ArticleBiophysical journal2008
Interaction of gramicidin S and its aromatic amino-acid analog with phospholipid membranes.
Article in Biophysical journal, 2008. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 17 papers.
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Who cites it
17 citing papers in PubMed, 49 citations in OpenAlex.
- Probing theRSC chemical biology · 2026Article
- Late-stage installation and functionalization of alkyl pyridiniums: a general HTE amenable strategy to access diverse aryl alanine containing macrocyclic peptides.Chemical science · 2025Article
- Modifying Membranotropic Action of Antimicrobial Peptide Gramicidin S by Star-like Polyacrylamide and Lipid Composition of Nanocontainers.International journal of molecular sciences · 2024Article
- Diastereoselective synthesis of cyclic tetrapeptide pseudoxylallemycin A illuminates the impact of base during macrolactamization.Organic & biomolecular chemistry · 2023Article
- The Antimicrobial Peptide Gramicidin S Enhances Membrane Adsorption and Ion Pore Formation Potency of Chemotherapy Drugs in Lipid Bilayers.Membranes · 2021Article
- Article
- Review
- Structure, toxicity and antibiotic activity of gramicidin S and derivatives.European journal of clinical microbiology & infectious diseases : official publication of the European Society of Clinical Microbiology · 2016Article
- Synergistic activity of the tyrocidines, antimicrobial cyclodecapeptides from Bacillus aneurinolyticus, with amphotericin B and caspofungin against Candida albicans biofilms.Antimicrobial agents and chemotherapy · 2014Article
- The presence of two cyclase thioesterases expands the conformational freedom of the cyclic Peptide occidiofungin.Journal of natural products · 2013Article
- The molecular basis for antimicrobial activity of pore-forming cyclic peptides.Biophysical journal · 2011Article
- Interaction of W-substituted analogs of cyclo-RRRWFW with bacterial lipopolysaccharides: the role of the aromatic cluster in antimicrobial activity.Antimicrobial agents and chemotherapy · 2011Article
- Biomembrane models and drug-biomembrane interaction studies: Involvement in drug design and development.Journal of pharmacy & bioallied sciences · 2011Article
- Sequence inversion and phenylalanine surrogates at the beta-turn enhance the antibiotic activity of gramicidin S.Journal of medicinal chemistry · 2010Article
- Gramicidin S and polymyxins: the revival of cationic cyclic peptide antibiotics.Cellular and molecular life sciences : CMLS · 2009Review
- Effect of ring size on conformation and biological activity of cyclic cationic antimicrobial peptides.Journal of medicinal chemistry · 2009Article
- The antimicrobial peptide gramicidin S permeabilizes phospholipid bilayer membranes without forming discrete ion channels.Biochimica et biophysica acta · 2008Article
Corrections and comments
PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.
Authors and funding
5 authors at 2 institutions in 2 countries.
Funding
No grant is acknowledged in the PubMed record.
Abstract
To investigate the mechanism of interaction of gramicidin S-like antimicrobial peptides with biological membranes, a series of five decameric cyclic cationic beta-sheet-beta-turn peptides with all possible combinations of aromatic D-amino acids, Cyclo(Val-Lys-Leu-D-Ar1-Pro-Val-Lys-Leu-D-Ar2-Pro) (Ar identical with Phe, Tyr, Trp), were synthesized. Conformations of these cyclic peptides were comparable in aqueous solutions and lipid vesicles. Isothermal titration calorimetry measurements revealed entropy-driven binding of cyclic peptides to POPC and POPE/POPG lipid vesicles. Binding of peptides to both vesicle systems was endothermic-exceptions were peptides containing the Trp-Trp and Tyr-Trp pairs with exothermic binding to POPC vesicles. Application of one- and two-site binding (partitioning) models to binding isotherms of exothermic and endothermic binding processes, respectively, resulted in determination of peptide-lipid membrane binding constants (K(b)). The K(b1) and K(b2) values for endothermic two-step binding processes corresponded to high and low binding affinities (K(b1) >or= 100 K(b2)). Conformational change of cyclic peptides in transferring from buffer to lipid bilayer surfaces was estimated using fluorescence resonance energy transfer between the Tyr-Trp pair in one of the peptide constructs. The cyclic peptide conformation expands upon adsorption on lipid bilayer surface and interacts more deeply with the outer monolayer causing bilayer deformation, which may lead to formation of nonspecific transient peptide-lipid porelike zones causing membrane lysis.
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