The Helix to Super‐Helix Transition in the Self‐Assembly of π‐Systems: Superseding of Molecular Chirality at Hierarchical Level

Hifsudheen, Mohamed; Mishra, Rakesh K.; Vedhanarayanan, Balaraman; Praveen, Vakayil K.; Ajayaghosh, Ayyappanpillai

doi:10.1002/ange.201707392

Cited by 56 publications

(20 citation statements)

References 60 publications

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“…The group of Ajayaghosh reported chiral oligo(phenylene ethynylene)s that assemble into helical supramolecular polymers, which in turn assemble into superhelices of opposite handedness ( Figure 6 a). 167 By careful control of the amount of CHCl 3 in n -decane, the degree of superhelical twisting could be controlled.…”

Section: Pathway Selection and Morphology Driven By Solvationmentioning

confidence: 99%

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Solute–Solvent Interactions in Modern Physical Organic Chemistry: Supramolecular Polymers as a Muse

2020

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Interactions between solvents and solutes are a cornerstone of physical organic chemistry and have been the subject of investigations over the last century. In recent years, a renewed interest in fundamental aspects of solute–solvent interactions has been sparked in the field of supramolecular chemistry in general and that of supramolecular polymers in particular. Although solvent effects in supramolecular chemistry have been recognized for a long time, the unique opportunities that supramolecular polymers offer to gain insight into solute–solvent interactions have become clear relatively recently. The multiple interactions that hold the supramolecular polymeric structure together are similar in strength to those between solute and solvent. The cooperativity found in ordered supramolecular polymers leads to the possibility of amplifying these solute–solvent effects and will shed light on extremely subtle solvation phenomena. As a result, many exciting effects of solute–solvent interactions in modern physical organic chemistry can be studied using supramolecular polymers. Our aim is to put the recent progress into a historical context and provide avenues toward a more comprehensive understanding of solvents in multicomponent supramolecular systems.

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Section: Pathway Selection and Morphology Driven By Solvationmentioning

confidence: 99%

“… (a) Cartoon representation of the supramolecular polymerization and subsequent superhelix formation of oligo(phenylene ethynylene) derivatives. Reproduced with permission from ref ( 167 ). Copyright 2017 John Wiley and Sons.…”

Section: Pathway Selection and Morphology Driven By Solvationmentioning

confidence: 99%

Solute–Solvent Interactions in Modern Physical Organic Chemistry: Supramolecular Polymers as a Muse

2020

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“…double helical DNA, triple-helical collagen, α-helix and β-sheet in proteins) are fundamental units in living systems, [1][2][3] typically dynamic transitions between lower-order structures and higher-order super-helical structures realize many important biological functions. 4,5 For instance, decoiling and reforming of DNA super-helices are the prerequisites for replication and transcription of genomes. 6,7 The conformational misfolding or disorders in coiled-coil super-helical structures of proteins may disrupt normal cellular metabolism and increase the risk of some diseases including Alzheimer's or Parkinson's diseases.…”

Section: Introductionmentioning

confidence: 99%

Biphenyl-Induced Superhelix in l -Phenylalanine-Based Supramolecular Self-Assembly with Dynamic Morphology Transitions

et al. 2022

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Dynamic transitions of supramolecular assemblies between lower-order structures and higher-order superhelical structures (e.g. double helical DNA, helical biopolymers) are of vital importance in many physiological processes, but still remains a great challenge to be realized in artificial assembled systems. Herein, a novel biphenyl central core symmetrically coupled with phenylalanine groups drives the construction of dynamic super-helix. The rotary packing of biphenyl central units allows π-π stacking under molecular aggregation state, which combines with hydrogen bonding between phenylalanine moieties to contribute the formation of superhelix. Notably, the coordination between carboxyl moieties and metal ions enables the in situ morphological transition between super-helix and nanospheres, which is regulated by redox reaction. The super-helical fibers mimicking extracellular matrix (ECM) exhibit stronger stereospecific interactions to proteins than primary fibers, facilitating the cell adhesion and proliferation. Moreover, the dynamic super-helical fibers as cell culture scaffolds can induce cell release via change of morphology from super-helix to nanospheres. This study

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“…Consequently, if the geometry of the gel fibers can be easily changed, the preparation time will be greatly shortened. At present, thanks to the fast development of hierarchy self‐assembly theories which present more than one fiber geometry, 15–21 it is possible to facilely regulate the fiber geometries and electro‐optical properties of LC gels.…”

Section: Introductionmentioning

confidence: 99%

Facile regulation of the electro‐optical properties of liquid crystal gels by kinetics‐controlled hierarchy self‐assembly

Shan

Zheng

et al. 2021

Polymer International

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Liquid crystal gels, exhibiting promising applications in novel light scattering displays, face the problem of the inherent contradiction between the applied voltage and the contrast, which are the two most basic and crucial parameters for displays. Regretfully, improvement of the applied voltage always means the sacrifice of contrast and vice versa, related to the morphology of the gel fibers. Alternatively, we propose an approach to easily regulate the electro‐optical properties to meet the needs of different applications, towards either lower applied voltage or higher contrast, based on kinetics‐controlled hierarchy self‐assembly. Thin rod‐like and thick helical gel fibers are formed when cooling the liquid crystal gel in water and air respectively, leading to significantly different electro‐optical properties. This method not only facilitates the large‐scale manufacture and application of light scattering displays, but also provides a practical application using the newly developed theory of kinetics‐controlled self‐assembly. © 2021 Society of Chemical Industry

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The Helix to Super‐Helix Transition in the Self‐Assembly of π‐Systems: Superseding of Molecular Chirality at Hierarchical Level

Cited by 56 publications

References 60 publications

Solute–Solvent Interactions in Modern Physical Organic Chemistry: Supramolecular Polymers as a Muse

Solute–Solvent Interactions in Modern Physical Organic Chemistry: Supramolecular Polymers as a Muse

Biphenyl-Induced Superhelix in l -Phenylalanine-Based Supramolecular Self-Assembly with Dynamic Morphology Transitions

Facile regulation of the electro‐optical properties of liquid crystal gels by kinetics‐controlled hierarchy self‐assembly

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