L-trans-Pyrrolidine-2,4-dicarboxylic acid CAS: 64769-66-0
MF: C6H9NO4
MW: 159.1
An inhibitor of the glutamate transporter EAAT.

L-trans-Pyrrolidine-2,4-dicarboxylic acid (CAS 64769-66-0)

L-trans-Pyrrolidine-2,4-dicarboxylic acid | CAS 64769-66-0 is rated 5.0 out of 5 by 1.
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Alternate Names: trans-4-Carboxy-L-proline
Application: L-trans-Pyrrolidine-2,4-dicarboxylic acid is an inhibitor of the glutamate transporter EAAT
CAS Number: 64769-66-0
Purity: ≥97%
Molecular Weight: 159.1
Molecular Formula: C6H9NO4
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data (including water content).

L-trans-Pyrrolidine-2,4-dicarboxylic acid (L-trans-PDC) is a glutamate uptake blocker, serving as a "conformer mimic" of the glutamate molecule as recognized by EAAT (excitatory amino acid transporter) proteins. L-trans-PDC is demonstrated to increase extracellular glutamate concentration without affecting extracellular GABA levels. Blockade of glutamate uptake by L-trans-PDC has a correlated effect of inducing neuronal Ca2+ influx and massive NMDA receptor-mediated neuronal death. Specificity of L-trans-PDC for the EAAT protein over other glutamate-recognizing loci indicates a particular structural requirement for the EAAT binding site, satisfied by this structurally rigid pyrrolidine "conformer mimic" of glutamate. L-trans-Pyrrolidine-2,4-dicarboxylic acid is an inhibitor of EAAT1, EAAT2, EAAT3, EAAT4 and EAAT5.


References

1. Bridges, R.J., et al. 1991. J. Med. Chem. 34: 717-725. PMID: 1671706
2. Balcar, V.J. 1992. FEBS Lett. 300: 203-207. PMID: 1348229
3. Isaacson, J.S., et al. 1993. J. Neurophysiol. 70: 2187-2191. PMID: 7905032
4. Zuiderwijk, M., et al. 1996. Eur. J. Pharmacol. 307: 275-282. PMID: 8836615
5. Hayase, T., et al. 2003. Nihon Arukoru Yakubutsu Igakkai Zasshi. 38: 498-511. PMID: 14750360
6. Gouix, E., et al. 2009. Mol. Cell. Neurosci. 40: 463-473. PMID: 19340933

Physical State :
Solid
Solubility :
Soluble in water.
Storage :
Store at room temperature
Melting Point :
272.13° C (Predicted)
Boiling Point :
~355.3° C at 760 mmHg (Predicted)
Density :
~1.5 g/cm3 (Predicted)
Refractive Index :
n20D 1.54
Ki Data :
Rattus norvegicus: Ki= 1300 nM
pK Values :
pKa: 2.09, pKb: 11.75
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
PubChem CID :
1515193
SMILES :
C1[[email protected]@H](CN[[email protected]]1C(=O)O)C(=O)O

Download SDS (MSDS)

Certificate of Analysis

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L-trans-Pyrrolidine-2,4-dicarboxylic acid (CAS 64769-66-0)  Product Citations

See how others have used L-trans-Pyrrolidine-2,4-dicarboxylic acid (CAS 64769-66-0). Click on the entry to view the PubMed entry .

Citations 1 to 8 of 8 total

PMID: # 19535601  DeSilva, TM. et al. 2009. J. Neurosci. 29: 7898-7908.

PMID: # 19734893  Filosa, A. et al. 2009. Nat. Neurosci. 12: 1285-1292.

PMID: # 19614973  Chefer, VI. et al. 2009. Eur. J. Neurosci. 30: 272-278.

PMID: # 18625223  Boston-Howes, W. et al. 2008. Exp. Neurol. 213: 229-237.

PMID: # 17250916  Nagatomo, K. et al. 2007. Neurosci. Res. 57: 477-480.

PMID: # 17239489  Wegrzynowicz, M. et al. 2007. Neurochem. Int. 50: 883-889.

PMID: # 16426766  Weng, HR. et al. 2006. Neuroscience. 138: 1351-1360.

PMID: # 7905032  Isaacson, JS. et al. 1993. J. Neurophysiol. 70: 2187-2191.

Citations 1 to 8 of 8 total
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Rated 5 out of 5 by from Filosa et al Filosa et al. (PubMed ID 19734893) used L-trans-Pyrrolidine-2,4-dicarboxylic acid to inhibit glutamate transport by EAAT to study long-term potentiation at the CA3-CA1 synapse. -SCBT Publication Review
Date published: 2015-01-27
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