Product overview
Name | (-)-Bicuculline methiodide |
Description | Prototypic, competitive GABAA receptor antagonist |
Alternative names | BIC, BMI |
Purity | >98% |
Customer comments | Good quality product: (-)-Bicuculline methiodide is used routinely in our lab for a number of experiments. It is shipped quickly, packaged well, dissolves without problem, and blocks GABAA-receptor activity as it should! Verified customer, Sickkids foundation We routinely use this compound from Hello Bio to inhibit GABA-A receptors in electrophysiological recordings from rodent brain slices. Verified customer, University of Montana |
Images
Biological Data
Biological description | Methiodide salt form of (+)-bicuculline.
Also acts as a negative allosteric inhibitor of channel opening to inhibit GABAA receptor activation by anaesthetic agents.
Freebase, methochloride 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. Bicuculline is commonly used at concentrations of 100 μM and above. Bicuculline methiodide from Hello Bio reduces both spontaneous inhibitory post synaptic currents (IPSC) and evoked IPSCs (see Fig 1 above). It was effective at concentrations of 1 mM with complete receptor blockade at 100 μM.
#Protocol 1: Evoked and spontaneous inhibitory post synaptic currents (IPSCs)
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Solubility & Handling
Storage instructions | Room temperature |
Solubility overview | Soluble in water (20mM) or DMSO (50mM) |
Handling | This compound is light sensitive; exposure to light may affect compound performance. We therefore recommend storing the solid material and any solutions in the dark and protecting from light. |
Important | This product is for RESEARCH USE ONLY and is not intended for therapeutic or diagnostic use. Not for human or veterinary use. |
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 iodide |
Molecular Weight | 509.3 |
Chemical structure | |
Molecular Formula | C21H20INO6 |
CAS Number | 40709-69-1 |
PubChem identifier | 104871 |
SMILES | C[N+]1(CCC2=CC3=C(C=C2C1C4C5=C(C6=C(C=C5)OCO6)C(=O)O4)OCO3)C.[I-] |
Source | Synthetic |
InChi | InChI=1S/C21H20NO6.HI/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/t18-,19+;/m0./s1 |
InChiKey | HKJKCPKPSSVUHY-GRTNUQQKSA-M |
MDL number | MFCD00078966 |
Appearance | Yellow solid |
References for (-)-Bicuculline methiodide
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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.
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Serotonin 5-HT7 receptors require cyclin-dependent kinase 5 to rescue hippocampal synaptic plasticity in a mouse model of Fragile X Syndrome
Costa et al (2021) Eur J Neurosci. 5 : doi:10.1111/ejn.15246PubMedID: 33949019 -
Ultrastructural Correlates of Presynaptic Functional Heterogeneity in Hippocampal Synapses
Maus et al. (2020) Cell Rep. 30(11) : 3632-3643PubMedID: 32187536 -
Autism-Misregulated eIF4G Microexons Control Synaptic Translation and Higher Order Cognitive Functions.
Gonatopoulos-Pournatzis et al. (2020) Mol Cell 77(6) : 1176-1192PubMedID: 31999954 -
Altered excitatory transmission onto hippocampal interneurons in the IQSEC2 mouse model of X-linked neurodevelopmental disease
Sah M et al (2020) Neurobiol Dis 137 : 104758PubMedID: 31978606 -
Reduced GABAergic Neuron Excitability, Altered Synaptic Connectivity, and Seizures in a KCNT1 Gain-of-Function Mouse Model of Childhood Epilepsy
Shore et al (2020) Cell Rep. 33(4) : 108303PubMedID: 33113364