Caged capsaicins: New tools for the examination of TRPV1 channels in somatosensory neurons.
Gilbert D, Funk K, Dekowski B, Lechler R, Keller S, Möhrlen F, Frings S, Hagen V (2007)
Publication Language: English
Publication Status: Published
Publication Type: Journal article, Original article
Publication year: 2007
Journal
Publisher: Wiley-VCH Verlag
Book Volume: 8
Pages Range: 89-97
Journal Issue: 1
Abstract
The vanilloid capsaicin, N-(4-hydroxy-3-methoxybenzyl)-8-methylnon-6-enamide, is the pungent ingredient of chili peppers and is used in pain research as an activating ligand of heat-sensitive transduction channels in nociceptive neurons. Here we describe the synthesis and application of two capsaicin derivatives modified at the hydroxy function of the vanillyl motif: alpha-carboxy-4,5-dimethoxy-2-nitrobenzyl-caged (CDMNB-caged) capsaicin and {7-[bis(carboxymethyl)amino]coumarin-4-yl}methoxycarbonyl-caged (BCMACMOC-caged) capsaicin. These compounds show dramatically reduced pungency, but release active capsaicin upon irradiation with UV light. CDMNB-caged capsaicin can be used to perform concentration-jump experiments, while BCMACMOC-caged capsaicin is membrane-impermeant and can be applied selectively to the intracellular or extracellular sides of a plasma membrane. Both compounds can serve as valuable research tools in pain physiology.
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Germany (DE)How to cite
APA:
Gilbert, D., Funk, K., Dekowski, B., Lechler, R., Keller, S., Möhrlen, F.,... Hagen, V. (2007). Caged capsaicins: New tools for the examination of TRPV1 channels in somatosensory neurons. ChemBioChem, 8(1), 89-97. https://doi.org/10.1002/cbic.200600437
MLA:
Gilbert, Daniel, et al. "Caged capsaicins: New tools for the examination of TRPV1 channels in somatosensory neurons." ChemBioChem 8.1 (2007): 89-97.
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