R&D Systems Inc. Tocris Bioscience Boston Biochem

(±)-HIP-A

Cat. No. 2217

HIP-A C6H8N2O4 [227619-64-9]

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Chemical Name: (±)-3-Hydroxy-4,5,6,6a-tetrahydro-3aH-pyrrolo[3,4-d]isoxazole-4-carboxylic acid

Biological Activity

Potent, non-competitive excitatory amino acid transporter (EAAT) blocker. Preferentially inhibits glutamate-induced [3H]D-aspartate release (IC50 = 1.6 μM) rather than [3H]L-glutamate uptake (IC50 = 18 μM). Moderately selective; displays no affinity for NMDA and metabotropic glutamate receptors, and low affinity for AMPA and kainate receptors (IC50 values are 43 and 8 μM respectively).  .

Technical Data

M.Wt:
172.14
Formula:
C6H8N2O4
Solubility:
Soluble to 10 mM in water
Purity:
>98 %
Storage:
Store at +4°C
CAS No:
227619-64-9

The technical data provided above is for guidance only.
For batch specific data refer to the Certificate of Analysis.

Certificate of Analysis / Safety Data Sheet

Certificate of Analysis: View current batch
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Safety Data Sheet: View Safety Data Sheet

References

Conti et al (1999) Synthesis and enantiopharmacology of new AMPA-kainate receptor agonists. J.Med.Chem. 42 4099. PMID: 10514280.

Conti et al (1999) Synthesis of new bicyclic analogues of glutamic acid. Tetrahedron 55 5623.

Funicello et al (2004) Dissociation of [3H]glutamate uptake from glutamate-induced [3H]D-Aspartate release by 3-hydroxy-4,5,6,6a-tetrahydro-3aH-pyrrolo[3,4-d]isoxazole-4-carboxylic acid and 3-hydroxy-4,5,6,6a-tetrahydro-3aH-pyrrolo[3,4-d]isoxazole-6-carboxylic acid, two conformationally constrained aspartate and glutamate analogs. Mol.Pharmacol. 66 522. PMID: 15322243.

If you know of a relevant citation for this product please let us know.

Keywords: HIP-A, supplier, Potent, non-competitive, EAAT, inhibitors, Excitatory, Amino, Acid, Transporters, GLAST, GLT-1, Glutamate, Monoamine, Neurotransmitter

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