Synthesis and pharmacological properties of the N-terminal decapeptide of the vasoactive intestinal peptide (VIP)

The decapeptide derivative, L-histidyl-L-seryl-L-aspartyl-L-alanyl-L-valyl-L-phenylalanyl-L-threonyl-L-aspartyl-L-asparaginyl-L-tyrosine methyl ester, corresponding to the N-terminal sequence of both porcine and chicken VIP was synthesized in solution, by the stepwise strategy. Its pharmacological p...

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Veröffentlicht in:	Journal of medicinal chemistry 1977-11, Vol.20 (11), p.1461-1464
Hauptverfasser:	Bodanszky, Miklos, Henes, Jill B, Yiotakis, Athanasios E, Said, Sami I
Format:	Artikel
Sprache:	eng
Schlagworte:	Amino Acid Sequence Animals Blood Pressure - drug effects Dogs Gastrointestinal Hormones - chemical synthesis Guinea Pigs In Vitro Techniques Muscle Contraction - drug effects Muscle, Smooth - drug effects Peptide Fragments - chemical synthesis Peptide Fragments - pharmacology Rats Regional Blood Flow - drug effects Vasoactive Intestinal Peptide - chemical synthesis Vasoactive Intestinal Peptide - pharmacology
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Zusammenfassung:	The decapeptide derivative, L-histidyl-L-seryl-L-aspartyl-L-alanyl-L-valyl-L-phenylalanyl-L-threonyl-L-aspartyl-L-asparaginyl-L-tyrosine methyl ester, corresponding to the N-terminal sequence of both porcine and chicken VIP was synthesized in solution, by the stepwise strategy. Its pharmacological properties resemble those of VIP itself, but with a much lower potency, comparable to that of peptides with C-terminal sequences. The presence of two independent sequences carrying similar instructions was recognized in VIP.
ISSN:	0022-2623 1520-4804
DOI:	10.1021/jm00221a019