Productoverview

• Name
  4-Hydroxytamoxifen≥70%Zisomer(remainderprimarilyE-isomer)
• Shortdescription
  Syntheticestrogenreceptorligand.Widelyusedingenomeengineering(e.g.CreER/CRISPR-Cas9).
• BIOLOGicaldescription

  Cellpermeable,syntheticestrogenreceptorligand.Widelyusedingenomeengineering. ≥70%Zisomer(remainderprimarilyE-isomer).
  

  
  CreERsystem:

  Defactostandardcompoundindrug-inducIBLemanipulationofCreERrecombinase.AllowsexternaltemporalcontrolofCreactivityinvivo.
  

  
  CRISPR/Cas9geneediting:

  ActivatesaninactivedCas9nuclease(renderedinactivebyinsertionofa4-OHTdependent-intein)toreduceoff-targetCRISPR-mediatedgeneediting(onceboundwith4-OHT,conditionallyactiveCas9smodifytargetgenomicsiteswith~25-foldhigherspecificitythanwild-typeCas9).
  
  Alsoallowstight,repeatedon-offcontrolofthenucleaseactivityofthe‘iCas’Cas9variantwhichshowshigheditingefficiencyatmultiplelocionceboundwith4-OHT.

  
  Pure(Z)-4-hydroxytamoxifenalsoavailable.

• Alternativenames
  4-HT,4-OHT,4-OH-TAM,OHT,TAM,4-Hydroxytamoxifen
• Biologicalaction
  Activator
• Purity
  >98%
• Ourproductsinaction
  SubmitYourCitationNow

Properties

• Chemicalname
  4-(1-[4-(Dimethylaminoethoxy)phenyl]-2-phenyl-1-butenyl)phenol
• MolecularWeight
  387.52
• Chemicalstructure
  
• MolecularFormula
  C₂₆H₂₉NO₂
• CASNumber
  68392-35-8
• PubChemidentifier
  449459
• SMILES
  CC/C(=C(C1=CC=C(C=C1)O)/C2=CC=C(C=C2)OCCN(C)C)/C3=CC=CC=C3
• Source
  Synthetic
• InChi
  InChI=1S/C26H29NO2/c1-4-25(20-8-6-5-7-9-20)26(21-10-14-23(28)15-11-21)22-12-16-24(17-13-22)29-19-18-27(2)3/h5-17,28H,4,18-19H2,1-3H3/b26-25-
• InChiKey
  TXUZVZSFRXZGTL-QPLCGJKRSA-N
• Appearance
  Off-whitesolid

StoringandUsingYourProduct

• Storageinstructions
  +4°C
• Solubilityoverview
  SolubleinDMSO(100mM)andinethanol(50mM)
• Handling
  Thiscompoundislightsensitive;exposuretolightmayaffectcompoundperformance.Wethereforerecommendstoringthematerialinthedarkandprotectingfromlight.Donotstorethematerialinsolution;makeupsolutionsanduseimmediately.
• Important
  ThisproductisforRESEARCHUSEONLYandisnotintendedfortherapeuticordiagnosticuse.Notforhumanorveterinaryuse.

Referencesfor4-Hydroxytamoxifen≥70%Zisomer(remainderprimarilyE-isomer)

• Achemical-inducibleCRISPR-Cas9systemforrapidcontrolofgenomeediting.

  Liuetal(2016)NatChemBiol12(11):980-987.

  PubMedID:27618190

• Smallmolecule-triggeredCas9proteinwithimprovedgenome-editingspecificity.

  Davisetal(2015)NatChemBiol11(5):316-8.

  PubMedID:25848930

• Simpleandefficientproductionof(Z)-4-hydroxytamoxifen,apotentestrogenreceptormodulator.

  YuandForman(2003)JOrgChem68(24):9489-91.

  PubMedID:14629178

• Amonohydroxylatedmetaboliteoftamoxifenwithpotentantioestrogenicactivity.

  Jordanetal(1977)JEndocrinol75(2):305-16.

  PubMedID:591813