[Synthesis of cyclic and non-cyclic tachykinin partial sequences. 2. Synthesis of the homocyclic substance P(6-11) hexapeptide].
The authors describe the synthesis of Gln-Phe-Phe-Gly-Leu-Met by cyclization of H-Leu-Met-Gln-Phe-Phe-Gly using three different methods. The linear sequence was obtained by a (2+4)-segment condensation. The resulting cyclopeptide showed only a small kinin activity on isolated guinea pig ileum compared to substance P, but it is a full agonist.
Neubert
K
K
Hartrodt
B
B
Mehlis
B
B
Rüger
M
M
Bergmann
J
J
Lindau
J
J
Jakubke
H D
HD
Barth
A
A
D000595:Amino Acid Sequence; D000818:Animals; D003500:Cyclization; D006168:Guinea Pigs; D007082:Ileum / Q000187:drug effects; D066298:In Vitro Techniques; D009119:Muscle Contraction / Q000187:drug effects; D009842:Oligopeptides / Q000138:chemical synthesis* / Q000494:pharmacology; D010446:Peptide Fragments; D011761:Pyrrolidonecarboxylic Acid / Q000031:analogs & derivatives; D013373:Substance P / Q000138:chemical synthesis* / Q000494:pharmacology / Q000031:analogs & derivatives
D009842:Oligopeptides; D010446:Peptide Fragments; D013373:Substance P; C026238:substance P (6-11), pGlu(6)-; D011761:Pyrrolidonecarboxylic Acid
Synthese cyclischer und cyclisch-verzweigter Tachykinin-Teilsequenzen. Teil 2: Darstellung des homodet-cyclischen Substanz P(6-11)-Hexapeptides.