(-)-Bicuculline methochloride

Name: (-)-Bicuculline methochloride
Brand: Tocris Bioscience
SKU: 0131
Rating: 5 (0 reviews)

Tocris Bioscience a Bio-Techne Brand

Catalog # 0131

Citations (23)

(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 chloride
Purity:	≥99% (HPLC)
Molecular Weight:	417.85

View Full Technical Details for (-)-Bicuculline methochloride

Biological Activity for (-)-Bicuculline methochloride

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

Methoiodide Salt and Methobromide Salt also available.

Technical Data for (-)-Bicuculline methochloride

M. Wt	417.85
Formula	C₂₁H₂₀ClNO₆
Storage	Store at RT
Purity	≥99% (HPLC)
CAS Number	38641-83-7
PubChem ID	10047593
InChi Key	RLJKFAMYSYWMND-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.[Cl-]

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 methochloride

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
Solubility	water	41.78	100

Preparing Stock Solutions for (-)-Bicuculline methochloride

The following data is based on the product molecular weight 417.85.

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
1 mM	2.39 mL	11.97 mL	23.93 mL
5 mM	0.48 mL	2.39 mL	4.79 mL
10 mM	0.24 mL	1.20 mL	2.39 mL
50 mM	0.05 mL	0.24 mL	0.48 mL

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References for (-)-Bicuculline methochloride

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
Seutin Evidence for a non-GABAergic action of quaternary salts of bicuculline on DArgic neurones. Neuropharmacology 1997 PMID: 9517436
Kemp Quantitative evaluation of the potencies of GABA-receptor agonists and antagonists using the rat hippocampal slice preparation. Br.J.Pharmacol. 1986 PMID: 3011168

Citations for (-)-Bicuculline methochloride (23)

Showing 1 - 10 of 23 citations Showing All

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

Pati et al. (2020) Chronic postnatal chemogenetic activation of forebrain excitatory neurons evokes persistent changes in mood behavior ELife. 9
PMID: 32955432
Wagner et al. (2019) Myosin VI Drives Clathrin-Mediated AMPA Receptor Endocytosis to Facilitate Cerebellar Long-Term Depression. Cell Rep. 28:11
PMID: 31269433
Dong et al. (2018) CAST/ELKS Proteins Control Voltage-Gated Ca²⁺ Channel Density and Synaptic Release Probability at a Mammalian Central Synapse. Cell Rep. 24:284
PMID: 29996090
Tushev et al. (2018) Alternative 3' UTRs Modify the Localization, Regulatory Potential, Stability, and Plasticity of mRNAs in Neuronal Compartments. Neuron. 98:495
PMID: 29656876
Lai et al. (2017) Molecular Mechanisms of Synaptic Vesicle Priming by Munc13 and Munc18. Neuron. 95:591
PMID: 28772123
Sigler et al. (2017) Formation and Maintenance of Functional Spines in the Absence of Presynaptic Glutamate Release. Neuron. 94:304
PMID: 28426965
Dilger et al. (2015) Absence of plateau potentials in dLGN cells leads to a breakdown in retinogeniculate refinement. J Neurosci. 35:3652
PMID: 25716863
Choe et al. (2015) High salt intake increases blood pressure via BDNF-mediated downregulation of KCC2 and impaired baroreflex inhibition of vasopressin neurons. Neuron. 85:549
PMID: 25619659
Angelantonio et al. (2015) Basal adenosine modulates the functional properties of AMPA receptors in mouse hippocampal neurons through the activation of A1R A2AR and A3R. Front Cell Neurosci. 9:409
PMID: 26528137
Erkens et al. (2015) Protein tyrosine phosphatase receptor type R is required for Purkinje cell responsiveness in cerebellar long-term depression. Mol Brain. 8:1
PMID: 25571783
Jaiswal et al. (2015) Reduction in focal ictal activity following transplantation of MGE interneurons requires expression of the GABAA receptor α4 subunit. Front Cell Neurosci. 9:127
PMID: 25914623
Ly et al. (2013) T-type channel blockade impairs long-term potentiation at the parallel fiber-Purkinje cell synapse and cerebellar learning. Proc Natl Acad Sci U S A. 110:20302
PMID: 24277825
Rojas et al. (2013) Activation of group I metabotropic glutamate receptors potentiates heteromeric kainate receptors. Mol Pharmacol. 83:106
PMID: 23066089
Nelson and Glitsch (2012) Lack of kinase regulation of canonical transient receptor potential 3 (TRPC3) channel-dependent currents in cerebellar Purkinje cells. J Biol Chem. 287:6326
PMID: 22207762
Dilger et al. (2011) Requirements for synaptically evoked plateau potentials in relay cells of the dorsal lateral geniculate nucleus of the mouse. J Physiol. 589:919
PMID: 21173075
Couchman et al. (2011) Lateral superior olive function in congenital deafness. Hear Res. 277:163
PMID: 21276842
Karst et al. (2010) Metaplasticity of amygdalar responses to the stress hormone corticosterone. Proc Natl Acad Sci U S A. 107:14449
PMID: 20663957
Glitsch (2010) Activation of native TRPC3 cation channels by phospholipase D. FASEB J. 24:318
PMID: 19741172
Woo et al. (2007) Neuregulin-1 enhances depolarization-induced GABA release. Neuron. 54:599
PMID: 17521572
Nateri et al. (2007) ERK activation causes epilepsy by stimulating NMDA receptor activity. EMBO J. 26:4891
PMID: 17972914
Kelm et al. (2007) Calcium release from presynaptic internal stores is required for ethanol to increase spontaneous γ-aminobutyric acid release onto cerebellum Purkinje neurons. J Pharmacol Exp Ther. 323:356
PMID: 17652632
Shao et al. (2003) Spontaneous synaptic activity is primarily GABAergic in vestibular nucleus neurons of the chick embryo. J Neurophysiol. 90:1182
PMID: 12904504
Vida and Frotscher (2000) A hippocampal interneuron associated with the mossy fiber system. Proc Natl Acad Sci U S A. 97:1275
PMID: 10655521

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

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Increased excitability with GABAA antagonism

Name: Anonymous

Assay Type: In Vitro

Cell Line/Tissue: Organotypic Hippocampus Slices

Bath application of Bicuculline methochloride increased overall excitation of neurons in slice.

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Product Documents for (-)-Bicuculline methochloride

COA

Certificate of Analysis

To download a Certificate of Analysis, please select a batch below.