(-)-Xestospongin C

Cat. No. 1280

(-)-Xestospongin C C28H50N2O2 [88903-69-9]

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Alternative Name: XeC

Chemical Name: (1R,4aR,11R,12aS,13S,16aS,23R,24aS)-Eicosahydro-5H,17H-1,23:11,13-diethano-2H,14H-[1,11]dioxacycloeicosino[2,3-b:12,13-b']dipyridine

Biological Activity

Reported inhibitor of IP3-dependent Ca2+ release. Inhibits bradykinin-induced Ca2+ release in PC12 cells and attenuates PHP-induced IL-2 production in Jurkat T cells. Exhibits no effect on ryanodine receptor-mediated Ca2+ release in PC12 cells. Does not interact with the IP3 binding site. Recently shown to be an ineffective antagonist of IP3-evoked Ca2+ release in IP3 receptor expressing DT40 cells. Cell permeable.

Technical Data

M.Wt:
446.71
Formula:
C28H50N2O2
Solubility:
Soluble to 2 mM in DMSO and to 2 mM in ethanol
Storage:
Desiccate at -20°C
CAS No:
88903-69-9

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
All Tocris products are intended for laboratory research use only.

Certificate of Analysis / Product Datasheet / Safety Data Sheet

Certificate of Analysis / Product Datasheet
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Saleem et al (2014) Interactions of antagonists with subtypes of inositol 1,4,5-trisphosphate (IP3) receptor. Br.J.Pharmacol. 171 3298. PMID: 24628114.

Dadsetan et al (2008) Store-operated Ca2+ influx causes Ca2+ release from the intracellular Ca2+ channels that is required for T cell activation. J.Biol.Chem. 283 12512. PMID: 18316371.

Ozaki et al (2002) Inhibitory mechanism of xestospongin-C on contraction and ion channels in the intestinal smooth muscle. Br.J.Pharmacol. 137 1207. PMID: 12466229.

Gafni et al (1997) Xestospongins: potent membrane permeable blockers of the inositol 1,4,5-trisphosphate receptor. Neuron 19 723. PMID: 9331361.

If you know of a relevant reference for this product please let us know.

Citations are publications that use Tocris products. Selected citations for (-)-Xestospongin C include:

Azab et al (2015) Binding of αherpesvirus Glycoprotein H to Surface α4β1-Integrins Activates Calcium-Signaling Pathways and Induces Phosphatidylserine Exposure on the Plasma Membrane. Endocrinology 6. PMID: 26489864.

Glanowska and Moenter (2015) Differential regulation of GnRH secretion in the preoptic area (POA) and the median eminence (ME) in male mice. Cell Rep 156 231. PMID: 25314270.

Oh et al (2015) Heterosynaptic structural plasticity on local dendritic segments of hippocampal CA1 neurons. FASEB J 10 162. PMID: 25558061.

Tabatadze et al (2015) Sex Differences in Molecular Signaling at Inhibitory Synapses in the Hippocampus. J Neurosci 35 11252. PMID: 26269634.

Nordman and Kabbani (2014) Microtubule dynamics at the growth cone are mediated by α7 nicotinic receptor activation of a Gαq and IP3 receptor pathway. J Neurosci 28 2995. PMID: 24687992.

Xu et al (2011) The human immunodeficiency virus coat protein gp120 promotes forward trafficking and surface clustering of NMDA receptors in membrane microdomains. Am J Physiol Renal Physiol 31 17074. PMID: 22114277.

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Keywords: (-)-Xestospongin C, supplier, inhibitors, inhibits, IP3-mediated, Ca2+, release, blocks, endoplasmic-reticulum, pump, calcium, channels, XeC, Tocris Bioscience, General Calcium Signaling Agent products

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