title: Effect of Peptide Sequences on Supramolecular Interactions of Naphthaleneimide/Tripeptide Conjugates.
abstract: In this study, we reported a significant difference in the supramolecular hydrogelation of newly discovered NI-GFF (NI-Gly-l-Phe-l-Phe) and NI-FFG (NI-l-Phe-l-Phe-Gly) on the basis of their phase diagrams. With a small difference in the peptide chain between NI-GFF and NI-FFG, we observed a significant difference in their self-assembly properties; NI-GFF formed a stable gel at neutral pH, whereas NI-FFG did not, under the same conditions. From spectroscopic and computational studies, intermolecular π-π interactions and extended hydrogen bonding interactions might reinforce the intermolecular interactions of NI-GFF, which may facilitate the formation of the self-assembled nanostructures and the hydrogel. In addition, the aggregation-induced emission (AIE)-active NI-GFF reveals relatively good biocompatibility compared with that of NI-FFG for two commonly used cell lines, suggesting that it is a promising candidate for use as a supramolecular material in biomedical applications. Our results highlight the importance of tripeptide sequences in a self-assembling hydrogel system.
authors.affiliation: Integrative Stem Cell Center, China Medical University Hospital , Taichung 40447, Taiwan.|Graduate Institute of Basic Medical Science, Graduate Institute of Clinical Medical Science, China Medical University , Taichung 40402, Taiwan.
authors.forename: Mei-Yu
authors.initials: MY
authors.lastname: Yeh
authors.affiliation: Department of Materials Science and Engineering, National Chiao Tung University , Hsinchu 30010, Taiwan.
authors.forename: Ching-Ting
authors.initials: CT
authors.lastname: Huang
authors.affiliation: Department of Materials Science and Engineering, National Chiao Tung University , Hsinchu 30010, Taiwan.
authors.forename: Tsung-Sheng
authors.initials: TS
authors.lastname: Lai
authors.affiliation: Department of Materials Science and Engineering, National Chiao Tung University , Hsinchu 30010, Taiwan.
authors.forename: Fang-Yi
authors.initials: FY
authors.lastname: Chen
authors.affiliation: Department of Materials Science and Engineering, National Chiao Tung University , Hsinchu 30010, Taiwan.
authors.forename: Nien-Tzu
authors.initials: NT
authors.lastname: Chu
authors.affiliation: Department of Materials Science and Engineering, National Chiao Tung University , Hsinchu 30010, Taiwan.
authors.forename: Dion Tzu-Huan
authors.initials: DT
authors.lastname: Tseng
authors.affiliation: Integrative Stem Cell Center, China Medical University Hospital , Taichung 40447, Taiwan.|Graduate Institute of Basic Medical Science, Graduate Institute of Clinical Medical Science, China Medical University , Taichung 40402, Taiwan.
authors.forename: Shih-Chieh
authors.initials: SC
authors.lastname: Hung
authors.affiliation: Department of Materials Science and Engineering, National Chiao Tung University , Hsinchu 30010, Taiwan.
authors.forename: Hsin-Chieh
authors.initials: HC
authors.lastname: Lin
mesh_terms: D000595:Amino Acid Sequence; D000818:Animals; D001253:Astrocytes / Q000166:cytology / Q000187:drug effects; D002460:Cell Line; D002470:Cell Survival / Q000187:drug effects; D006801:Humans; D020100:Hydrogels / Q000737:chemistry* / Q000494:pharmacology; D006860:Hydrogen Bonding; D006863:Hydrogen-Ion Concentration; D057927:Hydrophobic and Hydrophilic Interactions; D007094:Imides / Q000737:chemistry*; D061986:MCF-7 Cells; D009281:Naphthalenes / Q000737:chemistry* / Q000494:pharmacology; D009842:Oligopeptides / Q000737:chemistry* / Q000494:pharmacology; D051381:Rats
chemical_list: D020100:Hydrogels; D007094:Imides; D009281:Naphthalenes; D009842:Oligopeptides; C044920:phenylalanyl-phenylalanyl-glycine