Dihydrokainic acid

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Cat.No. 0111 - Dihydrokainic acid | C10H17NO4 | CAS No. 52497-36-6
Description: EAAT2 (GLT-1)-selective non-transportable inhibitor of L-glutamate and L-aspartate uptake
Chemical Name: (2S,3S,4R)-2-Carboxy-4-isopropyl-3-pyrrolidineacetic acid
Datasheet
Citations (13)
Literature

Biological Activity

EAAT2(GLT1)-selective non-transportable inhibitor of L-glutamate and L-aspartate uptake (Ki = 23 μM). 130-fold selective over EAAT1 and EAAT3 (Ki > 3 mM). Also available as part of the Excitatory Amino Acid Transporter Inhibitor Tocriset™.

Technical Data

M. Wt 215.25
Formula C10H17NO4
Storage Store at RT
CAS Number 52497-36-6
PubChem ID 107883
InChI Key JQPDCKOQOOQUSC-OOZYFLPDSA-N
Smiles O=C(C[C@H]1[C@@H]([C@H](C)C)CN[C@@H]1[C@](O)=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
1eq. NaOH 21.52 100
water 5.38 25
phosphate buffered saline 21.52 100

Preparing Stock Solutions

The following data is based on the product molecular weight 215.25. 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 4.65 mL 23.23 mL 46.46 mL
5 mM 0.93 mL 4.65 mL 9.29 mL
10 mM 0.46 mL 2.32 mL 4.65 mL
50 mM 0.09 mL 0.46 mL 0.93 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the products' biological activity.

Arriza et al (1994) Functional comparisons of three glutamate transporter subtypes cloned from human motor cortex. J.Neurosci. 14 5559 PMID: 7521911

Kanal et al (1994) The neuronal and epithelial high affinity glutamate transporter, insights into structure and mechanism of transport. J.Biol.Chem. 269 20599 PMID: 7914198

Munoz et al (1987) Effects of dihydrokainic acid on extracellular amino acids and neuronal excitability in the in vivo rat hippocampus. Neuropharmacology 26 1 PMID: 2882438


If you know of a relevant reference for Dihydrokainic acid, please let us know.

View Related Products by Product Action

View all Glutamate Transporter Inhibitors

Keywords: EAAT2 GLT-1-selective non-transportable inhibitors inhibits L-glutamate L-aspartate uptake Excitatory Amino Acid Transporters Monoamine Neurotransmitter Glutamate Transporters

13 Citations for Dihydrokainic acid

Citations are publications that use Tocris products. Selected citations for Dihydrokainic acid include:

Campbell et al (2015) Functional changes in glutamate transporters and astrocyte biophysical properties in a rodent model of focal cortical dysplasia. Front Cell Neurosci 8 425 PMID: 25565960

Petr et al (2015) Conditional deletion of the glutamate transporter GLT-1 reveals that astrocytic GLT-1 protects against fatal epilepsy while neuronal GLT-1 contributes significantly to glutamate uptake into synaptosomes. J Neurosci 35 5187 PMID: 25834045

Pál et al (2015) Appearance of fast astrocytic component in voltage-sensitive dye imaging of neural activity. Mol Brain 8 35 PMID: 26043770

Liang et al (2014) δ-Opioid receptors up-regulate excitatory amino acid transporters in mouse astrocytes. Br J Pharmacol 171 5417 PMID: 25052197

Tse et al (2014) Pharmacological inhibitions of glutamate transporters EAAT1 and EAAT2 compromise glutamate transport in photoreceptor to ON-bipolar cell synapses. Vision Res 103 49 PMID: 25152321

McKeown et al (2012) Disruption of Eaat2b, a glutamate transporter, results in abnormal motor behaviors in developing zebrafish. Dev Biol 362 162 PMID: 22094018

Hobo et al (2011) Up-regulation of spinal glutamate transporters contributes to anti-hypersensitive effects of valproate in rats after peripheral nerve injury. Neurosci Lett 502 52 PMID: 21802494

Parri et al (2010) Sensory and cortical activation of distinct glial cell subtypes in the somatosensory thalamus of young rats. Eur J Neurosci 32 29 PMID: 20608967

David et al (2009) Astrocytic dysfunction in epileptogenesis: consequence of altered potassium and glutamate homeostasis? J Neurosci 29 10588 PMID: 19710312

Mulholland et al (2009) Ethanol disrupts NMDA receptor and astroglial EAAT2 modulation of Kv2.1 potassium channels in hippocampus. Alcohol 43 45 PMID: 19185209

Baltan et al (2008) White matter vulnerability to ischemic injury increases with age because of enhanced excitotoxicity. J Neurosci 28 1479 PMID: 18256269

Weller et al (2008) Selective overexpression of excitatory amino acid transporter 2 (EAAT2) in astrocytes enhances neuroprotection from moderate but not severe hypoxia-ischemia. Neuroscience 155 1204 PMID: 18620031

Chu et al (2007) Pharmacological Induction of Ischemic Tolerance by Glutamate Transporter-1 (EAAT2) Upregulation. Stroke 38 177 PMID: 17122424


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