Synthesis and some biological properties of the hexapeptide analog of substance P with a C-terminal thioamide group.
A new hexapeptide analog of Substance P, containing a C-terminal thioamide group in the molecule [( Glp6, Mett11]SP6-11) was synthesized: Glp-Phe-Phe-Gly-Leu-Mett-NH2. Conversion to thioamide was accomplished from tert-butoxycarbonyl-L-methionine amide (Boc-Met-NH2) using Lawesson's Reagent. Its contracting activity on isolated guinea-pig ileum was considerably lower than that of [Glp6]SP6-11.
Kruszyński
M
M
Institute of Chemistry, University of Gdańsk, Poland.
Kupryszewski
G
G
Misterek
K
K
Gumułka
S
S
D000818:Animals; D055598:Chemical Phenomena; D002621:Chemistry; D006168:Guinea Pigs; D009119:Muscle Contraction / Q000187:drug effects; D009130:Muscle, Smooth / Q000187:drug effects; D010446:Peptide Fragments / Q000138:chemical synthesis* / Q000494:pharmacology; D011761:Pyrrolidonecarboxylic Acid / Q000031:analogs & derivatives; D013373:Substance P / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000494:pharmacology; D013854:Thioamides / Q000138:chemical synthesis* / Q000494:pharmacology
D010446:Peptide Fragments; D013854:Thioamides; D013373:Substance P; C032292:substance P (6-11); D011761:Pyrrolidonecarboxylic Acid