Rhodamine-labeled 2beta-carbomethoxy-3beta-(3,4-dichlorophenyl)tropane analogues as high-affinity fluorescent probes for the dopamine transporter

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

Standard

Rhodamine-labeled 2beta-carbomethoxy-3beta-(3,4-dichlorophenyl)tropane analogues as high-affinity fluorescent probes for the dopamine transporter. / Cha, Joo Hwan; Zou, Mu-Fa; Adkins, Erika M; Rasmussen, Søren G F; Loland, Claus Juul; Schoenenberger, Bernhard; Gether, Ulrik; Newman, Amy Hauck.

In: Journal of Medicinal Chemistry, Vol. 48, No. 24, 01.12.2005, p. 7513-6.

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

Harvard

Cha, JH, Zou, M-F, Adkins, EM, Rasmussen, SGF, Loland, CJ, Schoenenberger, B, Gether, U & Newman, AH 2005, 'Rhodamine-labeled 2beta-carbomethoxy-3beta-(3,4-dichlorophenyl)tropane analogues as high-affinity fluorescent probes for the dopamine transporter', Journal of Medicinal Chemistry, vol. 48, no. 24, pp. 7513-6. https://doi.org/10.1021/jm050431y

APA

Cha, J. H., Zou, M-F., Adkins, E. M., Rasmussen, S. G. F., Loland, C. J., Schoenenberger, B., Gether, U., & Newman, A. H. (2005). Rhodamine-labeled 2beta-carbomethoxy-3beta-(3,4-dichlorophenyl)tropane analogues as high-affinity fluorescent probes for the dopamine transporter. Journal of Medicinal Chemistry, 48(24), 7513-6. https://doi.org/10.1021/jm050431y

Vancouver

Cha JH, Zou M-F, Adkins EM, Rasmussen SGF, Loland CJ, Schoenenberger B et al. Rhodamine-labeled 2beta-carbomethoxy-3beta-(3,4-dichlorophenyl)tropane analogues as high-affinity fluorescent probes for the dopamine transporter. Journal of Medicinal Chemistry. 2005 Dec 1;48(24):7513-6. https://doi.org/10.1021/jm050431y

Author

Cha, Joo Hwan ; Zou, Mu-Fa ; Adkins, Erika M ; Rasmussen, Søren G F ; Loland, Claus Juul ; Schoenenberger, Bernhard ; Gether, Ulrik ; Newman, Amy Hauck. / Rhodamine-labeled 2beta-carbomethoxy-3beta-(3,4-dichlorophenyl)tropane analogues as high-affinity fluorescent probes for the dopamine transporter. In: Journal of Medicinal Chemistry. 2005 ; Vol. 48, No. 24. pp. 7513-6.

Bibtex

@article{02c03fc293464fb68507bb3094ce7cf5,
title = "Rhodamine-labeled 2beta-carbomethoxy-3beta-(3,4-dichlorophenyl)tropane analogues as high-affinity fluorescent probes for the dopamine transporter",
abstract = "Novel fluorescent ligands were synthesized to identify a high-affinity probe that would enable visualization of the dopamine transporter (DAT) in living cells. Fluorescent tags were extended from the N- or 2-position of 2beta-carbomethoxy-3beta-(3,4-dichlorophenyl)tropane, using an ethylamino linker. The resulting 2-substituted (5) and N-substituted (9) rhodamine-labeled ligands provided the highest DAT binding affinities expressed in COS-7 cells (Ki= 27 and 18 nM, respectively) in the series. Visualization of the DAT with 5 and 9 was demonstrated by confocal fluorescence laser scanning microscopy in stably transfected HEK293 cells.",
keywords = "Animals, Cell Line, Cercopithecus aethiops, Cocaine, Dopamine Plasma Membrane Transport Proteins, Fluorescent Dyes, Humans, Microscopy, Confocal, Norepinephrine Plasma Membrane Transport Proteins, Rhodamines, Serotonin Plasma Membrane Transport Proteins, Structure-Activity Relationship, Tropanes",
author = "Cha, {Joo Hwan} and Mu-Fa Zou and Adkins, {Erika M} and Rasmussen, {S{\o}ren G F} and Loland, {Claus Juul} and Bernhard Schoenenberger and Ulrik Gether and Newman, {Amy Hauck}",
year = "2005",
month = dec,
day = "1",
doi = "10.1021/jm050431y",
language = "English",
volume = "48",
pages = "7513--6",
journal = "Journal of Medicinal Chemistry",
issn = "0022-2623",
publisher = "American Chemical Society",
number = "24",

}

RIS

TY - JOUR

T1 - Rhodamine-labeled 2beta-carbomethoxy-3beta-(3,4-dichlorophenyl)tropane analogues as high-affinity fluorescent probes for the dopamine transporter

AU - Cha, Joo Hwan

AU - Zou, Mu-Fa

AU - Adkins, Erika M

AU - Rasmussen, Søren G F

AU - Loland, Claus Juul

AU - Schoenenberger, Bernhard

AU - Gether, Ulrik

AU - Newman, Amy Hauck

PY - 2005/12/1

Y1 - 2005/12/1

N2 - Novel fluorescent ligands were synthesized to identify a high-affinity probe that would enable visualization of the dopamine transporter (DAT) in living cells. Fluorescent tags were extended from the N- or 2-position of 2beta-carbomethoxy-3beta-(3,4-dichlorophenyl)tropane, using an ethylamino linker. The resulting 2-substituted (5) and N-substituted (9) rhodamine-labeled ligands provided the highest DAT binding affinities expressed in COS-7 cells (Ki= 27 and 18 nM, respectively) in the series. Visualization of the DAT with 5 and 9 was demonstrated by confocal fluorescence laser scanning microscopy in stably transfected HEK293 cells.

AB - Novel fluorescent ligands were synthesized to identify a high-affinity probe that would enable visualization of the dopamine transporter (DAT) in living cells. Fluorescent tags were extended from the N- or 2-position of 2beta-carbomethoxy-3beta-(3,4-dichlorophenyl)tropane, using an ethylamino linker. The resulting 2-substituted (5) and N-substituted (9) rhodamine-labeled ligands provided the highest DAT binding affinities expressed in COS-7 cells (Ki= 27 and 18 nM, respectively) in the series. Visualization of the DAT with 5 and 9 was demonstrated by confocal fluorescence laser scanning microscopy in stably transfected HEK293 cells.

KW - Animals

KW - Cell Line

KW - Cercopithecus aethiops

KW - Cocaine

KW - Dopamine Plasma Membrane Transport Proteins

KW - Fluorescent Dyes

KW - Humans

KW - Microscopy, Confocal

KW - Norepinephrine Plasma Membrane Transport Proteins

KW - Rhodamines

KW - Serotonin Plasma Membrane Transport Proteins

KW - Structure-Activity Relationship

KW - Tropanes

U2 - 10.1021/jm050431y

DO - 10.1021/jm050431y

M3 - Journal article

C2 - 16302792

VL - 48

SP - 7513

EP - 7516

JO - Journal of Medicinal Chemistry

JF - Journal of Medicinal Chemistry

SN - 0022-2623

IS - 24

ER -

ID: 47293421