3-Substituted phenylalanines as selective AMPA- and kainate receptor ligands

Research output: Contribution to journalJournal articlepeer-review

Standard

3-Substituted phenylalanines as selective AMPA- and kainate receptor ligands. / Szymanska, Ewa; Pickering, Darryl S; Nielsen, Birgitte; Johansen, Tommy N.

In: Bioorganic & Medicinal Chemistry, Vol. 17, No. 17, 2009, p. 6390-401.

Research output: Contribution to journalJournal articlepeer-review

Harvard

Szymanska, E, Pickering, DS, Nielsen, B & Johansen, TN 2009, '3-Substituted phenylalanines as selective AMPA- and kainate receptor ligands', Bioorganic & Medicinal Chemistry, vol. 17, no. 17, pp. 6390-401. https://doi.org/10.1016/j.bmc.2009.07.021

APA

Szymanska, E., Pickering, D. S., Nielsen, B., & Johansen, T. N. (2009). 3-Substituted phenylalanines as selective AMPA- and kainate receptor ligands. Bioorganic & Medicinal Chemistry, 17(17), 6390-401. https://doi.org/10.1016/j.bmc.2009.07.021

Vancouver

Szymanska E, Pickering DS, Nielsen B, Johansen TN. 3-Substituted phenylalanines as selective AMPA- and kainate receptor ligands. Bioorganic & Medicinal Chemistry. 2009;17(17):6390-401. https://doi.org/10.1016/j.bmc.2009.07.021

Author

Szymanska, Ewa ; Pickering, Darryl S ; Nielsen, Birgitte ; Johansen, Tommy N. / 3-Substituted phenylalanines as selective AMPA- and kainate receptor ligands. In: Bioorganic & Medicinal Chemistry. 2009 ; Vol. 17, No. 17. pp. 6390-401.

Bibtex

@article{54588fc004eb11df825d000ea68e967b,
title = "3-Substituted phenylalanines as selective AMPA- and kainate receptor ligands",
abstract = "On the basis of X-ray structures of ionotropic glutamate receptor constructs in complex with amino acid-based AMPA and kainate receptor antagonists, a series of rigid as well as flexible biaromatic alanine derivatives carrying selected hydrogen bond acceptors and donors have been synthesized in order to investigate the structural determinants for receptor selectivity between AMPA and the GluR5 subtype of kainate receptors. Compounds selective for either GluR5 or AMPA receptors were identified. One particular substituent position appeared to be of special importance for control of ligand selectivity. Using molecular modeling the observed structure-activity relationships at AMPA and GluR5 receptors were deduced.",
keywords = "Former Faculty of Pharmaceutical Sciences",
author = "Ewa Szymanska and Pickering, {Darryl S} and Birgitte Nielsen and Johansen, {Tommy N}",
note = "Keywords: Animals; Binding Sites; Computer Simulation; Ligands; Neurotransmitter Agents; Phenylalanine; Rats; Receptors, AMPA; Receptors, Kainic Acid; Recombinant Proteins",
year = "2009",
doi = "10.1016/j.bmc.2009.07.021",
language = "English",
volume = "17",
pages = "6390--401",
journal = "Bioorganic & Medicinal Chemistry",
issn = "0968-0896",
publisher = "Pergamon Press",
number = "17",

}

RIS

TY - JOUR

T1 - 3-Substituted phenylalanines as selective AMPA- and kainate receptor ligands

AU - Szymanska, Ewa

AU - Pickering, Darryl S

AU - Nielsen, Birgitte

AU - Johansen, Tommy N

N1 - Keywords: Animals; Binding Sites; Computer Simulation; Ligands; Neurotransmitter Agents; Phenylalanine; Rats; Receptors, AMPA; Receptors, Kainic Acid; Recombinant Proteins

PY - 2009

Y1 - 2009

N2 - On the basis of X-ray structures of ionotropic glutamate receptor constructs in complex with amino acid-based AMPA and kainate receptor antagonists, a series of rigid as well as flexible biaromatic alanine derivatives carrying selected hydrogen bond acceptors and donors have been synthesized in order to investigate the structural determinants for receptor selectivity between AMPA and the GluR5 subtype of kainate receptors. Compounds selective for either GluR5 or AMPA receptors were identified. One particular substituent position appeared to be of special importance for control of ligand selectivity. Using molecular modeling the observed structure-activity relationships at AMPA and GluR5 receptors were deduced.

AB - On the basis of X-ray structures of ionotropic glutamate receptor constructs in complex with amino acid-based AMPA and kainate receptor antagonists, a series of rigid as well as flexible biaromatic alanine derivatives carrying selected hydrogen bond acceptors and donors have been synthesized in order to investigate the structural determinants for receptor selectivity between AMPA and the GluR5 subtype of kainate receptors. Compounds selective for either GluR5 or AMPA receptors were identified. One particular substituent position appeared to be of special importance for control of ligand selectivity. Using molecular modeling the observed structure-activity relationships at AMPA and GluR5 receptors were deduced.

KW - Former Faculty of Pharmaceutical Sciences

U2 - 10.1016/j.bmc.2009.07.021

DO - 10.1016/j.bmc.2009.07.021

M3 - Journal article

C2 - 19656686

VL - 17

SP - 6390

EP - 6401

JO - Bioorganic & Medicinal Chemistry

JF - Bioorganic & Medicinal Chemistry

SN - 0968-0896

IS - 17

ER -

ID: 17084258