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Journal articles
Urotensin core mimics that modulate the biological activity of urotensin-II related peptide but not urotensin-II.
Abstract : A novel approach for the synthesis of head-to-tail cyclic peptides has been developed and used to prepare two mimics of the urotensin II-related peptide (URP) cyclic core. Mimics 1 and 2 (c[Trp-Lys-Tyr-Gly-ψ(triazole)-Gly] and c[Phe-Trp-Lys-Tyr-Gly-ψ(triazole)-Gly]) were respectively prepared using a combination of solid- and solution-phase synthesis. The silyl-based alkyne-modifying (SAM) linker enabled installation of C-terminal alkyne and N-terminal azide moieties onto linear peptide precursors, which underwent head-to-tail copper-catalyzed azide-alkyne cycloaddition (CuAAC) in solution. In an aortic ring contraction assay, neither 1 nor 2 exhibited agonist activity; however, both inhibited selectively URP- but not UII-mediated vasoconstriction. The core phenylalanine residue was shown to be important for enhancing modulatory activity of the urotensinergic system.
https://hal-riip.archives-ouvertes.fr/pasteur-01574618
Contributor : Michel Courcelles Connect in order to contact the contributor
Submitted on : Tuesday, August 15, 2017 - 10:26:35 PM
Last modification on : Monday, July 20, 2020 - 12:34:51 PM
Contributor : Michel Courcelles Connect in order to contact the contributor
Submitted on : Tuesday, August 15, 2017 - 10:26:35 PM
Last modification on : Monday, July 20, 2020 - 12:34:51 PM