Product overview
| Name | DL-TBOA |
| Description | Competitive EAAT blocker. Inhibits glutamate uptake. |
| Purity | >98% |
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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. |
Chemical Data
| Chemical name | DL-threo-β-Benzyloxyaspartic acid |
| Molecular Weight | 239.23 |
| Chemical structure | ![DL-TBOA [205309-81-5] Chemical Structure](https://hellobio.com/media/catalog/product//h/b/hb0258.png "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 |
References for DL-TBOA
References are publications that support the biological activity of the product
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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.
Publications
These publications cite the use of DL-TBOA purchased from Hello Bio:
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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) : 8126-8133PubMedID: 34400517 -
A one-gate elevator mechanism for the human neutral amino acid transporter ASCT2
Garaeva AA et al (2019) Nat Commun 10(1) : 3427PubMedID: 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) : 3631-3646PubMedID: 30590038
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