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

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Abstract
The decapeptide derivative, L-histidyl-L-seryl-L-aspartyl-L-alanyl-L-valyl-L-phenylalanyl-L-threonyl-L-aspartyl-L-asparginyl-L-tyrosine methyl ester, corresponding to the N-terminal sequence of 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 2 independent sequences carrying similar instructions was recognized in VIP. [VIP-like biological activity was measured on isolated, superfused smooth muscle organs (stomach strip and colon of the rat; trachea and gall bladder of the guinea pig) and peripheral blood flow and arterial blood pressure in anesthetized dogs. VIP-like immunoreactivity was assayed in a radioimmunoassay using 125I-labeled porcine VIP and antibodies raised in rabbits against a conjugate of the peptide with bovine serum albumin.].