Characterization of a novel gastropod toxin (6-bromo-2-mercaptotryptamine) that inhibits shaker K channel activity

Wayne P. Kelley, Andrew M. Wolters, Jon T Sack, Rebecca A. Jockusch, John C. Jurchen, Evan R. Williams, Jonathan V. Sweedler, William F. Gilly

Research output: Contribution to journalArticle

25 Citations (Scopus)

Abstract

A novel potassium channel antagonist has been purified from the defensive mucus secreted by Calliostoma canaliculatum, a marine snail found in the temperate coastal waters of the western Pacific. The toxin is expelled from the hypobranchial gland as part of a defensive response and is contained within a viscous matrix that minimizes dilution and degradation. The active compound was isolated by multistage microbore HPLC separations followed by bioactivity assays. Nuclear magnetic resonance, combined with electrospray ionization Fourier-transform ion cyclotron resonance and electrospray ionization ion trap mass spectrometry indicate that the active component is a heretofore unknown indole-derivative, a disulfide-linked dimer of 6-bromo-2-mercaptotryptamine (BrMT). Exudates from the hypobranchial glands of various marine mollusks have been sources for dye compounds such as 6-6 dibromoindigo, the ancient dye Tyrian purple. BrMT represents the first correlation of a hypobranchial gland exudate with a molecular response. Voltage clamp experiments with a number of K channel subtypes indicate that BrMT inhibits certain voltage-gated K channels of the Kv1 subfamily.

Original languageEnglish (US)
Pages (from-to)34934-34942
Number of pages9
JournalJournal of Biological Chemistry
Volume278
Issue number37
DOIs
StatePublished - Sep 12 2003
Externally publishedYes

Fingerprint

Electrospray ionization
Gastropoda
Exudates and Transudates
Coloring Agents
Ions
Cyclotrons
Voltage-Gated Potassium Channels
Cyclotron resonance
Mollusca
Potassium Channels
Snails
Clamping devices
Fourier Analysis
Mucus
Bioactivity
Disulfides
Dimers
Dilution
Mass spectrometry
Assays

ASJC Scopus subject areas

  • Biochemistry

Cite this

Kelley, W. P., Wolters, A. M., Sack, J. T., Jockusch, R. A., Jurchen, J. C., Williams, E. R., ... Gilly, W. F. (2003). Characterization of a novel gastropod toxin (6-bromo-2-mercaptotryptamine) that inhibits shaker K channel activity. Journal of Biological Chemistry, 278(37), 34934-34942. https://doi.org/10.1074/jbc.M301271200

Characterization of a novel gastropod toxin (6-bromo-2-mercaptotryptamine) that inhibits shaker K channel activity. / Kelley, Wayne P.; Wolters, Andrew M.; Sack, Jon T; Jockusch, Rebecca A.; Jurchen, John C.; Williams, Evan R.; Sweedler, Jonathan V.; Gilly, William F.

In: Journal of Biological Chemistry, Vol. 278, No. 37, 12.09.2003, p. 34934-34942.

Research output: Contribution to journalArticle

Kelley, WP, Wolters, AM, Sack, JT, Jockusch, RA, Jurchen, JC, Williams, ER, Sweedler, JV & Gilly, WF 2003, 'Characterization of a novel gastropod toxin (6-bromo-2-mercaptotryptamine) that inhibits shaker K channel activity', Journal of Biological Chemistry, vol. 278, no. 37, pp. 34934-34942. https://doi.org/10.1074/jbc.M301271200
Kelley, Wayne P. ; Wolters, Andrew M. ; Sack, Jon T ; Jockusch, Rebecca A. ; Jurchen, John C. ; Williams, Evan R. ; Sweedler, Jonathan V. ; Gilly, William F. / Characterization of a novel gastropod toxin (6-bromo-2-mercaptotryptamine) that inhibits shaker K channel activity. In: Journal of Biological Chemistry. 2003 ; Vol. 278, No. 37. pp. 34934-34942.
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