugated repeat units are an interesting class of materials for potential applications in chemo‐ or biosensing as well as optoelectronic devices such as solar cells or organic light emitting diodes . In recent years, side‐chain conjugated polyelectrolytes based on several backbone motifs were developed including polyfluorenes, fluorene–benzothiazole copolymers, polythiophenes, poly‐ p ‐phenylenevinylenes, poly‐ p ‐phenyleneethynylenes among others for applications in sensing, imaging, as well as for enzyme activity, and charge transport studies . Fully conjugated poly(pyridinium salt)s, or polyelectrolytes containing viologen, as well as diethynylpyridinium units as main‐chain polyelectrolytes have been synthesized mainly for biosensing and optoelectronic applications.…”

Section: Introductionmentioning

confidence: 99%

Cationic Main‐Chain Polyelectrolytes with Pyridinium‐Based p‐Phenylenevinylene Units and Their Aggregation‐Induced Gelation

Samanta

Scherf

2016

Macro Chemistry & Physics

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Cationic polyelectrolytes find potential applications in electronic device fabrication, biosensing as well as in biological fields. Herein, a series of cationic main-chain polyelectrolytes with pyridinium-based p-phenylenevinylene units that are connected via alkylene spacers of varying lengths are synthesized by a base-catalyzed aldol-type coupling reaction. Their mean average molecular weights range from 15 000 to 32 000 g mol -1 , corresponding to about 16-33 repeat units. Due to the presence of alkyl side-chains and alkylene spacers as well as cationic hard-charges the polymers are endowed with amphiphilic character and hence, aggregation of these polyelectrolytes at high concentration leads to thermoreversible physical gel formation in dimethyl sulfoxide accompanied by interchain interactions. Morphological analysis shows spherical aggregates in case of C 16 -Poly-S 12 in dimethyl sulfoxide. Dependence of gelation behavior on the length of alkyl side-chains and alkylene spacers of the polyelectrolytes are addressed.for applications in sensing, [25][26][27][28][29] imaging, [30] as well as for enzyme activity, [31] and charge transport studies. [32,33] Fully conjugated poly(pyridinium salt)s, [34][35][36][37][38][39][40][41] or polyelectrolytes containing viologen, [42] as well as diethynylpyridinium units [43] as main-chain polyelectrolytes have been synthesized mainly for biosensing and optoelectronic applications. Nonconjugated polyelectrolytes were also generated based on ammonium, [44] pyridinium, [45][46][47][48][49] or viologen [50][51][52] as charged building blocks present either in the main or side chain. Also, nonconjugated polyelectrolytes containing main-chain perylene units have been reported. [53] Recently, polyelectrolyte-based dye-sensitized solar cells were fabricated from conjugated polymers with ammonium iodide side chains, [54] or based on imidazolium iodide-containing polymeric gel electrolytes [55,56] as well as 1-methyl-3-hexyl-imidazolium iodide blended in low molecular mass organogelators. [57] Nonconjugated λ-shaped polymers containing carbazole units that are connected via 4-pyridinium vinyl linkages have been synthesized showing interesting nonlinear optical properties. [58] Recently, pyridiniumbased p-phenylenevinylene trimers were synthesized [+]

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DNA sequence-dependent photoluminescence enhancement in a cationic conjugated polyelectrolyte

Abstract: DNA sequence-dependent photoluminescence enhancement is found for a cationic polyelectrolyte complexed with single stranded DNA and described as a result of an interplay between electrostatic attraction and the π-π stacking between the polyelectrolyte's backbone and DNA's bases.

Cited by 7 publications

References 22 publications

Chirality in polythiophenes: A review

Chirality in polythiophenes: A review

Self-assembly and hybridization mechanisms of DNA with cationic polythiophene

Cationic Main‐Chain Polyelectrolytes with Pyridinium‐Based p‐Phenylenevinylene Units and Their Aggregation‐Induced Gelation

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