Self-assembly of glycerol monooleate with the antimicrobial peptide LL-37: a molecular dynamics study

Malini, Riccardo Innocenti; Zabara, Mahsa; Maniura‐Weber, Katharina; Rossi, René M.; Spano, Fabrizio; Salentinig, Stefan

doi:10.1039/c9ra10037g

Cited by 7 publications

(3 citation statements)

References 87 publications

(142 reference statements)

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“…This result is interesting because peptides with longer hydrocarbon chains are expected to have a higher affinity for membranes via enhanced hydrophobic interactions with lipid acyl chains . A possible explanation for these differences in binding affinity is that longer side chains exhibit a larger decrease in conformational entropy caused by the transfer from the water phase to the membrane surface with restricted molecular motion, as observed in lipid–peptide, peptide–peptide, and protein–protein interactions. − The decrease in the affinity of C4 and C6 peptides suggests that nonspecific binding of the peptide to the lipid membrane was suppressed in a neutral pH environment.…”

Section: Resultsmentioning

confidence: 97%

Fine-Tuning and Enhancement of pH-Dependent Membrane Permeation of Cyclic Peptides by Utilizing Noncanonical Amino Acids with Extended Side Chains

et al. 2023

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The development of cyclic peptides that exhibit pHsensitive membrane permeation is a promising strategy for tissueselective drug delivery. We investigated the pH-dependent interactions of designed cyclic peptides bearing noncanonical amino acids of long acidic side chains with lipid membranes, including surface binding, insertion, and translocation across the membrane. As the length of the side chain of acidic amino acid increased, the binding affinity of the peptides to phosphatidylcholine bilayer surfaces decreased, while the pH for the 50% insertion of the peptides into the bilayers increased. The pH for membrane permeation of the peptides increased with the side chain length, resulting in specific membrane permeation at pH ∼6.5. The longer side chain of acidic amino acids improved the maximum rate of membrane permeation at low pH, where both entropic and enthalpic contributions affected the permeation. Our peptide also showed intracellular delivery of cargo molecules into living cells in a pHdependent manner.

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Section: Resultsmentioning

confidence: 97%

Fine-Tuning and Enhancement of pH-Dependent Membrane Permeation of Cyclic Peptides by Utilizing Noncanonical Amino Acids with Extended Side Chains

et al. 2023

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“…Further molecular dynamic simulations confirmed these experimental results, revealing that charged amine and guanidium groups from LL-37 are responsible for facilitating the interaction with the bacterial membrane. Moreover, LL-37 stabilized the cubosome through hydrophobic interactions, while polar residues remained in solution [155].…”

Section: Polymeric Nanoparticles Nanoemulsions and Micellesmentioning

confidence: 99%

An Update on Antimicrobial Peptides (AMPs) and Their Delivery Strategies for Wound Infections

2020

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Bacterial infections occur when wound healing fails to reach the final stage of healing, which is usually hindered by the presence of different pathogens. Different topical antimicrobial agents are used to inhibit bacterial growth due to antibiotic failure in reaching the infected site, which is accompanied very often by increased drug resistance and other side effects. In this review, we focus on antimicrobial peptides (AMPs), especially those with a high potential of efficacy against multidrug-resistant and biofilm-forming bacteria and fungi present in wound infections. Currently, different AMPs undergo preclinical and clinical phase to combat infection-related diseases. AMP dendrimers (AMPDs) have been mentioned as potent microbial agents. Various AMP delivery strategies that are used to combat infection and modulate the healing rate—such as polymers, scaffolds, films and wound dressings, and organic and inorganic nanoparticles—have been discussed as well. New technologies such as Clustered Regularly Interspaced Short Palindromic Repeat (CRISPR)-associated protein (CRISPR-Cas) are taken into consideration as potential future tools for AMP delivery in skin therapy.

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“…By forming liposome-like assemblies, they form a stable structure and protect themselves against proteases, resulting in increased activity. Malini et al, demonstrated the enhanced antimicrobial activity of the self-assembled LL-37 peptide with the amphiphilic lipid glycerol monooleate [ 84 ]. The C-terminally myristoylated HD5-assembled nanobiotic displayed significantly improved broad-spectrum antibacterial activity in vitro and selective toxicity against E. coli and MRSA, with negligible hemolytic activity and low toxicity [ 85 ].…”

Section: Nanodelivery Systemmentioning

confidence: 99%

Engineering Approaches for the Development of Antimicrobial Peptide-Based Antibiotics

2022

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Antimicrobial peptides (AMPs) have received increasing attention as potential alternatives for future antibiotics because of the rise of multidrug-resistant (MDR) bacteria. AMPs are small cationic peptides with broad-spectrum antibiotic activities and different action mechanisms to those of traditional antibiotics. Despite the desirable advantages of developing peptide-based antimicrobial agents, the clinical applications of AMPs are still limited because of their enzymatic degradation, toxicity, and selectivity. In this review, structural modifications, such as amino acid substitution, stapling, cyclization of peptides, and hybrid AMPs with conventional antibiotics or other peptides, will be presented. Additionally, nanodelivery systems using metals or lipids to deliver AMPs will be discussed based on the structural properties and action mechanisms of AMPs.

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Self-assembly of glycerol monooleate with the antimicrobial peptide LL-37: a molecular dynamics study

Abstract: Molecular dynamics simulations of glycerol-monooleate (GMO)/LL-37 nanocarriers show that hydrophobic interactions among the molecules drive the formation of GMO/LL-37 micelles.

Cited by 7 publications

References 87 publications

Fine-Tuning and Enhancement of pH-Dependent Membrane Permeation of Cyclic Peptides by Utilizing Noncanonical Amino Acids with Extended Side Chains

Fine-Tuning and Enhancement of pH-Dependent Membrane Permeation of Cyclic Peptides by Utilizing Noncanonical Amino Acids with Extended Side Chains

An Update on Antimicrobial Peptides (AMPs) and Their Delivery Strategies for Wound Infections

Engineering Approaches for the Development of Antimicrobial Peptide-Based Antibiotics

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