Ontology highlight
ABSTRACT:
SUBMITTER: Weltrowska G
PROVIDER: S-EPMC4149825 | biostudies-literature | 2014 Sep
REPOSITORIES: biostudies-literature
Weltrowska Grazyna G Lemieux Carole C Chung Nga N NN Guo Jason J JJ Wilkes Brian C BC Schiller Peter W PW
Bioorganic & medicinal chemistry 20140729 17
There is strong evidence to indicate that a positively charged nitrogen of endogenous and exogenous opioid ligands forms a salt bridge with the Asp residue in the third transmembrane helix of opioid receptors. To further examine the role of this electrostatic interaction in opioid receptor binding and activation, we synthesized 'carba'-analogues of the highly potent μ opioid analgesic carfentanil (3), in which the piperidine nitrogen was replaced with a carbon. The resulting trans isomer (8b) sh ...[more]