(-)-Bicuculline methobromide

Name: (-)-Bicuculline methobromide
Brand: Tocris Bioscience
SKU: 0109
Rating: 5 (1 reviews)

Tocris Bioscience a Bio-Techne Brand

Catalog # 0109

Citations (15)

(1)

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Key Product Details

Description:	GABA_A antagonist; more water soluble version of (+)-bicuculline (Cat. No. 0130)
Chemical Name:	[R-(R,S)]-5-(6,8-Dihydro-8-oxofuro[3,4-e]-1,3-benzodioxol-6-yl)-5,6,7,8-tetrahydro-6,6-dimethyl-1,3-dioxolo[4,5-g]isoquinolinium bromide
Purity:	≥98% (HPLC)
Molecular Weight:	462.3

View Full Technical Details for (-)-Bicuculline methobromide

Biological Activity for (-)-Bicuculline methobromide

(-)-Bicuculline methobromide is a methobromide salt of (+)-bicuculline. Water soluble and more stable than bicuculline. Non-GABA receptor-mediated actions reported.

Methoiodide Salt and Methochloride Salt also available.

Technical Data for (-)-Bicuculline methobromide

M. Wt	462.3
Formula	C₂₁H₂₀BrNO₆
Storage	Store at RT
Purity	≥98% (HPLC)
CAS Number	66016-70-4
PubChem ID	6852386
InChi Key	BWXCECYGGMGBHD-GRTNUQQKSA-M
Smiles	[H][C@](C(C=CC6=C5OCO6)=C5C(O4)=O)4[C@]2([H])C1=CC3=C(OCO3)C=C1CC[N+](C)2C.[Br-]

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility for (-)-Bicuculline methobromide

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
Solubility	water	23.11	50

Preparing Stock Solutions for (-)-Bicuculline methobromide

The following data is based on the product molecular weight 462.3.

Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
0.5 mM	4.33 mL	21.63 mL	43.26 mL
2.5 mM	0.87 mL	4.33 mL	8.65 mL
5 mM	0.43 mL	2.16 mL	4.33 mL
25 mM	0.09 mL	0.43 mL	0.87 mL

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References for (-)-Bicuculline methobromide

References are publications that support the biological activity of the product.

Seutin and Johnson Recent advances in the pharmacology of quaternary salts of bicuculline. TiPS 1999 PMID: 10390643
Sperber Nigral infusions of muscimol or bicuculline facilitate seizures in developing rats. Brain Res. 1987 PMID: 3440204
Bowery Characteristics of GABA_B receptor binding sites on rat whole brain synaptic membranes. Br.J.Pharmacol. 1983 PMID: 6297646

Citations for (-)-Bicuculline methobromide (15)

Showing 1 - 10 of 15 citations Showing All

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Citations are publications that use Bio-Techne products. Selected citations for (-)-Bicuculline methobromide include:

Woo et al. (2019) Pharmacological Dissection of Intrinsic Optical Signal Reveals a Functional Coupling between Synaptic Activity and Astrocytic Volume Transient. Exp Neurobiol. 28:30
PMID: 30853822
Nam et al. (2019) Activation of Astrocytic μ-Opioid Receptor Causes Conditioned Place Preference. Cell Rep. 28:1154
PMID: 31365861
Chen et al. (2017) Distinct Inhibitory Circuits Orchestrate Cortical beta and gamma Band Oscillations. Neuron. 96:1403
PMID: 29268099
Andrade-Talavera et al. (2016) Presynaptic Spike Timing-Dependent Long-Term Depression in the Mouse Hippocampus. Cereb Cortex. 26:3637
PMID: 27282393
Galván et al. (2015) Synapse-specific compartmentalization of signaling cascades for LTP induction in CA3 interneurons. Neuroscience. 290:332
PMID: 25637803
Maccione et al. (2014) Following the ontogeny of retinal waves: pan-retinal recordings of population dynamics in the neonatal mouse. J Physiol. 592:1545
PMID: 24366261
Maguire et al. (2014) Extrasynaptic glycine receptors of rodent dorsal raphe serotonergic neurons: a sensitive target for ethanol. Neuropsychopharmacology. 39:1232
PMID: 24264816
Johnson et al. (2011) Activation of group II metabotropic glutamate receptors induces long-term depression of excitatory synaptic transmission in the substantia nigra pars reticulata. Neurosci Lett. 504:102
PMID: 21945652
Peng et al. (2010) Postsynaptic spiking homeostatically induces cell-autonomous regulation of inhibitory inputs via retrograde signaling. J Neurosci. 30:16220
PMID: 21123568
Galván et al. (2010) Critical involvement of postsynaptic protein kinase activation in long-term potentiation at hippocampal mossy fiber synapses on CA3 interneurons. J Neurosci. 30:2844
PMID: 20181582
Sipilä et al. (2009) Compensatory enhancement of intrinsic spiking upon NKCC1 disruption in neonatal hippocampus. J Neurosci. 29:6982
PMID: 19474325
Krook-Magnuson et al. (2008) Tonically active inhibition selectively controls feedforward circuits in mouse barrel cortex. J Neurophysiol. 100:932
PMID: 18509076
Miyazato et al. (2008) GABA receptor activation in the lumbosacral spinal cord decreases detrusor overactivity in spinal cord injured rats. J Urol. 179:1178
PMID: 18206170
Gascon et al. (2006) GABA regulates dendritic growth by stabilizing lamellipodia in newly generated interneurons of the olfactory bulb. J Neurosci. 26:12956
PMID: 17167085
Huang and Hessler Social modulation during songbird courtship potentiates midbrain DArgic neurons. PLoS One. 3:e3281
PMID: 18827927

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Customer Reviews for (-)-Bicuculline methobromide (1)

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Bicuculline as an antagonist of alpha2 glycine receptor

Name: Anonymous

Species: Human

Assay Type: In Vitro

Cell Line/Tissue: HEK-293

Apart of classical action at GABA-A receptors, bicuculline methobromide (BIC) can be used as a tool to reveal presence of alpha2 glycine receptor (GlyR) subunit.In our work we transfected HEK cells with alpha2 and beta GlyR subunits to obtain heteromeric GlyRs. Application of glycine triggered a clear receptors response, but subsequent addition of BIC decreased response amplitude by >95% (see image). This confirmed expression of alpha2 subunits and their incorporation into active GlyRs.

PMID: 30875431

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Product Documents for (-)-Bicuculline methobromide

COA

Certificate of Analysis

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