Journal
JOURNAL OF MATERIALS CHEMISTRY B
Volume 8, Issue 12, Pages 2495-2507Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c9tb02219h
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Funding
- Sao Paulo Research Foundation (FAPESP) [2016/24409-3]
- Brazilian National Council for Scientific and Technological Development (CNPq) [310916/2019-4]
- CAPES [001]
- CNPq [465389/2014-7, 150161/2017-4, 304389/2019-6]
- EPSRC (UK) [EP/L020599/1]
- National Institute of Science and Technology in Bioanalytics (FAPESP) [2014/50867-3]
- National Institute of Science and Technology in Bioanalytics (CNPq) [465389/2014-7]
- FAPESP [2015/24018-1, 2017/02317-2]
- EPSRC [EP/L020599/1] Funding Source: UKRI
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Amphiphilicity is the most critical parameter in the self-assembly of surfactant-like peptides (SLPs), regulating the way by which hydrophobic attraction holds peptides together. Its effects go beyond supramolecular assembly and may also trigger different cell responses of bioactive peptide-based nanostructures. Herein, we investigate the self-assembly and cellular effects of nanostructures based on isomeric SLPs composed by arginine (R) and phenylalanine (F). Two amphipathic designs were studied: a diblock construct F4R4 and its bolaamphiphile analog R2F4R2. A strong sequence-dependent polymorphism emerges with appearance of globules and vesicle-like assemblies, or flat nanotapes and cylindrical micelles. The diblock construct possesses good cell penetrating capabilities and effectiveness to kill SK-MEL-28 melanoma tumor cells, in contrast to reduced intracellular uptake and low cytotoxicity exhibited by the bolaamphiphilic form. Our findings demonstrate that amphipathic design is a relevant variable for self-assembling SLPs to modulate different cellular responses and may assist in optimizing the production of nanostructures based on arginine-enriched sequences in cell penetrating and antimicrobial peptides.
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