(±)-HIP-B

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Cat.No. 2218 - (±)-HIP-B | C6H8N2O4 | CAS No. 227619-65-0
Description: Potent, non-competitive EAAT inhibitor
Chemical Name: (±)-3-Hydroxy-4,5,6,6a-tetrahydro-3aH-pyrrolo[3,4-d]isoxazole-6-carboxylic acid
Purity: ≥98% (HPLC)
Datasheet
Citations
Literature

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
Storage Store at +4°C
Purity ≥98% (HPLC)
CAS Number 227619-65-0
PubChem ID 90488748
InChI Key RDIJEATTYWWNKA-ACIRMZHZSA-N
Smiles OC1=NO[C@@]2([H])[C@@]([H])1CN[C@@H]2[C@@](O)=O.OC3=NO[C@]4([H])[C@]([H])3CN[C@H]4C(O)=O

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

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
water 3.44 20

Preparing Stock Solutions

The following data is based on the product molecular weight 172.14. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 5.81 mL 29.05 mL 58.09 mL
5 mM 1.16 mL 5.81 mL 11.62 mL
10 mM 0.58 mL 2.9 mL 5.81 mL
50 mM 0.12 mL 0.58 mL 1.16 mL

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Product Datasheets

Safety Datasheet

References

References are publications that support the products' biological activity.

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

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-pyrro Mol.Pharmacol. 66 522 PMID: 15322243

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


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Keywords: Potent non-competitive EAAT inhibitors inhibits Excitatory Amino Acid Transporters GLAST GLT-1 Glutamate Monoamine Neurotransmitter Glutamate Transporters

Citations for (±)-HIP-B

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Pathways for (±)-HIP-B

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