The Influence of the Amphiphilic Properties of Peptides on the Phosphatidylinositol Monolayer in the Presence of Ascorbic Acid

Overview

Journal Int J Mol Sci

Publisher MDPI

Specialties Biochemistry
Chemistry
Molecular Biology

Date 2024 Dec 17

PMID 39684196

Authors

Iwona Golonka

Izabela W Lukasiewicz

Aleksandra Sebastianczyk

Katarzyna E Greber

Wieslaw Sawicki

Witold Musial

Affiliations

Soon will be listed here.

Abstract

is one of the most common dermatological diseases and is strongly connected with the pathological growth of the . More than half of the cultures of this bacterium are resistant to antibiotics, resulting in the proposal of the use of antibacterial peptides as an alternative to traditional antibiotics. Ascorbic acid (AA) and its antioxidant properties may ally in acne therapy. The aim of this study was to determine the influence of the selected antibacterial peptides in the presence of ascorbic acid and 3-O-ethyl-ascorbic acid (EAA) on the properties of the monolayer formed by phosphatidylinositol. Studies of the properties of the phosphatidylinositol monolayer were carried out using the Langmuir-Wilhelmy balance. The recorded compression isotherms, hysteresis loops, and surface pressure values recorded at specific time intervals were evaluated to assess the influence of ascorbic acid and its derivatives in the presence of antimicrobial peptides on the stability and organization of phosphatidylinositol monolayers. The addition of AA to the subphase caused a faster phase transition at over 60 Å/molecule and significantly reduced the plateau surface pressure by about 20% in most of the systems tested. The studied monolayers were found to be in the expanded liquid state (40.23-49.95 [mN/m]) or in the transition between the expanded and condensed liquid phase (51.47-60.98 [mN/m]). Compression and decompression isotherms indicated the highest flexibility of the systems at 20 °C and 25 °C. The surface pressure versus time dependence indicated the stability of the phosphatidylinositol monolayer with 3-O-ethyl-ascorbic acid and antimicrobial peptides up to 35 °C.

References

Rojewska M, Smulek W, Kaczorek E, Prochaska K . Langmuir Monolayer Techniques for the Investigation of Model Bacterial Membranes and Antibiotic Biodegradation Mechanisms. Membranes (Basel). 2021; 11(9). PMC: 8471293. DOI: 10.3390/membranes11090707. View

Seo M, Won H, Kim J, Mishig-Ochir T, Lee B . Antimicrobial peptides for therapeutic applications: a review. Molecules. 2012; 17(10):12276-86. PMC: 6268056. DOI: 10.3390/molecules171012276. View

Ma Y, Wu Y, Li L . Relationship between primary structure or spatial conformation and functional activity of antioxidant peptides from Pinctada fucata. Food Chem. 2018; 264:108-117. DOI: 10.1016/j.foodchem.2018.05.006. View

Gerard V, Ay E, Graff B, Morlet-Savary F, Galopin C, Mutilangi W . Ascorbic Acid Derivatives as Potential Substitutes for Ascorbic Acid To Reduce Color Degradation of Drinks Containing Ascorbic Acid and Anthocyanins from Natural Extracts. J Agric Food Chem. 2019; 67(43):12061-12071. DOI: 10.1021/acs.jafc.9b05049. View

Golonka I, Puculek J, Greber K, Drys A, Sawicki W, Musial W . Evaluation of the Effect of Antibacterial Peptides on Model Monolayers. Int J Mol Sci. 2023; 24(19). PMC: 10573695. DOI: 10.3390/ijms241914861. View

Lipinski C, Lombardo F, Dominy B, Feeney P . Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings. Adv Drug Deliv Rev. 2001; 46(1-3):3-26. DOI: 10.1016/s0169-409x(00)00129-0. View

Hadicke A, Blume A . Binding of the Cationic Peptide (KL)4K to Lipid Monolayers at the Air-Water Interface: Effect of Lipid Headgroup Charge, Acyl Chain Length, and Acyl Chain Saturation. J Phys Chem B. 2016; 120(16):3880-7. DOI: 10.1021/acs.jpcb.6b01558. View

Gatica M, Allende C, Antonelli M, Allende J . Polylysine-containing peptides, including the carboxyl-terminal segment of the human c-Ki-ras 2 protein, affect the activity of some key membrane enzymes. Proc Natl Acad Sci U S A. 1987; 84(2):324-8. PMC: 304199. DOI: 10.1073/pnas.84.2.324. View

Ahmed I, Haque A, Bhattacharyya S, Patra P, Plaisier J, Perissinotto F . Vitamin C/Stearic Acid Hybrid Monolayer Adsorption at Air-Water and Air-Solid Interfaces. ACS Omega. 2019; 3(11):15789-15798. PMC: 6644023. DOI: 10.1021/acsomega.8b02235. View

10.

Golonka I, Greber K, Oleksy-Wawrzyniak M, Paleczny J, Drys A, Junka A . Antimicrobial and Antioxidative Activity of Newly Synthesized Peptides Absorbed into Bacterial Cellulose Carrier against . Int J Mol Sci. 2021; 22(14). PMC: 8306634. DOI: 10.3390/ijms22147466. View

11.

McLaughlin J, Watterson S, Layton A, Bjourson A, Barnard E, McDowell A . and Acne Vulgaris: New Insights from the Integration of Population Genetic, Multi-Omic, Biochemical and Host-Microbe Studies. Microorganisms. 2019; 7(5). PMC: 6560440. DOI: 10.3390/microorganisms7050128. View

12.

Bohdanowicz M, Grinstein S . Role of phospholipids in endocytosis, phagocytosis, and macropinocytosis. Physiol Rev. 2013; 93(1):69-106. DOI: 10.1152/physrev.00002.2012. View

13.

Matsui R, Honda R, Kanome M, Hagiwara A, Matsuda Y, Togitani T . Designing antioxidant peptides based on the antioxidant properties of the amino acid side-chains. Food Chem. 2017; 245:750-755. DOI: 10.1016/j.foodchem.2017.11.119. View

14.

Oliveira Jr O, Caseli L, Ariga K . The Past and the Future of Langmuir and Langmuir-Blodgett Films. Chem Rev. 2022; 122(6):6459-6513. DOI: 10.1021/acs.chemrev.1c00754. View

15.

Giangaspero A, Sandri L, Tossi A . Amphipathic alpha helical antimicrobial peptides. Eur J Biochem. 2001; 268(21):5589-600. DOI: 10.1046/j.1432-1033.2001.02494.x. View

16.

Rodrigues B, Morais T, Zaini P, Campos C, Almeida-Souza H, Dandekar A . Antimicrobial activity of Epsilon-Poly-L-lysine against phytopathogenic bacteria. Sci Rep. 2020; 10(1):11324. PMC: 7347836. DOI: 10.1038/s41598-020-68262-1. View

17.

Santamaria A, Batchu K, Fragneto G, Laux V, Haertlein M, Darwish T . Investigation on the relationship between lipid composition and structure in model membranes composed of extracted natural phospholipids. J Colloid Interface Sci. 2023; 637:55-66. DOI: 10.1016/j.jcis.2023.01.043. View

18.

Gramlich G, Zhang J, Nau W . Increased antioxidant reactivity of vitamin C at low pH in model membranes. J Am Chem Soc. 2002; 124(38):11252-3. DOI: 10.1021/ja026927b. View

19.

Keszthelyi T, Hill K, Kiss E . Interaction of phospholipid Langmuir monolayers with an antibiotic peptide conjugate. J Phys Chem B. 2013; 117(23):6969-79. DOI: 10.1021/jp401533c. View

20.

Polec K, Wojcik A, Flasinski M, Wydro P, Broniatowski M, Hac-Wydro K . The influence of terpinen-4-ol and eucalyptol - The essential oil components - on fungi and plant sterol monolayers. Biochim Biophys Acta Biomembr. 2019; 1861(6):1093-1102. DOI: 10.1016/j.bbamem.2019.03.015. View