A Photoswitchable Inhibitor of the Human Serotonin Transporter

Bichu Cheng; Johannes Morstein; Lucy Kate Ladefoged; Jannick Bang Maesen; Birgit Schiøtt; Steffen Sinning; Dirk Trauner

doi:10.1021/acschemneuro.9b00521

A Photoswitchable Inhibitor of the Human Serotonin Transporter

Bichu Cheng, Johannes Morstein, Lucy Kate Ladefoged, Jannick Bang Maesen, Birgit Schiøtt, Steffen Sinning, Dirk Trauner

Research output: Contribution to journal/Conference contribution in journal/Contribution to newspaper › Letter › peer-review

14 Citations (Scopus)

Abstract

The human serotonin transporter (hSERT) terminates serotonergic signaling through reuptake of neurotransmitter into presynaptic neurons and is a target for many antidepressant drugs. We describe here the development of a photoswitchable hSERT inhibitor, termed azo-escitalopram, that can be reversibly switched between trans and cis configurations using light of different wavelengths. The dark-adapted trans isomer was found to be significantly less active than the cis isomer, formed upon irradiation.

Original language	English
Journal	ACS Chemical Neuroscience
Volume	11
Issue	9
Pages (from-to)	1231-1237
Number of pages	7
ISSN	1948-7193
DOIs	https://doi.org/10.1021/acschemneuro.9b00521
Publication status	Published - May 2020

Keywords

neurotransmitter
photochromic ligand
Photopharmacology
serotonin
transporter

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10.1021/acschemneuro.9b00521

https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8022892/pdf/nihms-1681391.pdf

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title = "A Photoswitchable Inhibitor of the Human Serotonin Transporter",

abstract = "The human serotonin transporter (hSERT) terminates serotonergic signaling through reuptake of neurotransmitter into presynaptic neurons and is a target for many antidepressant drugs. We describe here the development of a photoswitchable hSERT inhibitor, termed azo-escitalopram, that can be reversibly switched between trans and cis configurations using light of different wavelengths. The dark-adapted trans isomer was found to be significantly less active than the cis isomer, formed upon irradiation.",

keywords = "neurotransmitter, photochromic ligand, Photopharmacology, serotonin, transporter",

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T1 - A Photoswitchable Inhibitor of the Human Serotonin Transporter

AU - Cheng, Bichu

AU - Morstein, Johannes

AU - Ladefoged, Lucy Kate

AU - Maesen, Jannick Bang

AU - Schiøtt, Birgit

AU - Sinning, Steffen

AU - Trauner, Dirk

PY - 2020/5

Y1 - 2020/5

N2 - The human serotonin transporter (hSERT) terminates serotonergic signaling through reuptake of neurotransmitter into presynaptic neurons and is a target for many antidepressant drugs. We describe here the development of a photoswitchable hSERT inhibitor, termed azo-escitalopram, that can be reversibly switched between trans and cis configurations using light of different wavelengths. The dark-adapted trans isomer was found to be significantly less active than the cis isomer, formed upon irradiation.

AB - The human serotonin transporter (hSERT) terminates serotonergic signaling through reuptake of neurotransmitter into presynaptic neurons and is a target for many antidepressant drugs. We describe here the development of a photoswitchable hSERT inhibitor, termed azo-escitalopram, that can be reversibly switched between trans and cis configurations using light of different wavelengths. The dark-adapted trans isomer was found to be significantly less active than the cis isomer, formed upon irradiation.

KW - neurotransmitter

KW - photochromic ligand

KW - Photopharmacology

KW - serotonin

KW - transporter

U2 - 10.1021/acschemneuro.9b00521

DO - 10.1021/acschemneuro.9b00521

M3 - Letter

C2 - 32275382

AN - SCOPUS:85084270924

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SP - 1231

EP - 1237

JO - ACS Chemical Neuroscience

JF - ACS Chemical Neuroscience

IS - 9

ER -

A Photoswitchable Inhibitor of the Human Serotonin Transporter

Abstract

Keywords

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