(-)-Bicuculline methochloride

(HB0895)
Technical documents: SDS CoA Datasheet

Product overview

Name (-)-Bicuculline methochloride
Description Prototypic, competitive GABAA receptor antagonist
Alternative names BIC
Purity >98%
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Bicuculline inhibition of GABAA receptor mediated IPSCs
(-)-Bicuculline methochloride: Scientist Approved

Biological Data

Biological description

Methochloride salt form of (+)-bicuculline.


Prototypic, competitive GABAA receptor antagonist which displaces GABA from the agonist binding site to prevent receptor activation. 

Also acts as a negative allosteric inhibitor of channel opening to inhibit GABAA receptor activation by anaesthetic agents.


Additionally shows activity at SK calcium-activated potassium channels, nicotinic acetylcholine receptors and acetylcholinesterase.


Reversibly and competitively blocks GABAA receptor mediated currents. Widely used to isolate glutamate receptor mediated EPSCs (excitatory postsynaptic potentials).


Shows convulsant action and induces epilepsy.

Freebase, methiodide and methobromide salts also available.

Application notes

The GABAA receptor antagonist bicuculline is commonly used to reduce levels of inhibition by blocking the actions of the neurotransmitter GABA. It is commonly used at concentrations of 100 μM and above. Bicuculline methochloride from Hello Bio reduces both spontaneous inhibitory post synaptic currents (IPSC) and evoked IPSCs (see Fig 1 above). It was effective at 1 μM with complete receptor blockade at 100 μM.

 

#Protocol 1: Evoked and spontaneous inhibitory post synaptic currents (IPSCs)

  • Whole cell voltage clamp recordings were obtained from layer V neurons of the mouse prelimbic cortex brain slice.
  • A stimulating electrode was placed in layers II/III and IPSCs were evoked by a single square (150 μs) pulse every 10 sec at a stimulus intensity that gave a reliable IPSC.
  • IPSCs were evoked at a range of neuron holding voltages to measure the reversal potential of the current to ensure it was GABAergic.
  • Neurons were held at 0mV and IPSCs continuously stimulated and recorded in response to 5 min applications of varying concentrations of Bicuculline methochloride until complete receptor inhibition.
  • Spontaneous IPSCs were recorded before and after addition of Bicuculline methochloride by holding the neuron at 0mV and recording for 10 sec.
  • All recordings for IPSCs were made in the presence of AMPAR antagonists.

Solubility & Handling

Storage instructions Room temperature
Solubility overview Soluble in water (100mM)
Important This product is for RESEARCH USE ONLY and is not intended for therapeutic or diagnostic use. Not for human or veterinary use.

Calculators

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Dilution

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Chemical Data

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
Molecular Weight 417.85
Chemical structure Chemical structure
Molecular Formula C21H20ClNO6
CAS Number 38641-83-7
PubChem identifier 44134574
SMILES C[N+]1(CCC2=CC3=C(C=C2C1C4C5=C(C6=C(C=C5)OCO6)C(=O)O4)OCO3)C.[Cl-]
Source Synthetic
InChi InChI=1S/C21H20NO6.ClH/c1-22(2)6-5-11-7-15-16(26-9-25-15)8-13(11)18(22)19-12-3-4-14-20(27-10-24-14)17(12)21(23)28-19;/h3-4,7-8,18-19H,5-6,9-10H2,1-2H3;1H/q+1;/p-1
InChiKey RLJKFAMYSYWMND-UHFFFAOYSA-M
MDL number MFCD00055233
Appearance Green solid

References for (-)-Bicuculline methochloride

References are publications that support the biological activity of the product
  • Advantages of an antagonist: bicuculline and other GABA antagonists.

    Johnston GA (2013) Br J Pharmacol 169(2) : 328-36.
  • [Bicuculline inhibits airway remodeling in a murine model of chronic asthma].

    Zhu T et al (2010) Nan Fang Yi Ke Da Xue Xue Bao 30(4) : 842-6.
  • Differential effects of iontophoretic in vivo application of the GABA(A)-antagonists bicuculline and gabazine in sensory cortex.

    Kurt S et al (2006) Hear Res 212(1-2) : 224-35.
Publications
These publications cite the use of (-)-Bicuculline methochloride purchased from Hello Bio:
  • Multiple roles of GluN2D-containing NMDA receptors in short-term potentiation and long-term potentiation in mouse hippocampal slices

    Eapen et al (2021) Neuropharmacology . 108833 : 201
    PubMedID: 34637787
  • The entorhinal cortical alvear pathway differentially excites interneuron subtypes in hippocampal CA1

    Bell et al. (2020) bioRxiv preprint : 1-44
  • Acetylcholine release inhibits distinct excitatory inputs onto hippocampal CA1 pyramidal neurons via different cellular and network mechanisms

    McQuiston et al (2019) bioRxiv : doi: http://dx.doi.org/10.1101/5
  • Neurotoxicity of propofol on rat hypoglossal motoneurons in vitro.

    Monni et al (2017) Neurosci Lett S0304-3940(17) : 30531-1
    PubMedID: 28676256
  • Propofol protects rat hypoglossal motoneurons in an in vitro model of excitotoxicity by boosting GABAergic inhibition and reducing oxidative stress

    Ghezzi et al (2017) Neuroscience pii: S0306-4522(17)30747-9. : doi: 10.1016/j.neuroscience.201
    PubMedID: 29069620

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