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2022-01-01
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PROPERTIES OF NOVEL SURFACTIN-DERIVED BIOSURFACTANTS OBTAINED THROUGH SOLID-PHASE SYNTHESIS
Vazquez, Leonardo et al. | Date Issued: 2018
Author
Vazquez, Leonardo
Ferreira, Andre Teixeira da Silva
Cavalcante, Fernanda Sampaio
Garcia, Israel José P.
Santos, Katia Regina Netto dos
Barbosa, Leandro Augusto de Oliveira
Almeida, Marcius da Silva
Mignaco, Julio Alberto
Fontes, Carlos Frederico Leite
Affilliation
Universidade Federal do Rio de Janeiro. Instituto de Bioquímica Médica Leopoldo de Meis. Programa de Biologia Estrutural, Lab. Est. e Reg. de Proteínas e ATPases. Rio de Janeiro, RJ, Brasil.
Fundação Oswaldo Cruz. Instituto Oswaldo Cruz. Laboratório de Toxinologia. Rio de Janeiro, RJ, Brasil.
Universidade Federal do Rio de Janeiro. Departamento de Microbiologia. Campus Macaé. Macaé, RJ, Brasil.
Universidade Federal de São João del Rei. Campus Centro‐Oeste Dona Lindu. Departamento de Bioquímica. Laboratório de Bioquímica Celular. São João del Rei, MG, Brasil.
Universidade Federal do Rio de Janeiro. Instituto de Microbiologia Professor Paulo de Góes. Rio de Janeiro, RJ, Brasil.
Universidade Federal de São João del Rei. Campus Centro‐Oeste Dona Lindu. Departamento de Bioquímica. Laboratório de Bioquímica celular. São João del Rei, MG, Brasil.
Universidade Federal do Rio de Janeiro. Centro Nacional de Biologia Estrutural e Bioimagem. Programa de Biologia Estrutural. Rio de Janeiro, RJ, Brasil.
Universidade Federal do Rio de Janeiro. Instituto de Bioquímica Médica Leopoldo de Meis. Programa de Biologia Estrutural, Lab. Est. e Reg. de Proteínas e ATPases. Rio de Janeiro, RJ, Brasil.
Universidade Federal do Rio de Janeiro. Instituto de Bioquímica Médica Leopoldo de Meis. Programa de Biologia Estrutural, Lab. Est. e Reg. de Proteínas e ATPases. Rio de Janeiro, RJ, Brasil.
Abstract
Eight molecules, four peptides (SPs) and four lipopeptides (LPs) derived by rational design from surfactin, a well-known secreted biosurfactant from Bacillus subtilis, were produced employing Fmoc-based solid-phase synthesis. These new peptides were tested to evaluate their potential biosurfactant and biological activities, aiming at possible applications in industrial, biological, pharmaceutical, and medical use. Five molecules (SP1, SP2, SP4, LP5, and LP8) presented potential for medical uses, mainly due to their drug delivery properties as suggested by their synergistic activity with the antibiotic vancomycin against Staphylococcus aureus. All synthetic peptides showed low toxicity against Vero cell cultures, in assays of hemolysis, and in different cytotoxicity assays. In addition, we found that three peptides (SP1, LP6, and LP7) had potential technological and industrial use because of their emulsifying capacity, low toxicity, and ability to physically stabilize solutions. These novel molecules retained some properties of the parental molecule (surfactin, which was originally obtained through nonribosomal synthesis in Bacillus subtilis) but have the advantage of being linear peptides, which can be produced at large scales through the use of conventional heterologous protein expression protocols.
Keywords in Portuguese
Peptídeo
Biosurfactantes
Entrega de drogas
Síntese de fase sólida
Design racional
Surfactina
Efeito sinérgico
 
Keywords
Biosurfactants
Drug delivery
Linear peptides
Lipopeptides
Peptide
Rational design
Solid‐phase synthesis
Surfactin
Synergistic effect
 
DeCS
Lipopeptídeos
Publisher
Wiley
Citation
VAZQUEZ, Leonardo et al. Properties of novel surfactin‐derived biosurfactants obtained through solid‐phase synthesis. Journal of Peptide Science, v. 24, p.1-13, 2018.
DOI
10.1002/psc.3129
ISSN
1075-2617