Synthesis of phenolic group containing analogs of porcine secretin and their immunological properties

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Abstract
Synthesis by the conventional method are described of N.alpha.-tyrosylsecretin, [Thr1]secretin, and N.alpha.-.beta.-(4-hydroxy-phenyl)propionylsecretin. Secretin and [Tyr6]secretin were also prepared by the synthetic route identical with those employed for construction of the above analogues. Purification of secretin and the analogues was conducted by ion-exchange column chromatography on CM-Sephadex and gel filtration. Immunological reactivities of these analogues were examined in the radioimmunoassay system for secretin using 2 different antisera raised against synthetic secretin in rabbits. The tracers used in this study were [125I]-[Tyr1]secretin and [125I]-[Tyr6]secretin. The dose-response curves of N.alpha.-tyrosylsecretin, [Tyr1]secretin and N.alpha.-.beta.-(4-hydroxyphenyl)propionylsecretin were essentially superimposable on those of natural and synthetic preparations of porcine secretin in the systems used, while [Tyr6]secretin showed discrepancy in the curve. Biological activities of the synthetic polypeptides were compared with that of natural porcine secretin in terms of exocrine pancreatic secretory response in anesthetized dogs.

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