Synthesis and biological activity of glycosylated analogs of the C‐terminal hexapeptide and heptapeptide of Substance P

Abstract

The synthesis of two glycosylated analogs of Substance P is described. The activity of the peptides was assayed on the isolated guinea-pig ileum and their degradation was studied using rat hypothalamus slices. While glycosylation noticeably enhances the solubility of the corresponding compounds, the 0-glucopyranosyl moiety only slightly modifies the biological half-life and the bioactivity of the glycopeptides.

Binding affinities to rat brain synaptosomes – synthesis of biotinylated analogues of Substance P

“…(CD30D); C,H,N.N-a-tert .-Butyloxycarbonyl-t,-glutaminyl-~,glutaminyl-1, -phenylalanyl-L -phenylalanylglycine hydrazide,3. The hydrazide, 3, was obtained by solid-phase method(13) in 62% yield. Recrystallization from DMF-H20, n1.p.220-222" (dec); [a] " -7.3" (c 0.5, diniethylsulfoxide); Rf0.44.…”