Self-assembly to function: design, synthesis, and broad spectrum antimicrobial properties of short hybrid E-vinylogous lipopeptides
| Autor: | Prabhakar Lal Srivastava, Sushil N. Benke, Hosahudya N. Gopi, Narem Nagendra, Hirekodathakallu V. Thulasiram, S. Shiva Shankar |
|---|---|
| Rok vydání: | 2013 |
| Předmět: |
Proteases
Antifungal Agents Stereochemistry Surface Properties Antimicrobial peptides Peptide Microbial Sensitivity Tests Microscopy Atomic Force Hemolysis Serine Lipopeptides Structure-Activity Relationship Drug Discovery Candida albicans Escherichia coli Structure–activity relationship Particle Size chemistry.chemical_classification Dose-Response Relationship Drug Molecular Structure Chemistry Antimicrobial Combinatorial chemistry Anti-Bacterial Agents Drug Design Molecular Medicine Function (biology) Cysteine |
| Zdroj: | Journal of medicinal chemistry. 56(21) |
| ISSN: | 1520-4804 |
| Popis: | Nonribosomal E-vinylogous γ-amino acids are widely present in many peptide natural products and have been exploited as inhibitors for serine and cysteine proteases. Here, we are reporting the broad spectrum antimicrobial properties and self-assembled nanostructures of various hybrid lipopeptides composed of 1:1 alternating α- and E-vinylogous residues. Analysis of the results revealed that self-assembled nanostructures also play a significant role in the antimicrobial and hemolytic activities. In contrast to the α-peptide counterparts, vinylogous hybrid peptides displayed excellent antimicrobial properties against various bacterial and fungal strains. Peptides that adopted nanofiber structures displayed less hemolytic activity, while peptides that adopted nanoneedle structures displayed the highest hemolytic activity. |
| Databáze: | OpenAIRE |
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