Collect. Czech. Chem. Commun. 1993, 58, 2761-2765
https://doi.org/10.1135/cccc19932761

Cholecystokinin Heptapeptide Analogues with Multiple Modification in Peptide Chain

Jan Hlaváček, Jana Pírková, Miroslava Žertová, Jan Pospíšek, Lenka Maletínská and Jiřina Slaninová

Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, 166 10 Prague 6, Czech Republic

Abstract

Using solid phase synthesis we prepared the cholecystokinin fragment Boc-CCK-7 (Boc-Tyr(SO3-Na+)-Met-Gly-Trp-Met-Asp-Phe-NH2) Ia and its seven analogues Ib - Ih. In the analogues Ib and Ic the Met residue in the carboxyterminal part of the molecule was substituted for L- or D-Phe Me3. In the analogues Id and Ie with Phe residue substituted by L- or D-Phe Me3 the Neo was inserted in the place of this Met residue and in the analogues If and Ig, an addition to PheMe3 substitution in the carboxyterminus, both Met residues were replaced for Neo. This dual substitution for Met residues was also applied in the analogue Ih with coded Phe residue in the C-terminus.