Productoverview
- Name(S)-3,5-DHPG
- ShortdescriptionSelectivegroupImGlureceptoragoNIST.InducesLTD.
- BIOLOGicaldescription
(S)-3,5-DHPGisawidelyusedselectivegroupImGlureceptoragonist(EC50valuesare2and6.6µMatmGlu5andmGlu1,106µMatmGlu3and>1000µMatmGlu2,4,7,8receptorsrespectively).
(S)-3,5-DHPGistheactiveenantiomerofDHPG.Theracemic(R,S)-DHPGisalsoavailable.
(S)-3,5-DHPGinduceslongtermdepression(LTD)(mGluR/DHPG-LTD).DHPG-LTDcantemporarilybereversedbyothermGluRantagonistssuchas(S)-MCPG.
TheCaMKIIinhibitorKN-62hasalsobeenshowntofacilitateDHPG-LTDand(S)-3,5-DHPG-inducedLTDisthoughttoinvolverapidproteinsynthesiswhichcanbeantagonizedbytheproteinsynthesisinhibitoranisomycin.
(S)-3,5-DHPGisactiveinvivoandshowsavarietyofbiologicalactions. - BiologicalactionAgonist
- Purity>99%
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Properties
- Chemicalname(S)-3,5-Dihydroxyphenylglycine
- MolecularWeight183.16
- Chemicalstructure
- MolecularFormulaC8H9NO4
- CASNumber162870-29-3
- PubChemidentifier443586
- SMILESC1=C(C=C(C=C1O)O)[C@@H](C(=O)O)N
- SourceSynthetic
- InChiInChI=1S/C8H9NO4/c9-7(8(12)13)4-1-5(10)3-6(11)2-4/h1-3,7,10-11H,9H2,(H,12,13)/t7-/m0/s1
- InChiKeyHOOWCUZPEFNHDT-ZETCQYMHSA-N
- MDLnumberMFCD11044457
- AppearanceWhitesolid
Applications
- Applicationnotes
Figure1:Gamma-frequencyoscillationsrecordedinCA3regionofratinvitrohippocampalslicepreparation.
Increasein gammafrequency oscillatoryactivity(darkblue)following(S)-3,5-DHPGapplication. Undercontrolconditionsthereisnogammaactivity(lightblue).
DatakindlyprovidedbyNeurexpert
StoringandUsingYourProduct
- Storageinstructions-20°C(desiccate)
- SolubilityoverviewSolubleinwater(50mM)
- ImportantThisproductisforRESEARCHUSEONLYandisnotintendedfortherapeuticordiagnosticuse.Notforhumanorveterinaryuse.
Referencesfor(S)-3,5-DHPG
Behavioralandconvulsanteffectsofthe(S)enantiomerofthegroupImetabotropicglutamatereceptoragonist3,5-DHPGinmice.
BartonMEetal(2005)Neuropharmacology48(6):779-87.PubMedID:15829250Face-washingbehaviorinducedbythegroupImetabotropicglutamatereceptoragonist(S)-3,5-DHPGinmiceismediatedbymGlu1receptor.
HikichiHetal(2008)EurJPharmacol586(1-3):212-6.PubMedID:18378225(S)-3,5-DHPG:areview.
WiśniewskiKetal(2002)CNSDrugRev8(1):101-16.PubMedID:12070529