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TFB-TBOA
- Optical Purity: >97% d.e.
- Soluble in 0.1N NaOH(aq) and DMSO
- MF: C19H17F3N2O6
- MW: 426.34
Description
Very potent blocker for the human excitatory amino acid transporters (IC50 values 22 nM, 17 nM, and 300 nM, for EAAT1, EAAT2, and EAAT3, respectively). TFB-BOA is more potent at inhibiting EAAT1 and EAAT2 compared with L-TBOA (Axon 2427), and induced spontaneous epileptiform discharges and convulsive behaviors in mice. An important tool for elucidation of the physiological roles of EAATs and their contribution to the etiology of neuronal disorders.
More Information
| Parent CAS No. | 480439-73-4 |
|---|---|
| Chemical Name | (2S,3S)-2-amino-3-(3-(4-(trifluoromethyl)benzamido)benzyloxy)succinic acid |
| SMILES | C1C(CO[C@H](C(=O)O)[C@H](N)C(=O)O)=CC=CC=1NC(=O)C1C=CC(C(F)(F)F)=CC=1 |&1:4,8,r| |
| MFCD | N.A. |
| InChi | InChI=1S/C19H17F3N2O6/c20-19(21,22)12-6-4-11(5-7-12)16(25)24-13-3-1-2-10(8-13)9-30-15(18(28)29)14(23)17(26)27/h1-8,14-15H,9,23H2,(H,24,25)(H,26,27)(H,28,29)/t14-,15-/m0/s1 |
| InChiKey | LPWONNPEPDHEAI-GJZGRUSLSA-N |
| CID | 52941382 |
| Short Description | EAAT blocker |
References
- H Fu et al. Rapid chemoenzymatic route to glutamate transporter inhibitor l-TFB-TBOA and related amino acids. Org Biomol Chem. 2017 Feb 28.
- K Shimamoto et al. Characterization of novel L-threo-beta-benzyloxyaspartate derivatives, potent blockers of the glutamate transporters. Mol Pharmacol. 2004 Apr;65(4):1008-15.
- S Tsukada et al. Effects of a novel glutamate transporter blocker, (2S, 3S)-3-[3-[4-(trifluoromethyl)benzoylamino]benzyloxy]aspartate (TFB-TBOA), on activities of hippocampal neurons. Neuropharmacology. 2005 Mar;48(4):479-91.
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