What different physical techniques can disclose about disruptions on membrane structure caused by the antimicrobial peptide Hylin a1 and a more positively charged analogue

Muniz, Gabriel S. Vignoli; Duarte, Evandro L.; Lorenzón, Esteban Nicolás; Cilli, Eduardo Maffud; Lamy, M. Teresa

doi:10.1016/j.chemphyslip.2022.105173

Cited by 3 publications

(5 citation statements)

References 47 publications

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“…In contrast to SF, pure DODAB dispersions have a narrow endothermic transition around 47 °C when heated (Figure A) and a narrow exothermic peak around 41.5 °C when cooled (Figure B). The narrow peaks indicate that these phase transitions are cooperative, i.e., the conformational changes of one molecule are transmitted to the other molecules of the array, leading to a collective change of all molecules. , Similar thermograms, with narrow peaks and a hysteresis of 5.4 °C between heating and cooling, have been described for diluted DODAB dispersions in water. , These samples prepared in water have transition peaks upon heating and cooling around 44 and 39 °C, respectively. , A narrow peak around 47 °C has been described upon heating buffered samples, , suggesting that the increase in transition temperature results from the electrostatic shielding of the cationic DODAB headgroups.…”

Section: Resultsmentioning

confidence: 70%

“…The narrow peaks indicate that these phase transitions are cooperative, i.e., the conformational changes of one molecule are transmitted to the other molecules of the array, leading to a collective change of all molecules. 30,31 Similar thermograms, with narrow peaks and a hysteresis of 5.4 °C between heating and cooling, have been described for diluted DODAB dispersions in water. 32,33 These samples prepared in water have transition peaks upon heating and cooling around 44 and 39 °C, respectively.…”

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confidence: 99%

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Thermotropic Behavior and Structural Organization of C24:1 Sulfatide Dispersions and Its Mixtures with Cationic Bilayers

et al. 2023

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C24:1 sulfatide (SF) is an endogenous activator of type II NKT cells. The thermotropic behavior and structure of SF dispersions and its mixtures (4.8−16.6 mol %) with cationic dioctadecyldimethylammonium bromide (DODAB) bilayers were investigated by differential scanning calorimetry and electron paramagnetic resonance spectroscopy. The non-interdigitated lamellar structures formed by pure SF display broad thermal events around 27.5 °C when heated and cooled. These events disappear upon mixing with DODAB, showing complete lipid miscibility. SF decreases the DODAB gel-phase packing, with a consequent decrease in phase-transition temperatures and cooperativity upon heating. In contrast, SF increases the rigidity of the DODAB fluid phase, resulting in a smaller decrease in transition temperatures upon cooling. The hysteresis between heating and cooling decreased as the SF molar fraction increased. These effects on DODAB are similar to the ones described for other glycolipids, such as αGalCer and βGlcCer. This might be due to the orientation of the rigid and planar amide bond that connects their sphingoid bases and acyl chains, which result in a V-shaped conformation of the glycolipid molecules. The current results may be important to plan and develop new immunotherapeutic tools based on SF.

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Section: Resultsmentioning

confidence: 70%

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confidence: 99%

Thermotropic Behavior and Structural Organization of C24:1 Sulfatide Dispersions and Its Mixtures with Cationic Bilayers

et al. 2023

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“…Compounds such as nonoxynol-9, para-aminobenzoic acid, fullerene derivatives, and anthraquinones have been reported as virucidal compounds against the enveloped virus [ 63 , 64 , 65 , 66 , 67 ]. Mastoparan, an invertebrate host defence peptide that penetrates lipid bilayers, and its derivatives interact with viral lipid envelopes, and thereby reduce the infectivity of West Nile virus, avian influenza, and henipavirus [ 68 ]. Amphipathic peptides with high affinity to lipids could interact with the viral envelope [ 33 , 69 , 70 ] to destroy virus particles by forming a pore (toroidal pore or barrel stave) or dissolving the membrane (carpet-like) [ 71 ].…”

Section: Discussionmentioning

confidence: 99%

Antiviral Evaluation of New Synthetic Bioconjugates Based on GA-Hecate: A New Class of Antivirals Targeting Different Steps of Zika Virus Replication

et al. 2023

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Re-emerging arboviruses represent a serious health problem due to their rapid vector-mediated spread, mainly in urban tropical areas. The 2013–2015 Zika virus (ZIKV) outbreak in South and Central America has been associated with cases of microcephaly in newborns and Guillain–Barret syndrome. We previously showed that the conjugate gallic acid—Hecate (GA-FALALKALKKALKKLKKALKKAL-CONH2)—is an efficient inhibitor of the hepatitis C virus. Here, we show that the Hecate peptide is degraded in human blood serum into three major metabolites. These metabolites conjugated with gallic acid were synthesized and their effect on ZIKV replication in cultured cells was evaluated. The GA-metabolite 5 (GA-FALALKALKKALKKL-COOH) was the most efficient in inhibiting two ZIKV strains of African and Asian lineage at the stage of both virus entry (virucidal and protective) and replication (post-entry). We also demonstrate that GA-metabolite 5 does not affect cell growth after 7 days of continuous treatment. Thus, this study identifies a new synthetic antiviral compound targeting different steps of ZIKV replication in vitro and with the potential for broad reactivity against other flaviviruses. Our work highlights a promising strategy for the development of new antivirals based on peptide metabolism and bioconjugation.

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“…To date, three typical antimicrobial peptide membrane failure models have been proposed, including the barrel stave model, carpet model, and annular whole model. , In addition to membrane destruction, antimicrobial peptides may also have multiple other mechanisms. For example, antimicrobial peptides can inhibit tumor cell proliferation by inducing apoptosis. , Unfortunately, the instability of this peptide leads to it having poor pharmacokinetic properties . Various design strategies have been developed to improve the stability of antimicrobial peptides, such as modification with unnatural amino acids, lipidation, cyclization, peptidomimetics, and nanotechnology. − Lipidation generally refers to the attachment of fatty acids to the N-terminal or Lys residues of antimicrobial peptides .…”

Section: Introductionmentioning

confidence: 99%

“…For example, antimicrobial peptides can inhibit tumor cell proliferation by inducing apoptosis. 15 , 16 Unfortunately, the instability of this peptide leads to it having poor pharmacokinetic properties. 17 Various design strategies have been developed to improve the stability of antimicrobial peptides, such as modification with unnatural amino acids, lipidation, cyclization, peptidomimetics, and nanotechnology.…”

Section: Introductionmentioning

confidence: 99%

Influence of Fatty Acid Modification on the Anticancer Activity of the Antimicrobial Peptide Figainin 1

Han,

Feng,

Wang

et al. 2023

ACS Omega

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Antimicrobial peptides derived from the skin secretions of amphibians have made important progress in tumor therapy due to their unique mechanism of destroying cell membranes. Figainin 1 (F1) is an 18-amino acid antimicrobial peptide from the skin secretions of Boana raniceps frogs. In a previous study, F1 was shown to inhibit cancer cell proliferation. F1 is composed entirely of natural amino acids; therefore, it is easily degraded by a variety of proteases, resulting in poor stability and a short half-life. In the present study, we used a fatty acid modification strategy to improve the stability of Figainin 1. Among the 8 peptides synthesized, A-10 showed the strongest antiproliferative activity against K562 cells and the other four tumor cell lines, and its stability against serum and proteinase K was improved compared with F1. We found that A-10 works through two mechanisms, cell membrane destruction and apoptosis, and can arrest the cell cycle in the G0/G1 phase. Moreover, A-10 exhibited self-assembly behavior. Overall, it is necessary to select a fatty acid with a suitable length for modification to improve the stability and antiproliferative activity of antimicrobial peptides. This study provides a good reference for the development of antimicrobial peptides as effective anticancer compounds.

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What different physical techniques can disclose about disruptions on membrane structure caused by the antimicrobial peptide Hylin a1 and a more positively charged analogue

Cited by 3 publications

References 47 publications

Thermotropic Behavior and Structural Organization of C24:1 Sulfatide Dispersions and Its Mixtures with Cationic Bilayers

Thermotropic Behavior and Structural Organization of C24:1 Sulfatide Dispersions and Its Mixtures with Cationic Bilayers

Antiviral Evaluation of New Synthetic Bioconjugates Based on GA-Hecate: A New Class of Antivirals Targeting Different Steps of Zika Virus Replication

Influence of Fatty Acid Modification on the Anticancer Activity of the Antimicrobial Peptide Figainin 1

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