Chemical Name: (S)-α-Amino-2,3,4,5,6,7-hexahydro-2,4-dioxo-1H-cyclopentapyrimidine-1-propanoic acid
Purity: ≥98% (HPLC)
Biological Activity
Technical Data
Solubility
Calculators
Datasheets
References
Biological Activity
Novel subtype-selective and weakly desensitizing AMPA receptor partial agonist (Ki values are 44, 109, 223, 1890 and 2090 nM at GluR5, GluR1, GluR2, GluR3 and GluR4 receptors respectively). Exhibits potent agonist activity at GluR1 and GluR2 subunit-containing AMPA receptors (EC50 values are 24.9 and 13.9 μM respectively) and is excitotoxic in vitro.
Technical Data
M. Wt
239.23
Formula
C10H13N3O4
Storage
Desiccate at -20°C
Purity
≥98% (HPLC)
CAS Number
389888-02-2
PubChem ID
657004
InChI Key
VSGUEKZRMJVQOH-LURJTMIESA-N
Smiles
O=C1NC(C2=C(CCC2)N1C[C@H](N)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
phosphate buffered saline
11.96
50
water
11.96
50
Preparing Stock Solutions
The following data is based on the product molecular weight 239.23. 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.
Concentration / Solvent Volume / Mass
1 mg
5 mg
10 mg
1 mM
4.18 mL
20.9 mL
41.8 mL
5 mM
0.84 mL
4.18 mL
8.36 mL
10 mM
0.42 mL
2.09 mL
4.18 mL
50 mM
0.08 mL
0.42 mL
0.84 mL
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Product Datasheets
Certificate of Analysis / Product Datasheet
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References
References are publications that support the products' biological activity.
Butiniet al (2008) 1H-Cyclopentapyrimidine-2,4(1H,3H)-dione-related ionotropic glutamate receptor ligands. Structure-activity relationships and identification of potent and selective iGluR5 modulators. J.Med.Chem. 51 6614 PMID: 18811139
Campianiet al (2001) Characterization of the 1H-cyclopentapyrimidine-2,4(1H,3H)-dione derivative (S)-CPW399 as a novel, potent and subtype-selective AMPA receptor full agonist with partial desensitization properties. J.Med.Chem. 44 4501 PMID: 11741469
Sinclairet al (2003) Inherent desensitisation-preventing properties of a novel subtype-selective AMPA receptor agonist, (S)-CPW 399, as a possible explanation for its excitotoxic action in cultured cerebellar granule cells. Neurochem.Int. 42 499 PMID: 12547649