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Description: Potent and selective kainate antagonist; active enantiomer of UBP 296 (Cat. No. 2078)
Chemical Name: (S)-1-(2-Amino-2-carboxyethyl)-3-(2-carboxybenzyl)pyrimidine-2,4-dione
Purity: ≥98% (HPLC)
Biological Activity for UBP 302
UBP 302 is a potent and selective GluK1 (formally GluR5)-subunit containing kainate receptor antagonist (apparent KD = 402 nM); active enantiomer of UBP 296 (Cat. No. 2078). Displays ~ 260-fold selectivity over AMPA receptors, ~ 90-fold selectivity over recombinant human GluK2 (formally GluR6) and GluK5 (formally KA2)-containing kainate receptors and has little or no action at NMDA or group I mGlu receptors. Selectively blocks kainate receptor-mediated LTP induction in rat hippocampal mossy fibers. Also protects against soman-induced seizures and neuronal degeneration for up to 30 days when administered one hour after soman exposure.
Please refer to IUPHAR Guide to Pharmacology for the most recent naming conventions.
Compound Libraries for UBP 302
UBP 302 is also offered as part of the Tocriscreen 2.0 Max. Find out more about compound libraries available from Tocris.
Technical Data for UBP 302
| M. Wt | 333.3 |
| Formula | C15H15N3O6 |
| Storage | Store at RT |
| Purity | ≥98% (HPLC) |
| CAS Number | 745055-91-8 |
| PubChem ID | 6420161 |
| InChI Key | UUIYULWYHDSXHL-NSHDSACASA-N |
| Smiles | O=C(C=CN(C[C@H](N)C(O)=O)C2=O)N2CC1=CC=CC=C1C(O)=O |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solubility Data for UBP 302
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| 1eq. NaOH | 8.33 | 25 | |
| DMSO | 6.67 | 20 with gentle warming |
Preparing Stock Solutions for UBP 302
The following data is based on the product molecular weight 333.3. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 0.25 mM | 12 mL | 60.01 mL | 120.01 mL |
| 1.25 mM | 2.4 mL | 12 mL | 24 mL |
| 2.5 mM | 1.2 mL | 6 mL | 12 mL |
| 12.5 mM | 0.24 mL | 1.2 mL | 2.4 mL |
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Product Datasheets for UBP 302
References for UBP 302
References are publications that support the biological activity of the product.
More et al (2004) Characterisation of UBP296: a novel, potent and selective kainate receptor antagonist. Neuropharmacology 47 46 PMID: 15165833
Dolman et al (2005) Synthesis and pharmacology of willardiine derivatives acting as antagonists of kainate receptors. J.Med.Chem. 48 7867 PMID: 16302825
Apland et al (2014) The Limitations of D.pam as a Treatment for Nerve Agent-Induced Seizures and Neuropathology in Rats: Comparison with UBP302. J.Pharmacol.Exp.Ther. 351 359 PMID: 25157087
If you know of a relevant reference for UBP 302, please let us know.
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Keywords: UBP 302, UBP 302 supplier, Selective, potent, kainate, antagonists, Glutamate, Kainate, Receptors, iGluR, Ionotropic, UBP302, neurodegeneration, 2079, Tocris Bioscience
3 Citations for UBP 302
Citations are publications that use Tocris products. Selected citations for UBP 302 include:
Randall et al (2011) Fast oscillatory activity induced by kainate receptor activation in the rat basolateral amygdala in vitro. Eur J Neurosci 33 914 PMID: 21255131
Caiati et al (2013) PrPC controls via protein kinase A the direction of synaptic plasticity in the immature hippocampus. J Neurosci 33 2973 PMID: 23407955
Talpalar and Kiehn (2010) Glutamatergic mechanisms for speed control and network operation in the rodent locomotor CpG. Front Neural Circuits 4 PMID: 20844601
Do you know of a great paper that uses UBP 302 from Tocris? Please let us know.
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