Supramolecular Organization of ssDNA‐Templated π‐Conjugated Oligomers via Hydrogen Bonding

Abstract

The templated self‐assembly of water‐soluble π‐conjugated molecules bearing a diaminotriazine moiety H‐bonding to a single‐strand oligothymine template leads to defined structures. We study these assemblies with molecular modeling, circular dichroism spectroscopy, and scanning probe microscopy, to get a better understanding of the factors governing the supramolecular organization and structural order.

Self-assembly and hybridization mechanisms of DNA with cationic polythiophene

“…27,28 This observation indicates that the extent of the red-shift in l max (due to unfolding/planarization of the polymer chains upon DNA binding) is related to the charge ratio R À/+ , likely ruling the stoichiometry of the selfassembly. [34][35][36] For dT 20 /CPT, the sign of the ICD is attributed to a preferential right-handed helical conformation of the polymer within the dT/CPT complex. However, above a molar ratio of 1 : 0.6, l max gradually shifts back towards lower wavelengths, eventually yielding a slightly blue-shifted absorption maximum at a 1 : 1 molar ratio, but with a very large shoulder still present in the 500-550 nm region (Fig.…”

Encapsulation of DNA‐Templated Chromophore Assemblies within Virus Protein Nanotubes

“…All experiments were carried out in 50 mm Tris-HCl buffer at pH 7.5 and low salt concentration (0.1 m NaCl). [24] When CP was mixed with a solution containing the T40-G1 complex in a thymine/CP ratio of 10:1, the Cotton effect of the complex was retained (Figure 2 a), thus showing that G1 maintains its helical arrangement. These conditions ensure a high degree of binding between G1 and T40 ( Figure S1 in the Supporting Information).…”

“…[5][6][7][8][9][10][11] Viruses have also been used as robust and monodisperse scaffolds for the incorporation of chemical entities both in their inner cavities and on their exterior surfaces. [18][19][20][21] Herein, we describe a unique strategy to assemble chromophoric molecules into very long helical stacks by using both types of biological scaffolds outlined above, that is, DNA to template the chromophore assembly [22][23][24] and the Cowpea chlorotic mottle virus (CCMV) protein to create nanotubes that can hold the DNA-chromophore architectures.CCMV [25,26] is an icosahedral virus with an outer diameter of 28 nm and an inner cavity 18 nm in diameter. [18][19][20][21] Herein, we describe a unique strategy to assemble chromophoric molecules into very long helical stacks by using both types of biological scaffolds outlined above, that is, DNA to template the chromophore assembly [22][23][24] and the Cowpea chlorotic mottle virus (CCMV) protein to create nanotubes that can hold the DNA-chromophore architectures.…”

“…[12][13][14][15][16][17] Filamentous viruses such as the Tobacco mosaic virus and M13 viruses can be used to construct one-dimensional arrays, mainly through the attachment of small building blocks to their surfaces. [18][19][20][21] Herein, we describe a unique strategy to assemble chromophoric molecules into very long helical stacks by using both types of biological scaffolds outlined above, that is, DNA to template the chromophore assembly [22][23][24] and the Cowpea chlorotic mottle virus (CCMV) protein to create nanotubes that can hold the DNA-chromophore architectures.CCMV [25,26] is an icosahedral virus with an outer diameter of 28 nm and an inner cavity 18 nm in diameter. The capsid shell is formed by 180 coat protein (CP) subunits that assemble with T = 3 Caspar-Klug symmetry around a central RNA matrix.…”

Self‐assembly and chiroptical properties in supramolecular complexes of adenosine phosphates and guanidinium‐bispyrene

“…Indeed, circular dichroism (CD) spectroscopy has been shown to be a powerful tool to probe the induction/amplification of chirality in supramolecular systems, [17][18][19] especially for (oligo)nucleotide-templating systems in which the biomolecule induces a chiral conformation/assembly to the bound achiral chromophore. 1,8,11,14,[20][21][22][23][24][25] Therefore, the induced chiroptical signals of GuaBiPy could be ultimately utilized to probe the enzymatic ATP hydrolysis.…”