Synthesis and Analgesic Activity of C-Terminal Fragment Peptides of Cholecystokinin

KOJI IUCHI; MASAHIRO NITTA; TAKASHI TANAKA; KEIZO ITO; YASUO MORIMOTO; GORO TSUKAMOTO

doi:10.1248/cpb.35.4307

KOJI IUCHI, MASAHIRO NITTA, TAKASHI TANAKA, KEIZO ITO, YASUO MORIMOTO, GORO TSUKAMOTO

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Keywords: cholecystokinin (CCK), C-terminal CCK fragment peptide, peptide synthesis, O-sulfated tyrosine residue, CCK (27-32), CCK (25-27), writhing test, analgesic effect

JOURNAL FREE ACCESS

1987 Volume 35 Issue 10 Pages 4307-4313

DOI https://doi.org/10.1248/cpb.35.4307

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Abstract

Eleven C-terminal fragment peptides of cholecystokinin (CCK) which contain a O-sulfated tyrosine residue [CCK (27-32), CCK (27-31), CCK (27-31) amide, CCK (27-30), CCK (27-30) amide, CCK (27-29), CCK (27-29) amide, CCK (26-27), CCK (26-27) amide, CCK (25-27) and CCK (25-27) amide] were prepared by the solution method. The syntheses of these peptides were carried out by stepwise condensation in combination with fragment condensation. Analgesic effects of these fragment peptides were measured by means of the writhing test. The ED₅₀ value of CCK (27-32) was 9.1 mg/kg and that of CCK (25-27) was 7.5 mg/kg, but the other synthetic peptides produced no statistically significant response at a dose of 8 or 10 mg/kg.

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