Next Article in Journal
Investigation of the Differences in Antithrombin to Heparin Binding among Antithrombin Budapest 3, Basel, and Padua Mutations by Biochemical and In Silico Methods
Previous Article in Journal
Neuroprotective Herbs for the Management of Alzheimer’s Disease
 
 
Article

Naphthalimide-Containing BP100 Leads to Higher Model Membranes Interactions and Antimicrobial Activity

1
Departamento de Bioquímica, Instituto de Química, Universidade de São Paulo, São Paulo, SP 05508000, Brazil
2
Laboratório de Bioquímica de Proteínas e Peptídeos, Instituto Biológico, São Paulo, SP 04014002, Brazil
3
Embrapa Recursos Genéticos e Biotecnologia, Parque Estação Biológica, Empresa Brasileira de Pesquisa Agropecuária, Brasília, DF 70770900, Brazil
*
Authors to whom correspondence should be addressed.
Academic Editor: Nuno C. Santos
Biomolecules 2021, 11(4), 542; https://doi.org/10.3390/biom11040542
Received: 1 February 2021 / Revised: 26 March 2021 / Accepted: 6 April 2021 / Published: 8 April 2021
In a large variety of organisms, antimicrobial peptides (AMPs) are primary defenses against pathogens. BP100 (KKLFKKILKYL-NH2), a short, synthetic, cationic AMP, is active against bacteria and displays low toxicity towards eukaryotic cells. BP100 acquires a α-helical conformation upon interaction with membranes and increases membrane permeability. Despite the volume of information available, the action mechanism of BP100, the selectivity of its biological effects, and possible applications are far from consensual. Our group synthesized a fluorescent BP100 analogue containing naphthalimide linked to its N-terminal end, NAPHT-BP100 (Naphthalimide-AAKKLFKKILKYL-NH2). The fluorescence properties of naphthalimides, especially their spectral sensitivity to microenvironment changes, are well established, and their biological activities against transformed cells and bacteria are known. Naphthalimide derived compounds are known to interact with DNA disturbing related processes as replication and transcription, and used as anticancer agents due to this property. A wide variety of techniques were used to demonstrate that NAPHT-BP100 bound to and permeabilized zwitterionic POPC and negatively charged POPC:POPG liposomes and, upon interaction, acquired a α-helical structure. Membrane surface high peptide/lipid ratios triggered complete permeabilization of the liposomes in a detergent-like manner. Membrane disruption was driven by charge neutralization, lipid aggregation, and bilayer destabilization. NAPHT-BP100 also interacted with double-stranded DNA, indicating that this peptide could also affect other cellular processes besides causing membrane destabilization. NAPHT-BP100 showed increased antibacterial and hemolytic activities, compared to BP100, and may constitute an efficient antimicrobial agent for dermatological use. By conjugating BP100 and naphthalimide DNA binding properties, NAPHT-BP100 bound to a large extent to the bacterial membrane and could more efficiently destabilize it. We also speculate that peptide could enter the bacteria cell and interact with its DNA in the cytoplasm. View Full-Text
Keywords: antimicrobial peptide; BP100; model membranes; spectroscopy; calorimetry; biological activity; naphthalimide antimicrobial peptide; BP100; model membranes; spectroscopy; calorimetry; biological activity; naphthalimide
Show Figures

Figure 1

MDPI and ACS Style

Carretero, G.P.B.; Saraiva, G.K.V.; Rodrigues, M.A.; Kiyota, S.; Bemquerer, M.P.; Chaimovich, H.; Cuccovia, I.M. Naphthalimide-Containing BP100 Leads to Higher Model Membranes Interactions and Antimicrobial Activity. Biomolecules 2021, 11, 542. https://doi.org/10.3390/biom11040542

AMA Style

Carretero GPB, Saraiva GKV, Rodrigues MA, Kiyota S, Bemquerer MP, Chaimovich H, Cuccovia IM. Naphthalimide-Containing BP100 Leads to Higher Model Membranes Interactions and Antimicrobial Activity. Biomolecules. 2021; 11(4):542. https://doi.org/10.3390/biom11040542

Chicago/Turabian Style

Carretero, Gustavo Penteado Battesini, Greice Kelle Viegas Saraiva, Magali Aparecida Rodrigues, Sumika Kiyota, Marcelo Porto Bemquerer, Hernan Chaimovich, and Iolanda Midea Cuccovia. 2021. "Naphthalimide-Containing BP100 Leads to Higher Model Membranes Interactions and Antimicrobial Activity" Biomolecules 11, no. 4: 542. https://doi.org/10.3390/biom11040542

Find Other Styles
Note that from the first issue of 2016, MDPI journals use article numbers instead of page numbers. See further details here.

Article Access Map by Country/Region

1
Back to TopTop