18597-93-8Relevant articles and documents
Urotensin II(4-11) Azasulfuryl Peptides: Synthesis and Biological Activity
Merlino, Francesco,Yousif, Ali M.,Billard, étienne,Dufour-Gallant, Julien,Turcotte, Stéphane,Grieco, Paolo,Chatenet, David,Lubell, William D.
supporting information, p. 4740 - 4752 (2016/06/13)
Cyclic azasulfuryl (As) peptide analogs of the urotensin II (UII, 1, H-Glu-Thr-Pro-Asp-c[Cys-Phe-Trp-Lys-Tyr-Cys]-Val-OH) fragment 4-11 were synthesized to explore the influences of backbone structure on biological activity. N-Aminosulfamides were inserted as surrogates of the Trp7 and Lys8 residues in the biologically relevant Trp-Lys-Tyr triad. A combination of solution- and solid-phase methods were used to prepare novel UII(4-11) analogs 6-11 by routes featuring alkylation of azasulfuryl-glycine tripeptide precursors to install various side chains. The pharmacological profiles of derivatives 6-11 were tested in vitro using a competitive binding assay and ex vivo using a rat aortic ring bioassay. Although the analogs exhibited weak affinity for the urotensin II receptor (UT) without agonistic activity, azasulfuryl-UII(4-11) derivatives 7-9 reduced up to 50% of the effects of UII and urotensin II-related peptide (URP) without affecting their potency.
Peptide synthesis under application of the 2-(p-diphenyl)-isopropyloxycarbonyn (Dpoc)-amino protection groups
Sieber,Iselin
, p. 622 - 632 (2007/10/06)
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