Peptides, solid-phase synthesis and characterization: Tailor-made methodologies

Guzmán, Fanny; Aróstica, Mónica; Román, Tanya; Beltrán, Dina; Gauna, Adriana; Alberício, Fernando; Cárdenas, Constanza

doi:10.1016/j.ejbt.2023.01.005

Cited by 7 publications

(2 citation statements)

References 26 publications

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“…The synthesis of the peptides was conducted via the Fmoc/t-butyl strategy technique in solid phase using the Tea-bag strategy [ 28 , 29 ]. In brief, Rink amide resin (Iris Biotech, Marktredwitz, Germany) with a substitution of 0.65 mmol/g was employed for peptide synthesis.…”

Section: Methodsmentioning

confidence: 99%

First Insights about Antiparasitic and Action Mechanisms of the Antimicrobial Peptide Hepcidin from Salmonids against Caligus rogercresseyi

Santana,

Arancibia,

Tamayo

et al. 2024

Pharmaceutics

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Currently, one of the primary challenges in salmon farming is caligidosis, caused by the copepod ectoparasites Caligus spp. The infection process is determined by the copepod’s ability to adhere to the fish skin through the insertion of its chitin-composed filament. In this study, we examined several antimicrobial peptides previously identified in salmonid mucosal secretions, with a primary focus on their potential to bind to chitin as an initial step. The binding capacity to chitin was tested, with hepcidin and piscidin showing positive results. Further assessments involving cytotoxicity in salmonid cells RTgill-W1, SHK-1, RTS-11, and RT-gut indicated that the peptides did not adversely affect cell viability. However, hemolysis assays unveiled the hemolytic capacity of piscidin at lower concentrations, leading to the selection of hepcidin for antiparasitic assays. The results demonstrated that the nauplius II stage of C. rogercresseyi exhibited higher susceptibility to hepcidin treatments, achieving a 50% reduction in parasitic involvement at 50 µM. Utilizing fluorescence and scanning electron microscopy, we observed the localization of hepcidin on the surface of the parasite, inducing significant spherical protuberances along the exoskeleton of C. rogercresseyi. These findings suggest that cysteine-rich AMPs derived from fish mucosa possess the capability to alter the development of the chitin exoskeleton in copepod ectoparasites, making them therapeutic targets to combat recurrent parasitic diseases in salmon farming.

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Section: Methodsmentioning

confidence: 99%

First Insights about Antiparasitic and Action Mechanisms of the Antimicrobial Peptide Hepcidin from Salmonids against Caligus rogercresseyi

Santana,

Arancibia,

Tamayo

et al. 2024

Pharmaceutics

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“…Notably, a secondary peak appearing at 10.05 min of retention time, albeit with lower intensity, corresponds to a synthesis by-product demonstrating heightened hydrophobicity. This phenomenon, characterized by a marginally extended elution time, is a commonly observed occurrence in solid-phase peptide synthesis (SPPS) using Rink amide as solid support [28]. In this investigation, we employed a purification methodology for the FEYNF peptide via RP-SPE chromatography with gradient elution, a technique adapted from [29].…”

Section: Qualitative Feynf-nh 2 Peptide Analysis and Purificationmentioning

confidence: 99%

Self-Assembly of a Novel Pentapeptide into Hydrogelated Dendritic Architecture: Synthesis, Properties, Molecular Docking and Prospective Applications

Jitaru,

Enache,

Cojocaru

et al. 2024

Gels

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Currently, ultrashort oligopeptides consisting of fewer than eight amino acids represent a cutting-edge frontier in materials science, particularly in the realm of hydrogel formation. By employing solid-phase synthesis with the Fmoc/tBu approach, a novel pentapeptide, FEYNF-NH2, was designed, inspired by a previously studied sequence chosen from hen egg-white lysozyme (FESNF-NH2). Qualitative peptide analysis was based on reverse-phase high performance liquid chromatography (RP-HPLC), while further purification was accomplished using solid-phase extraction (SPE). Exact molecular ion confirmation was achieved by matrix-assisted laser desorption–ionization mass spectrometry (MALDI-ToF MS) using two different matrices (HCCA and DHB). Additionally, the molecular ion of interest was subjected to tandem mass spectrometry (MS/MS) employing collision-induced dissociation (CID) to confirm the synthesized peptide structure. A combination of research techniques, including Fourier-transform infrared spectroscopy (FTIR), fluorescence analysis, transmission electron microscopy, polarized light microscopy, and Congo red staining assay, were carefully employed to glean valuable insights into the self-assembly phenomena and gelation process of the modified FEYNF-NH2 peptide. Furthermore, molecular docking simulations were conducted to deepen our understanding of the mechanisms underlying the pentapeptide’s supramolecular assembly formation and intermolecular interactions. Our study provides potential insights into amyloid research and proposes a novel peptide for advancements in materials science. In this regard, in silico studies were performed to explore the FEYNF peptide’s ability to form polyplexes.

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