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Coumarin-based octopamine phototriggers and their effects on an insect octopamine receptor
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2012 (English)In: ChemBioChem (Print), ISSN 1439-4227, E-ISSN 1439-7633, Vol. 13, no 10, 1458-1464 p.Article in journal (Refereed) Published
Abstract [en]

We have developed and characterized efficient caged compounds of the neurotransmitter octopamine. For derivatization, we introduced [6-bromo-8-(diethylaminomethyl)-7-hydroxycoumarin-4-yl]methoxycarbonyl (DBHCMOC) and {6-bromo-7-hydroxy-8-[(piperazin-1-yl)methyl]coumarin-4-yl}methoxycarbonyl (PBHCMOC) moieties as novel photo-removable protecting groups. The caged compounds were functionally inactive when applied to heterologously expressed octopamine receptors (AmOctα1R). Upon irradiation with UV–visible or IR light, bioactive octopamine was released and evoked Ca2+ signals in AmOctα1R-expressing cells. The pronounced water solubility of compounds 24 in particular holds great promise for these substances as excellent phototriggers of this important neurotransmitter.

Place, publisher, year, edition, pages
2012. Vol. 13, no 10, 1458-1464 p.
Keyword [en]
caged compounds, coumarins, neurotransmitters, photolysis, protecting groups
National Category
Biological Sciences
Research subject
Biophysics; Biochemistry
URN: urn:nbn:se:su:diva-75962DOI: 10.1002/cbic.201200110ISI: 000305941900013OAI: diva2:525169
Available from: 2012-05-07 Created: 2012-05-07 Last updated: 2012-10-01Bibliographically approved

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Eremina, NadjaBarth, Andreas
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Department of Biochemistry and Biophysics
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