A rhodamine-labeled citalopram analogue as a high-affinity fluorescent probe for the serotonin transporter

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Standard

A rhodamine-labeled citalopram analogue as a high-affinity fluorescent probe for the serotonin transporter. / Zhang, Peng; Jørgensen, Trine Nygaard; Løland, Claus Juul; Newman, Amy H.

In: Bioorg. Med. Chem. Lett., Vol. 23, No. 1, 01.01.2013, p. 323-326.

Research output: Contribution to journal › Journal article › Research › peer-review

Harvard

Zhang, P, Jørgensen, TN, Løland, CJ & Newman, AH 2013, 'A rhodamine-labeled citalopram analogue as a high-affinity fluorescent probe for the serotonin transporter', Bioorg. Med. Chem. Lett., vol. 23, no. 1, pp. 323-326. https://doi.org/10.1016/j.bmcl.2012.10.089

APA

Zhang, P., Jørgensen, T. N., Løland, C. J., & Newman, A. H. (2013). A rhodamine-labeled citalopram analogue as a high-affinity fluorescent probe for the serotonin transporter. Bioorg. Med. Chem. Lett., 23(1), 323-326. https://doi.org/10.1016/j.bmcl.2012.10.089

Vancouver

Zhang P, Jørgensen TN, Løland CJ, Newman AH. A rhodamine-labeled citalopram analogue as a high-affinity fluorescent probe for the serotonin transporter. Bioorg. Med. Chem. Lett. 2013 Jan 1;23(1):323-326. https://doi.org/10.1016/j.bmcl.2012.10.089

Author

Zhang, Peng ; Jørgensen, Trine Nygaard ; Løland, Claus Juul ; Newman, Amy H. / A rhodamine-labeled citalopram analogue as a high-affinity fluorescent probe for the serotonin transporter. In: Bioorg. Med. Chem. Lett. 2013 ; Vol. 23, No. 1. pp. 323-326.

Bibtex

@article{a1b133eba4e9450f98100becdb72117d,
title = "A rhodamine-labeled citalopram analogue as a high-affinity fluorescent probe for the serotonin transporter",
abstract = "A novel fluorescent ligand was synthesized as a high-affinity, high specificity probe for visualizing the serotonin transporter (SERT). The rhodamine fluorophore was extended from an aniline substitution on the 5-position of the dihydroisobenzofuran ring of citalopram (2, 1-(3-(dimethylamino)propyl)-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-carbonitrile), using an ethylamino linker. The resulting rhodamine-labeled ligand 8 inhibited [3H]5-HT uptake in COS-7 cells (Ki = 225 nM) with similar potency to the tropane-based JHC 1-064 (1), but with higher specificity towards the SERT relative to the transporters for dopamine and norepinephrine. Visualization of the SERT with compound 8 was demonstrated by confocal microscopy in HEK293 cells stably expressing EGFP–SERT.",
author = "Peng Zhang and J{\o}rgensen, {Trine Nygaard} and L{\o}land, {Claus Juul} and Newman, {Amy H}",
year = "2013",
month = jan,
day = "1",
doi = "10.1016/j.bmcl.2012.10.089",
language = "English",
volume = "23",
pages = "323--326",
journal = "Bioorganic & Medicinal Chemistry Letters",
issn = "0960-894X",
publisher = "Pergamon Press",
number = "1",

}

RIS

TY - JOUR

T1 - A rhodamine-labeled citalopram analogue as a high-affinity fluorescent probe for the serotonin transporter

AU - Zhang, Peng

AU - Jørgensen, Trine Nygaard

AU - Løland, Claus Juul

AU - Newman, Amy H

PY - 2013/1/1

Y1 - 2013/1/1

N2 - A novel fluorescent ligand was synthesized as a high-affinity, high specificity probe for visualizing the serotonin transporter (SERT). The rhodamine fluorophore was extended from an aniline substitution on the 5-position of the dihydroisobenzofuran ring of citalopram (2, 1-(3-(dimethylamino)propyl)-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-carbonitrile), using an ethylamino linker. The resulting rhodamine-labeled ligand 8 inhibited [3H]5-HT uptake in COS-7 cells (Ki = 225 nM) with similar potency to the tropane-based JHC 1-064 (1), but with higher specificity towards the SERT relative to the transporters for dopamine and norepinephrine. Visualization of the SERT with compound 8 was demonstrated by confocal microscopy in HEK293 cells stably expressing EGFP–SERT.

AB - A novel fluorescent ligand was synthesized as a high-affinity, high specificity probe for visualizing the serotonin transporter (SERT). The rhodamine fluorophore was extended from an aniline substitution on the 5-position of the dihydroisobenzofuran ring of citalopram (2, 1-(3-(dimethylamino)propyl)-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-carbonitrile), using an ethylamino linker. The resulting rhodamine-labeled ligand 8 inhibited [3H]5-HT uptake in COS-7 cells (Ki = 225 nM) with similar potency to the tropane-based JHC 1-064 (1), but with higher specificity towards the SERT relative to the transporters for dopamine and norepinephrine. Visualization of the SERT with compound 8 was demonstrated by confocal microscopy in HEK293 cells stably expressing EGFP–SERT.

U2 - 10.1016/j.bmcl.2012.10.089

DO - 10.1016/j.bmcl.2012.10.089

M3 - Journal article

VL - 23

SP - 323

EP - 326

JO - Bioorganic & Medicinal Chemistry Letters

JF - Bioorganic & Medicinal Chemistry Letters

SN - 0960-894X

IS - 1

ER -

ID: 45262501