Click here to close
Hello! We notice that you are using Internet Explorer, which is not supported by Xenbase and may cause the site to display incorrectly.
We suggest using a current version of Chrome,
FireFox, or Safari.
Vogt-Eisele AK
,
Weber K
,
Sherkheli MA
,
Vielhaber G
,
Panten J
,
Gisselmann G
,
Hatt H
.
???displayArticle.abstract???
Transient receptor potential (TRP) V3 is a thermosensitive ion channel expressed predominantly in the skin and neural tissues. It is activated by warmth and the monoterpene camphor and has been hypothesized to be involved in skin sensitization. A selection of monoterpenoid compounds was tested for TRPV3 activation to establish a structure-function relationship. The related channel TRPM8 is activated by cool temperatures and a number of chemicals, among them the monoterpene (-)-menthol. The overlap of the receptor pharmacology between the two channels was investigated.Transfected HEK293 cells were superfused with the test substances. Evoked currents were measured in whole cell patch clamp measurements. Dose-response curves for the most potent agonists were obtained in Xenopus laevis oocytes.Six monoterpenes significantly more potent than camphor were identified: 6-tert-butyl-m-cresol, carvacrol, dihydrocarveol, thymol, carveol and (+)-borneol. Their EC(50) is up to 16 times lower than that of camphor. All of these compounds carry a ring-located hydroxyl group and neither activates TRPM8 to a major extent.Terpenoids have long been recognized as medically and pharmacologically active compounds, although their molecular targets have only partially been identified. TRPV3 activation may be responsible for several of the described effects of terpenoids. We show here that TRPV3 is activated by a number of monoterpenes and that a secondary hydroxyl-group is a structural requirement.
Anand,
Capsaicin and menthol in the treatment of itch and pain: recently cloned receptors provide the key.
2003, Pubmed
Anand,
Capsaicin and menthol in the treatment of itch and pain: recently cloned receptors provide the key.
2003,
Pubmed
Andersen,
Final report on the safety assessment of sodium p-chloro-m-cresol, p-chloro-m-cresol, chlorothymol, mixed cresols, m-cresol, o-cresol, p-cresol, isopropyl cresols, thymol, o-cymen-5-ol, and carvacrol.
2006,
Pubmed
Bandell,
High-throughput random mutagenesis screen reveals TRPM8 residues specifically required for activation by menthol.
2006,
Pubmed
Bautista,
TRPA1 mediates the inflammatory actions of environmental irritants and proalgesic agents.
2006,
Pubmed
Behrendt,
Characterization of the mouse cold-menthol receptor TRPM8 and vanilloid receptor type-1 VR1 using a fluorometric imaging plate reader (FLIPR) assay.
2004,
Pubmed
Frosch,
Patch testing with fragrances: results of a multicenter study of the European Environmental and Contact Dermatitis Research Group with 48 frequently used constituents of perfumes.
1995,
Pubmed
Galeotti,
Menthol: a natural analgesic compound.
2002,
Pubmed
Galeotti,
Local anaesthetic activity of (+)- and (-)-menthol.
2001,
Pubmed
Granger,
(+)- And (-)-borneol: efficacious positive modulators of GABA action at human recombinant alpha1beta2gamma2L GABA(A) receptors.
2005,
Pubmed
,
Xenbase
Hall,
Modulation of human GABAA and glycine receptor currents by menthol and related monoterpenoids.
2004,
Pubmed
,
Xenbase
Hellwig,
Homo- and heteromeric assembly of TRPV channel subunits.
2005,
Pubmed
Hu,
2-aminoethoxydiphenyl borate is a common activator of TRPV1, TRPV2, and TRPV3.
2004,
Pubmed
,
Xenbase
Hu,
Potentiation of TRPV3 channel function by unsaturated fatty acids.
2006,
Pubmed
,
Xenbase
Macpherson,
The pungency of garlic: activation of TRPA1 and TRPV1 in response to allicin.
2005,
Pubmed
Macpherson,
More than cool: promiscuous relationships of menthol and other sensory compounds.
2006,
Pubmed
Magyar,
Effects of thymol on calcium and potassium currents in canine and human ventricular cardiomyocytes.
2002,
Pubmed
McKemy,
Identification of a cold receptor reveals a general role for TRP channels in thermosensation.
2002,
Pubmed
,
Xenbase
Mohammadi,
Structural requirements of phenol derivatives for direct activation of chloride currents via GABA(A) receptors.
2001,
Pubmed
Moqrich,
Impaired thermosensation in mice lacking TRPV3, a heat and camphor sensor in the skin.
2005,
Pubmed
Park,
Inhibition of acetylcholine-mediated effects by borneol.
2003,
Pubmed
Patapoutian,
ThermoTRP channels and beyond: mechanisms of temperature sensation.
2003,
Pubmed
Paulsen,
Carvone: an overlooked contact allergen cross-reacting with sesquiterpene lactones?
1993,
Pubmed
Peier,
A TRP channel that senses cold stimuli and menthol.
2002,
Pubmed
Peier,
A heat-sensitive TRP channel expressed in keratinocytes.
2002,
Pubmed
Priestley,
Thymol, a constituent of thyme essential oil, is a positive allosteric modulator of human GABA(A) receptors and a homo-oligomeric GABA receptor from Drosophila melanogaster.
2003,
Pubmed
,
Xenbase
Proudfoot,
Analgesia mediated by the TRPM8 cold receptor in chronic neuropathic pain.
2006,
Pubmed
Santos,
1,8-cineol, a food flavoring agent, prevents ethanol-induced gastric injury in rats.
2001,
Pubmed
Smith,
TRPV3 is a temperature-sensitive vanilloid receptor-like protein.
2002,
Pubmed
Story,
ANKTM1, a TRP-like channel expressed in nociceptive neurons, is activated by cold temperatures.
2003,
Pubmed
Szentandrássy,
Effect of thymol on calcium handling in mammalian ventricular myocardium.
2004,
Pubmed
Umezu,
Ambulation-promoting effect of peppermint oil and identification of its active constituents.
2001,
Pubmed
Xu,
TRPV3 is a calcium-permeable temperature-sensitive cation channel.
2002,
Pubmed
Xu,
Camphor activates and strongly desensitizes the transient receptor potential vanilloid subtype 1 channel in a vanilloid-independent mechanism.
2005,
Pubmed
Xu,
Oregano, thyme and clove-derived flavors and skin sensitizers activate specific TRP channels.
2006,
Pubmed
Zufall,
Rapid application and removal of second messengers to cyclic nucleotide-gated channels from olfactory epithelium.
1993,
Pubmed
