Analogues of the cholecystokinin octapeptide modified in the central part of the molecule

[img]PDF - Authorized users only
Language: English
323Kb
Title:Analogues of the cholecystokinin octapeptide modified in the central part of the molecule
Creators:
Hlaváček, Jan
Čeřovský, Václav
Pírková, Jana
Majer, Pavel
Maletínská, Lenka
Slaninová, Jiřina
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 56, 9, pp. 1963-1970

Abstract

In a series of analogues of the cholecystokinin octapeptide (CCK-8) the amino acid residues were gradually modified by substituting Gly by Pro in position 4, Trp by His in position 5, Met by Cle in position 6, or the Gly residue was inserted between Tyr and Met in positions 2 and 3 of the peptide chain, and in the case of the cholecystokinin heptapeptide (CCK-7) the Met residues were substituted by Nle or Aib. These peptides were investigated from the point of view of their biological potency in the peripheral and central region. From the results of the biological tests it follows that the modifications carried out in these analogues and in their N<sup>α</sup>-Boc derivatives mean a suppression of the investigated biological activities by 2-3 orders of magnitude (at a maximum dose of the tested substance of 2 . 10<sup>-2</sup> mg per animal).This means that a disturbance of the assumed biologically active conformation of CCK-8, connected with a considerable decrease of the biological potency of the molecule, takes place not only after introduction of the side chain into its centre (substitution of Gly<sup>4</sup>), but also after the modification of the side chains of the amino acids or by extension of the backbone in further positions around this central amino acid.

Title:Analogues of the cholecystokinin octapeptide modified in the central part of the molecule
Creators:
Hlaváček, Jan
Čeřovský, Václav
Pírková, Jana
Majer, Pavel
Maletínská, Lenka
Slaninová, Jiřina
Divisions:Life and Chemical Sciences > Institute of Organic Chemistry and Biochemistry > Collection of Czechoslovak Chemical Communications
Journal or Publication Title:Collection of Czechoslovak Chemical Communications
Volume:56
Number:9
Page Range:pp. 1963-1970
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc19911963UNSPECIFIED
ID Code:5124
Item Type:Article
Deposited On:22 Feb 2010 11:30
Last Modified:22 Feb 2010 10:31

Citation

Hlaváček, Jan; Čeřovský, Václav; Pírková, Jana; Majer, Pavel; Maletínská, Lenka; Slaninová, Jiřina (1991) Analogues of the cholecystokinin octapeptide modified in the central part of the molecule. Collection of Czechoslovak Chemical Communications, 56 (9). pp. 1963-1970. ISSN 0010-0765

Repository Staff Only: item control page