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(±)-HIP-B

Cat. No. 2218

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

Biological Activity

Potent, non-competitive excitatory amino acid transporter (EAAT) blocker. Preferentially inhibits glutamate-induced [³H]D-aspartate release (IC₅₀ = 1.2 μM) rather than [³H]L-glutamate uptake (IC₅₀ = 16.9 μM). Moderately selective; displays no affinity for NMDA and metabotropic glutamate receptors, and low affinity for AMPA and kainate receptors (IC₅₀ values are 35 and 45 μM respectively).

Technical Data

M.Wt:

172.14

Formula:

C₆H₈N₂O₄

Solubility:

Soluble to 20 mM in water

Purity:

>98 %

Storage:

Store at +4°C

CAS No:

227619-65-0

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

Resources

Certificate of Analysis / Safety Data Sheet

Certificate of Analysis: View current batch

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.

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