This title appears in the Scientific Report :
2012
Please use the identifier:
http://dx.doi.org/10.1002/cbic.201200110 in citations.
Coumarin-based octopamine phototriggers and their effects on an insect octopamine receptor
Coumarin-based octopamine phototriggers and their effects on an insect octopamine receptor
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...
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Personal Name(s): | Schaal, J. |
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Dekowski, B. / Wiesner, B. / Eichhorst, J. / Marter, K. / Vargas, C. / Keller, S. / Eremina, N. / Barth, A. / Baumann, A. / Eisenhardt, D. / Hagen, V. | |
Contributing Institute: |
Zelluläre Biophysik; ICS-4 |
Published in: | ChemBioChem, 13 (2012) S. 1458 - 1464 |
Imprint: |
Weinheim
Wiley-VCH
2012
|
Physical Description: |
1458 - 1464 |
PubMed ID: |
22674503 |
DOI: |
10.1002/cbic.201200110 |
Document Type: |
Journal Article |
Research Program: |
BioSoft: Makromolekulare Systeme und biologische Informationsverarbeitung |
Series Title: |
ChemBioChem
13 |
Subject (ZB): | |
Publikationsportal JuSER |
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 2-4 in particular holds great promise for these substances as excellent phototriggers of this important neurotransmitter. |