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DL-TBOA

(HB0258)
Technical documents: SDS CoA Datasheet

Product overview

Name DL-TBOA
Purity >98%
Description Competitive EAAT blocker. Inhibits glutamate uptake.
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DL-TBOA product vial image | Hello Bio

Biological Data

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.

Solubility & Handling

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.

Calculators

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Dilution

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Chemical Data

Purity >98%
Chemical name DL-threo-β-Benzyloxyaspartic acid
Molecular Weight 239.23
Chemical structure DL-TBOA  [205309-81-5] Chemical Structure
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

References for DL-TBOA

References are publications that support the biological activity of the product
  • 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.
  • Syntheses of optically pure beta-hydroxyaspartate derivatives as glutamate transporter blockers.

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

    Shimamoto K et al (1998) Mol Pharmacol 53(2) : 195-201.

3 Item(s)

Publications
These publications cite the use of DL-TBOA purchased from Hello Bio:
  • Different glutamate sources and endogenous co-agonists activate extrasynaptic NMDA receptors on amacrine cells of the rod pathway microcircuitBeltran-Matas et al

    Beltran-Matas et al (2021) Eur J Neurosci. : 54(2)
    PubMedID: 34048091
  • Climbing Fiber-Mediated Spillover Transmission to Interneurons Is Regulated by EAAT4

    Malhotra S et al (2021) J Neurosci 41(39) : 8126-8133
    PubMedID: 34400517
  • A one-gate elevator mechanism for the human neutral amino acid transporter ASCT2

    Garaeva AA et al (2019) Nat Commun 10(1) : 3427
    PubMedID: 31366933
  • The Probability of Neurotransmitter Release Governs AMPA Receptor Trafficking via Activity-Dependent Regulation of mGluR1 Surface Expression.

    Sanderson et al (2018) Cell Rep. 25(13) : 3631-3646
    PubMedID: 30590038

4 Item(s)