(+)-Bicuculline

(HB0896)
Technical documents: SDS CoA Datasheet
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Product overview

Name (+)-Bicuculline
Alternative names BIC
Purity >98%
Description Prototypic, competitive GABAA receptor antagonist
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(+)-Bicuculline product vial image | Hello Bio

Biological Data

Biological description

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.


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.

Water soluble methiodidemethochloride and methobromide salts also available.

Solubility & Handling

Storage instructions +4°C
Solubility overview Soluble in DMSO (100mM)
Handling Rapid hydrolysis may occur in solutions made with aqueous acid. You should therefore make and use these within 1 hour.
Important This product is for RESEARCH USE ONLY and is not intended for therapeutic or diagnostic use. Not for human or veterinary use.

Calculators

Molarity

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Dilution

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Chemical Data

Purity >98%
Chemical name [R-(R*,S*)]-6-(5,6,7,8-Tetrahydro-6 -methyl-1,3-dioxolo[4,5-g]isoquinolin-5-yl)furo[3, 4-e]-1,3-benzodioxol-8(6H)-one
Molecular Weight 367.36
Chemical structure (+)-Bicuculline  [485-49-4] Chemical Structure
Molecular Formula C20H17NO6
CAS Number 485-49-4
PubChem identifier 10237
SMILES CN1CCC2=CC3=C(C=C2[C@H]1[C@H]4C5=C(C6=C(C=C5)OCO6)C(=O)O4)OCO3
InChi InChI=1S/C20H17NO6/c1-21-5-4-10-6-14-15(25-8-24-14)7-12(10)17(21)18-11-2-3-13-19(26-9-23-13)16(11)20(22)27-18/h2-3,6-7,17-18H,4-5,8-9H2,1H3/t17-,18+/m0/s1
InChiKey IYGYMKDQCDOMRE-ZWKOTPCHSA-N
MDL number MFCD00005006
Appearance Yellow solid

References for (+)-Bicuculline

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.

3 Item(s)

Publications
These publications cite the use of (+)-Bicuculline purchased from Hello Bio:
  • Voltage tunes mGlu5 receptor function, impacting synaptic transmission

    Perroy et al (2023) bioRxiv https://www.biorxiv.org/content/10.1101/2023.07.17.549279v1.abstract
  • Distinct Functional Alterations and Therapeutic Options of Two Pathological De Novo Variants of the T292 Residue of GABRA1 Identified in Children with Epileptic Encephalopathy and Neurodevelopmental Disorders

    Chen W et al (2022) Int J Mol Sci 23(5)
    PubMedID: 35269865
  • PKA drives an increase in AMPA receptor unitary conductance during LTP in the hippocampus

    Park P et al (2021) Nat Commun 12(1) : 413
    PubMedID: 33462202
  • Vangl2 in the Dentate Network Modulates Pattern Separation and Pattern Completion

    Robert BJA et al (2020) Cell Rep 31(10) : 107743
    PubMedID: 32521268
  • La potenciación del receptor de glicina por etanol en neuronas D1 MSN del núcleo Accumbens regula el consumo y preferencia por etanol.

    Gallegos et al (2020) UdeC : Thesis

5 Item(s)