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Data

Product overview

  • Name
    DL-TBOA
  • Short description
    Competitive EAAT blocker. Inhibits glutamate uptake.
  • Biological description
    Competitive, non-transportable EAAT blocker (IC50 values are 70, 6 and 6 µM for EAAT1, EAAT2 and EAAT3 respectively and Ki values are 4.4 and 3.2 µM for EAAT4 and EAAT5. Selective for EAA transporters over ionotropic and metabotropic glutamate receptors. Inhibits glutamate uptake.
  • Biological action
    Blocker
  • Purity
    >98%
  • Citations

Properties

  • Chemical name
    DL-threo-β-Benzyloxyaspartic acid
  • Molecular Weight
    239.23
  • Chemical structure
    DL-TBOA  [205309-81-5]
  • Molecular Formula
    C11H13NO5
  • CAS Number
    205309-81-5
  • PubChem identifier
    5311218
  • SMILES
    C1=CC=C(C=C1)CO[C@@H]([C@@H](C(=O)O)N)C(=O)O
  • Source
    Synthetic
  • InChi
    1S/C11H13NO5/c12-8(10(13)14)9(11(15)16)17-6-7-4-2-1-3-5-7/h1-5,8-9H,6,12H2,(H,13,14)(H,15,16)/t8-,9-/m0/s1
  • InChiKey
    BYOBCYXURWDEDS-IUCAKERBSA-N
  • Appearance
    Off-white solid

Storing and Using Your Product

  • Storage instructions
    -20°C (desiccate)
  • Solubility overview
    Soluble in DMSO (100mM, gentle warming) or water (5mM, gentle warming)
  • Important
    This product is for RESEARCH USE ONLY and is not intended for therapeutic or diagnostic use. Not for human or veterinary use.

References for DL-TBOA

  • Syntheses of optically pure beta-hydroxyaspartate derivatives as glutamate transporter blockers.

    Shimamoto K et al (2000) Bioorg Med Chem Lett 10(21) : 2407-10.
    PubMedID: 11078189
  • DL-threo-beta-benzyloxyaspartate, a potent blocker of excitatory amino acid transporters.

    Shimamoto K et al (1998) Mol Pharmacol 53(2) : 195-201.
    PubMedID: 9463476
  • Neurotoxic and neuroprotective effects of the glutamate transporter inhibitor DL-threo-beta-benzyloxyaspartate (DL-TBOA) during physiological and ischemia-like conditions.

    Bonde C et al (2003) Neurochem Int 43(4-5) : 371-80.
    PubMedID: 12742081
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