Productoverview

• Name
  (-)-Bicucullinemethochloride
• Shortdescription
  Prototypic,competitiveGABA_AreceptorantagoNIST
• BIOLOGicaldescription

  Methochloridesaltformof (+)-bicuculline.

  
  Prototypic,competitiveGABA_AreceptorantagonistwhichdisplacesGABAfromtheagonistbindingsitetopreventreceptoractivation. 

  AlsoactsasanegativeallostericinhibitorofchannelopeningtoinhibitGABA_Areceptoractivationbyanaestheticagents.

  
  AdditionallyshowsactivityatSKcalcium-activatedpotassiumchannels,nicotinicacetylcholinereceptorsandacetylcholinesterase.

  
  ReversIBLyandcompetitivelyblocksGABA_Areceptormediatedcurrents.WidelyusedtoisolateglutamatereceptormediatedEPSCs(excitatorypostsynapticpotentials).

  
  Showsconvulsantactionandinducesepilepsy.

  Freebase,methiodideandmethobromidesaltsalsoavailable.

• Alternativenames
  BIC
• Biologicalaction
  Antagonist
• Purity
  >98%
• Ourproductsinaction
  1citationSubmitYourCitationNow

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Properties

• Chemicalname
  [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]isoquinoliniumchloride
• MolecularWeight
  417.85
• Chemicalstructure
  
• MolecularFormula
  C₂₁H₂₀ClNO₆
• CASNumber
  53552-05-9
• PubChemidentifier
  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
• MDLnumber
  MFCD00055233
• Appearance
  Greensolid

Applications

• Applicationnotes

  TheGABA_AreceptorantagonistbicucullineiscommonlyusedtoreducelevelsofinhibitionbyblockingtheactionsoftheneurotransmitterGABA.Itiscommonlyusedatconcentrationsof100μMandabove.BicucullinemethochloridefromHelloBioreducesbothspontaneousinhibitorypostsynapticcurrents(IPSC)andevokedIPSCs(seeFig1above).Itwaseffectiveat1μMwithcompletereceptorblockadeat100μM.

   

  #Protocol1:Evokedandspontaneousinhibitorypostsynapticcurrents(IPSCs)

  • WholecellvoltageclamprecordingswereobtainedfromlayerVneuronsofthemouseprelimbiccortexbrainslice.
  • AstimulatingelectrodewasplacedinlayersII/IIIandIPSCswereevokedbyasinglesquare(150μs)pulseevery10secatastimulusintensitythatgaveareliableIPSC.
  • IPSCswereevokedatarangeofneuronholdingvoltagestomeasurethereversalpotentialofthecurrenttoensureitwasGABAergic.
  • Neuronswereheldat0mVandIPSCscontinuouslystimulatedandrecordedinresponseto5minapplicationsofvaryingconcentrationsofBicucullinemethochlorideuntilcompletereceptorinhibition.
  • SpontaneousIPSCswererecordedbeforeandafteradditionofBicucullinemethochloridebyholdingtheneuronat0mVandrecordingfor10sec.
  • AllrecordingsforIPSCsweremadeinthepresenceofAMPARantagonists.

StoringandUsingYourProduct

• Storageinstructions
  Roomtemperature
• Solubilityoverview
  Solubleinwater(100mM)
• Important
  ThisproductisforRESEARCHUSEONLYandisnotintendedfortherapeuticordiagnosticuse.Notforhumanorveterinaryuse.

Referencesfor(-)-Bicucullinemethochloride

• Advantagesofanantagonist:bicucullineandotherGABAantagonists.

  JohnstonGA(2013)BrJPharmacol169(2):328-36.

  PubMedID:23425285

• DifferentialeffectsofiontophoreticinvivoapplicationoftheGABA(A)-antagonistsbicucullineandgabazineinsensorycortex.

  KurtSetal(2006)HearRes212(1-2):224-35.

  PubMedID:16442250

• [Bicucullineinhibitsairwayremodelinginamurinemodelofchronicasthma].

  ZhuTetal(2010)NanFangYiKeDaXueXueBao30(4):842-6.

  PubMedID:20423862
品牌介绍
Hello Bio是由一群经验丰富的科学家和化学家们创立的充满活力的生物企业，总部位于英国布里斯托尔，在美国普林斯顿设有分公司，主旨在于提供质优价廉的生命科学研究工具，主要产品线为小分子化合物，如激动剂、拮抗剂、抑制剂等，部分产品价格甚至低至其他供应商的50%。热销产品线：酶抑制剂和激动剂ROCK inhibitor Y-27632, PKA inhibitor KT 5720 , adenylyl cyclase activator Forskolin, and novel GRK2/3 inhibitor Cmpd101等。 离子通道调节剂NMDA antagonist D-AP5, sodium channel blocker tetrodotoxin citrate, TRP antagonist capsazepine, and GABAA antagonist SR 95531 等。信号通路工具各种信号通路抑制剂、激动剂表观遗传学研究工具potent HDAC inhibitor Trichostatin A, DNA methyltransferase inhibitor 5-aza-2'-deoxycytidine,BET bromodomain inhibitor (+)-JQ1 and potent,selective GLP / G9a HMTase inhibitor BIX 01294 等受体配体novel selective GRK2/3 inhibitor,  NMDA antagonist D-AP5, Group I mGlu agonist (S)-3,5-DHPG, and GABAA antagonist SR 95531.等干细胞调节剂ROCK inhibitor Y-27632,  SB 431542 DAPT.