Differential Self-Assembly and Tunable Emission of Aromatic Peptide Bola-Amphiphiles Containing Perylene Bisimide in Polar Solvents Including Water
Bai, S. Debnath, S. Javid, Nadeem Frederix, P.W.J.M. Fleming, S. Pappas, C.G. Ulijn, R.V.
Bai, S.
Debnath, S.
Javid, Nadeem
Frederix, P.W.J.M.
Fleming, S.
Pappas, C.G.
Ulijn, R.V.
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2014-07-01
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We demonstrate the self-assembly of bola-amphiphile-type conjugates of dipeptides and perylene bisimide (PBI) in water and other polar solvents. Depending on the nature of the peptide used (glycine-tyrosine, GY, or glycine-aspartic acid, GD), the balance between H-bonding and aromatic stacking can be tailored. In aqueous buffer, PBI-[GY]2 forms chiral nanofibers, resulting in the formation of a hydrogel, while for PBI-[GD]2 achiral spherical aggregates are formed, demonstrating that the peptide sequence has a profound effect on the structure formed. In water and a range of other polar solvents, self-assembly of these two PBI-peptides conjugates results in different nanostructures with highly tunable fluorescence performance depending on the peptide sequence employed, e.g., fluorescent emission and quantum yield. Organogels are formed for the PBI-[GD]2 derivative in DMF and DMSO while PBI-[GY]2 gels in DMF. To the best of our knowledge, this is the first successful strategy for using short peptides, specifically, their sequence/structure relationships, to manipulate the PBI nanostructure and consequent optical properties. The combination of controlled self-assembly, varied optical properties, and formation of aqueous and organic gel-phase materials may facilitate the design of devices for various applications related to light harvesting and sensing.
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Bai S, Debnath S, Javid N et al (2014) Differential Self-Assembly and Tunable Emission of Aromatic Peptide Bola-Amphiphiles Containing Perylene Bisimide in Polar Solvents Including Water. Langmuir. 30(25): 7576-7584.
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