Conformational preferences of proline derivatives incorporated into vasopressin analogues: NMR and molecular modelling studies.

摘要: In this study, arginine vasopressin analogues modified with proline derivatives - indoline-2-carboxylic acid (Ica), (2S,4R)-4-(naphthalene-2-ylmethyl)pyrrolidine-2-carboxylic (Nmp), (2S,4S)-4-aminopyroglutamic (APy) and (2R,4S)-4-aminopyroglutamic acid, (Apy) were examined using NMR spectroscopy molecular modelling methods. The results have shown that Ica is involved in the formation of cis peptide bond. Moreover, it reduces to a great extent conformational flexibility peptide. turn, incorporation (2S,4R)-Nmp stabilizes backbone conformation, which heavily influenced by pyrrolidine ring. However, aromatic part Nmp side chain exhibits high degree freedom. With IV V, introduction 4-aminopyroglumatic locally space peptides, but also weaker interactions dodecylphosphocholine/sodium dodecyl sulphate micelle. Admittedly, both are adsorbed on micelle's surface they do not penetrate into its core. analogue between micelle seem be so weak equilibrium established different bound states.