TY  - JOUR
AU  - Micovic, Vuk I.
AU  - Ivanović, Milovan
AU  - Došen-Mićović, Ljiljana
PY  - 2009
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1034
AB  - The delta-opioid receptor is sensitive to ligand geometry. In order to assist the synthesis of new delta-selective opioid ligands, the structure elements of delta-selective opioid ligands necessary for their effective binding were investigated. The automated docking procedure with a flexible ligand was used to simulate the binding of 17 delta-selective ligands to the delta-receptor. It was found that voluminous N-alkyl groups reduce the binding potency of naltrindole derivatives by preventing the ligands from adopting the preferred conformation in the receptor. This was confirmed by enantiospecific binding of chiral compounds where only one enantiomer adopts the naltrindole-like preferred conformation in the binding pocket. Voluminous groups replacing the hydroxyl group in the 3-hydroxybenzyl fragment of naltrindole analogs reduce the binding potency due to unfavorable steric interactions with the receptor. The two diastereoisomers of the potent delta-opioid ligand SNC80 confirmed the preferred binding conformation and the major receptor-ligand interactions.
PB  - Serbian Chemical Soc, Belgrade
T2  - Journal of the Serbian Chemical Society
T1  - Structural requirements for ligands of the delta-opioid receptor
VL  - 74
IS  - 11
SP  - 1207
EP  - 1217
DO  - 10.2298/JSC0911207M
ER  - 

@article{
author = "Micovic, Vuk I. and Ivanović, Milovan and Došen-Mićović, Ljiljana",
year = "2009",
abstract = "The delta-opioid receptor is sensitive to ligand geometry. In order to assist the synthesis of new delta-selective opioid ligands, the structure elements of delta-selective opioid ligands necessary for their effective binding were investigated. The automated docking procedure with a flexible ligand was used to simulate the binding of 17 delta-selective ligands to the delta-receptor. It was found that voluminous N-alkyl groups reduce the binding potency of naltrindole derivatives by preventing the ligands from adopting the preferred conformation in the receptor. This was confirmed by enantiospecific binding of chiral compounds where only one enantiomer adopts the naltrindole-like preferred conformation in the binding pocket. Voluminous groups replacing the hydroxyl group in the 3-hydroxybenzyl fragment of naltrindole analogs reduce the binding potency due to unfavorable steric interactions with the receptor. The two diastereoisomers of the potent delta-opioid ligand SNC80 confirmed the preferred binding conformation and the major receptor-ligand interactions.",
publisher = "Serbian Chemical Soc, Belgrade",
journal = "Journal of the Serbian Chemical Society",
title = "Structural requirements for ligands of the delta-opioid receptor",
volume = "74",
number = "11",
pages = "1207-1217",
doi = "10.2298/JSC0911207M"
}

Micovic, V. I., Ivanović, M.,& Došen-Mićović, L.. (2009). Structural requirements for ligands of the delta-opioid receptor. in Journal of the Serbian Chemical Society
Serbian Chemical Soc, Belgrade., 74(11), 1207-1217.
https://doi.org/10.2298/JSC0911207M

Micovic VI, Ivanović M, Došen-Mićović L. Structural requirements for ligands of the delta-opioid receptor. in Journal of the Serbian Chemical Society. 2009;74(11):1207-1217.
doi:10.2298/JSC0911207M .

Micovic, Vuk I., Ivanović, Milovan, Došen-Mićović, Ljiljana, "Structural requirements for ligands of the delta-opioid receptor" in Journal of the Serbian Chemical Society, 74, no. 11 (2009):1207-1217,
https://doi.org/10.2298/JSC0911207M . .