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• W2981031802 endingPage "183066" @default.
• W2981031802 startingPage "183066" @default.
• W2981031802 abstract "In this work the conformation of dermorphin, Tyr-D-Ala-Phe-Gly-Tyr-Pro-Ser-NH 2 , an opioid peptide and its analogues with different stereochemistry of alanine and different C-terminus is studied in aqueous and membrane environments. Using two-dimensional NMR techniques we demonstrate that in D 2 O/H 2 O peptides with D-alanine have extended conformation, while for the L-isomers more compact conformation is preferred. The analysis of ROESY HR MAS spectra of the peptides interacting with the DMPC bilayer indicates that both stereoisomers have still more extended conformation compared to aqueous phase, as shown by much weaker intermolecular interactions. The influence of Ala residue stereochemistry is also reflected in the interactions of the studied peptides with model membranes, as shown by the 31 P NMR static spectra, in which the shapes of the phosphorus NMR signals originating from D-isomers correspond to spherically shaped vesicles in the presence of external magnetic field, in comparison to a more elongated ones observed for L-isomers, while TEM photographs shows that upon addition of D-isomers larger lipid vesicles are formed, in contrast to smaller ones for L-isomers. The location of aromatic fragments of dermorphins in the membrane is determined based on static 2 H NMR and 1 H 1 H RFDR MAS experiments. All aromatic rings were found to be inserted in the hydrophobic part of the bilayer, with the exception of the Tyr5 rings of D-Ala dermorphins. The influence of the C-terminal modification was found to be almost imperceptible. • 2 H, 31 P and 1 H- 1 H RFDR ssNMR experiments were used to study the interactions of dermorphin derivatives with DMPC membrane • Significant influence of the Ala stereochemistry on the interaction of dermorphin with DMPC lipid bilayer was observed • The influence of C-terminus modification of dermorphin on the interaction of the peptide with DMPC bilayer was negligible" @default.
• W2981031802 created "2019-10-25" @default.
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• W2981031802 date "2020-02-01" @default.
• W2981031802 modified "2023-09-24" @default.
• W2981031802 title "The influence of the stereochemistry and C-end chemical modification of dermorphin derivatives on the peptide-phospholipid interactions" @default.
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• W2981031802 doi "https://doi.org/10.1016/j.bbamem.2019.183066" @default.
• W2981031802 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/31634444" @default.
• W2981031802 hasPublicationYear "2020" @default.
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