Journal
LANGMUIR
Volume 35, Issue 2, Pages 478-488Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.langmuir.8b03820
Keywords
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Funding
- SERB, India [EMR/2016/000857]
- UKIERI [DST/INT/UK/P-119/2016]
- Alexander von Humboldt Foundation, Germany
- DST-FIST program
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Cation-pi and charge-transfer (CT) interactions are ubiquitous in nature and involved in several biological processes. Although the origin of both the interactions in isolated pairs has extensively been studied, CT interactions are more prominent in supramolecular chemistry. Involvement of cation-pi interactions in the preparation of advanced functional soft materials is uncommon. Moreover, a combination of these two interactions within a pair of electron donor (D) and acceptor (A) is uncharted. Here, we present a rational design to incorporate a combination of these two interactions within a D-A pair. A pyrene-peptide conjugate exhibits a combination of cation-pi and CT interactions with a cationic naphthalenediimide (NDI) molecule in water. Nuclear Overhauser effect spectroscopy NMR along with other techniques and density functional theory calculations reveal the involvement of these interactions. The pi-planes of pyrene and NDI adopt an angle of 56 degrees to satisfy both the interactions, whereas beta-sheet formation by the peptide sequence facilitates self-assembly. Notably, the binary system forms a self-supporting hydrogel at a higher concentration. The hydrogel shows efficient self-healing and injectable property. The hydrogel retains its thixotropic nature even at an elevated temperature. Broadly, we demonstrate a pathway that should prove pertinent to various areas, ranging from understanding biological assembly to peptide-based functional soft materials.
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