Hydrophobicity Directed Chiral Self‐Assembly and Aggregation‐Induced Emission: Diacetylene‐Cored Pseudopeptide Chiral Dopants

Here we delineate simple and tunable hydrophobically driven chiral functional assemblies of diacetylene cored pseudopeptides. These amino acid appended, rigid core dialkynes constitute promising chiral supramolecular building blocks for materials properties engineering. The chiral appended amino aci...

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Vydané v:	Angewandte Chemie International Edition Ročník 61; číslo 42; s. e202209806 - n/a
Hlavní autori:	Maurya, Govind P., Verma, Deepak, Sinha, Aloka, Brunsveld, Luc, Haridas, V.
Médium:	Journal Article
Jazyk:	English
Vydavateľské údaje:	WEINHEIM Wiley 17.10.2022 Wiley Subscription Services, Inc
Vydanie:	International ed. in English
Predmet:	Acetonitrile Acetonitriles Agglomeration Aggregation-Induced Emission Amino Acids Assembly Chemistry Chemistry, Multidisciplinary Chirality Dimethyl Sulfoxide Emission Emissions Hydrophobic and Hydrophilic Interactions Hydrophobicity Liquid Crystal Liquid crystals Material properties Physical Sciences Pseudopeptides Science & Technology Self-Assembly Solvents Stereoisomerism Supramolecular Helix Tuning Supramolecular Helix AMPLIFICATION PEPTIDES Self-Assembly Aggregation-Induced Emission DIVERSITY Liquid Crystal Pseudopeptides MOLECULES
ISSN:	1433-7851, 1521-3773, 1521-3773
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Popis
Shrnutí:	Here we delineate simple and tunable hydrophobically driven chiral functional assemblies of diacetylene cored pseudopeptides. These amino acid appended, rigid core dialkynes constitute promising chiral supramolecular building blocks for materials properties engineering. The chiral appended amino acid elements allow for simple tuning of solubility and interaction properties as well as governing chirality, while the central dialkyne core can impart hydrophobically driven assembly and Aggregation Induced Emission (AIE) properties. The self‐assembly of these rod‐like dialkynes can be regulated by tuning the solvent environment, with for example self‐assembly into vesicles in acetonitrile and into helical organization with AIE in a H2O/DMSO mixture. Of additional high interest, these supramolecular materials, themselves devoid of liquid crystal (LC) properties, can induce chirality into non‐chiral LC matrices with high helical twisting power. Designer psuedopeptides with rigid dialkyne core showed hydrophobically driven chiral self‐assembly with AIE. They self‐assembled to vesicles in acetonitrile, while supramolecular helices in 90 % H2O/DMSO. These self‐assembling pseudopeptides devoid of LC property, act as chiral dopants that direct the non‐chiral LC matrix into helical assembly.
Bibliografia:	ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 14 content type line 23
ISSN:	1433-7851 1521-3773 1521-3773
DOI:	10.1002/anie.202209806