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

Chemistry

Research output: Contribution to journal › Article › peer-review

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 (US)
Pages (from-to)	1231-1237
Number of pages	7
Journal	ACS Chemical Neuroscience
Volume	11
Issue number	9
DOIs	https://doi.org/10.1021/acschemneuro.9b00521
State	Published - May 6 2020

Keywords

Photopharmacology
neurotransmitter
photochromic ligand
serotonin
transporter

ASJC Scopus subject areas

Biochemistry
Physiology
Cognitive Neuroscience
Cell Biology

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10.1021/acschemneuro.9b00521

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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.",

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AU - Schiøtt, Birgit

AU - Sinning, Steffen

AU - Trauner, Dirk

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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.

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KW - photochromic ligand

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KW - transporter

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A Photoswitchable Inhibitor of the Human Serotonin Transporter

Abstract

Keywords

ASJC Scopus subject areas

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