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Switchable modulation of bacterial growth and biofilm formation based on supramolecular tripeptide amphiphiles

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Abstract

Design and fabrication of smart supramolecular peptide systems is an effective strategy to develop antibacterial agents that can be selectively activated/inactivated by external stimuli for combating bacterial resistance. In this work, we selectively synthesized isomeric tripeptides (i.e., Ala-Gly-Gly-OH and Gly-Gly-Ala-OH) with the simplest structures to construct a minimalistic dual-responsive supramolecular antibacterial system. To impart stimuli-responsiveness, the tripeptides were modified using a hydrophobic n-butylazobenzene tail at the N-terminal, which benefited the enhancement of the hydrophobicity of the tripeptides and they served as synergistic antibacterial moieties. Two different self-assembled 1-D morphologies (i.e., nanotwists and nanofibers) were observed under the same conditions when the position of the Ala residue was altered. More importantly, the supramolecular tripeptide amphiphiles exhibited a reversible assembly/disassembly process in response to different stimuli (i.e., light and host–guest chemistry). Based on the stimuli-responsiveness, the antibacterial/antibiofilm activities against either Gram-negative or Gram-positive bacteria could be reversibly modulated.

Graphical abstract: Switchable modulation of bacterial growth and biofilm formation based on supramolecular tripeptide amphiphiles

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Publication details

The article was received on 15 May 2019, accepted on 05 Jul 2019 and first published on 06 Jul 2019


Article type: Paper
DOI: 10.1039/C9TB00973F
J. Mater. Chem. B, 2019, Advance Article

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    Switchable modulation of bacterial growth and biofilm formation based on supramolecular tripeptide amphiphiles

    L. Chen, D. Yang, J. Feng, M. Zhang, Q. Qian and Y. Zhou, J. Mater. Chem. B, 2019, Advance Article , DOI: 10.1039/C9TB00973F

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