Synthesis and biological activity of substance P analogues.
The synthesis of the hexapeptide [Glu6]SP6-11 and its glycosylated analogue at the Glu6 gamma-carboxyl position by solution procedures according to several strategies is discussed. The biological activity of SP, [Glu6]SP6-11 (VI) and [Glu(beta-D-Glcp)6]SP6-11 (VIII) have been determined and compared to SP by the GPI and RVD assays. The introduction of a beta-D-glucopyranosyl moiety at the sixth position of the [Glu6]SP6-11 did not affect to a great extent the in vitro activity pattern of the parent hexapeptide.
Haro
I
I
Laboratory of Peptides, Centre for Research and Development (C.S.I.C.), Barcelona, Spain.
Torres
J L
JL
Valencia
G
G
García-Antón
J M
JM
Reig
F
F
D000818:Animals; D006168:Guinea Pigs; D066298:In Vitro Techniques; D008297:Male; D009119:Muscle Contraction / Q000187:drug effects; D009197:Myenteric Plexus / Q000187:drug effects; D010446:Peptide Fragments / Q000138:chemical synthesis* / Q000494:pharmacology; D013373:Substance P / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000494:pharmacology; D014649:Vas Deferens / Q000187:drug effects
D010446:Peptide Fragments; C060758:substance P (6-11), Glu(6)-; C060760:substance P (6-11), Glu(Glc)(6)-; D013373:Substance P