Chirality in DNA–π-conjugated polymer supramolecular structures: insights into the self-assembly

Rubio‐Magnieto, Jenifer; Thomas, Amandine; Richeter, Sébastien; Mehdi, Ahmad; Dubois, Philippe; Lazzaroni, Roberto; Clément, Sébastien; Surin, Mathieu

doi:10.1039/c3cc42108b

Cited by 44 publications

(85 citation statements)

References 25 publications

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“…27 CPT has a number-averaged molecular weight (M n ) of 17 700 g mol À1 as estimated from the monomodal trace of the P3HT-Br precursor in GPC (M n B 13 500 g mol À1 , Ð = 1.27), which is in fair agreement with MALDI-ToF mass spectrometry measurements (estimated M n B 11 500 g mol À1 ). 27 CPT has a number-averaged molecular weight (M n ) of 17 700 g mol À1 as estimated from the monomodal trace of the P3HT-Br precursor in GPC (M n B 13 500 g mol À1 , Ð = 1.27), which is in fair agreement with MALDI-ToF mass spectrometry measurements (estimated M n B 11 500 g mol À1 ).…”

Section: Resultssupporting

confidence: 72%

“…22 For other single-stranded DNA/CPE complexes, it was also observed that the photoluminescence properties of CPEs depend on the DNA sequence. 27 We showed that the chirality of the self-assembled DNA/polythiophene structures is notably affected by the nature of the polymer cationic side groups: in particular, polythiophenes with charge-localized cationic groups, such as quaternized ammonium or phosphonium (see Chart 1), show upon DNA binding specific induced circular dichroism (ICD) signatures in the polymer band, which relate to the polymer preferential chiral conformation in the complex. However, the structures formed upon DNA/CPE complexation, and the effects of the sequence, length, and topology of the DNA on the hybridization mechanism and the supramolecular assembly remain virtually unexplored, which constitutes a strong limitation in the understanding of the detection (selectivity and sensitivity) properties and is a requisite to rationally design reliable and stable biosensors.…”

Section: Introductionmentioning

confidence: 98%

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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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Section: Resultssupporting

confidence: 72%

Section: Introductionmentioning

confidence: 98%

Self-assembly and hybridization mechanisms of DNA with cationic polythiophene

et al. 2015

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“…Poly(3-hexylthiophene) was synthesized by Mehdi in the form of powder. 8 The average molecular number (Mn) and dispersity index (PD) of this polymer were 13,300 g/mol and 1.3, respectively. The spin-coated samples were deposited at the rate of 2000 rpm for 60 s in air.…”

Section: Methodsmentioning

confidence: 99%

Morphological and Optical Studies of Poly(3-hexylthiophene) Deposited by Spin Coating on Various Substrates

Naffouti¹,

Mehdi²,

Nasr³

et al. 2013

energy environ focus

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Poly(3-hexylthiophene) (P3HT) thin films have been synthesized using spin coating technique on glass and SnO 2 :F substrates. Atomic force microscopy, spectrophotometry and spectrofluorimetry techniques are used to examine the effect of the experimental conditions on the morphological and optical properties. Better crystallinity was obtained for P3HT/SnO 2 :F/glass. In fact, films grown on SnO 2 :F substrates were relatively uniform with an average surface roughness of about 14.1 nm. A band gap energy of 2 eV was obtained from T( ) and R( ) measurements, value close to the theoretical optimum between 1.9 and 2 eV indicating that P3HT is a suitable compound for solar cell applications. Photoluminescence measurements (PL) showed an emission peak at 524 nm assigned to - * transition and reduction of constraint in the case of P3HT/SnO 2 :F.

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“…Cationic polythiophenes were synthesized as previously reported [20]. First, a Kumada catalyst-transfer polycondensation (KCTP) [39] was used to prepare the regioregular head-to- The growth of (P3HT-R/PEDOT:PSS) multilayer film was monitored in situ using an homemade optical fixed-angle reflectometer [40].…”

Section: Methodsmentioning

confidence: 99%

“…In the case of CPEs, their inherent amphilicity enables their self-assembly into ordered aggregates in both solution and solid phases [12][13][14]. Their self-assembly may also be manipulated by combining them with oppositely charged substances such as metal ions and complexes [15][16][17][18], DNA [19,20], surfactants [21][22][23] and polymers [24] for building complex supramolecular structures. In this respect, electrostatic layer-by-layer (LbL) deposition process based on the sequential adsorption of oppositely charged species represents an easy and convenient strategy for obtaining CPE films with controlled composition, architecture and properties at the nanometer scale [25,26].…”

Section: Introductionmentioning

confidence: 99%