161330-33-2Relevant academic research and scientific papers
Design and synthesis of novel hydrazide-linked bifunctional peptides as δ/μ opioid receptor agonists and CCK-1/CCK-2 receptor antagonists
Lee, Yeon Sun,Agnes, Richard S.,Badghisi, Hamid,Davis, Peg,Ma, Shou-Wu,Lai, Josephine,Porreca, Frank,Hruby, Victor J.
, p. 1773 - 1780 (2006)
A series of hydrazide-linked bifunctional peptides designed to act as agonists for δ/μ opioid receptors and antagonists for CCK-1/CCK-2 receptors was prepared and tested for binding to both opioid and CCK receptors and in functional assays. SAR studies in the CCK region examined the structural requirements for the side chain groups at positions 1′, 2′, and 4′ and for the N-terminal protecting group, which are related to interactions not only with CCK, but also with opioid receptors. Most peptide ligands that showed high binding affinities (0.1 - 10 nM) for both δ and μ opioid receptors generally showed lower binding affinities (micromolar range) at CCK-1 and CCK-2 receptors, but were potent CCK receptor antagonists in the GPI/LMMP assay (up to Ke = 6.5 nM). The results indicate that it is reasonable to design chimeric bifunctional peptide ligands for different G-protein coupled receptors in a single molecule.
Amino acids and peptides. XXIII. Leu-enkephalin analoges containing a fluorinated amino acid at position 2, 4 or 5
Maeda,Kawasaki,Taguchi,Kobayashi,Yamamoto,Shimokawa,Takahashi,Nakao,Kaneto
, p. 1658 - 1662 (2007/10/02)
Fluorinated analogs of Leu-enkephalin were synthesized by the solution method and the solid-phase method. The synthetic peptides were examined for opioid activities on mouse vas deferens and guinea pig ileum. Among the synthetic peptides, [D-Ala2/su
