(S)-4-Carboxyphenylglycine

Pricing Availability Delivery Time Qty
Cat.No. 0323 - (S)-4-Carboxyphenylglycine | C9H9NO4 | CAS No. 134052-73-6
Description: Competitive group I mGlu antagonist/weak group II agonist
Alternative Names: (S)-4CPG
Purity: ≥99%
Datasheet
Citations (6)
Literature

Biological Activity

Competitive group I metabotropic glutamate receptor antagonist, with selectivity for mGlu1a/1a over mGlu5a/5b. (RS)-4-Carboxyphenylglycine (Cat. No. 0321) and (R)-4-Carboxyphenylglycine (Cat. No. 0322) also available.

Technical Data

M. Wt 195.17
Formula C9H9NO4
Storage Store at RT
Purity ≥99%
CAS Number 134052-73-6
PubChem ID 5311459
InChI Key VTMJKPGFERYGJF-ZETCQYMHSA-N
Smiles [H][C@@](N)(C(O)=O)C1=CC=C(C(O)=O)C=C1

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 19.52 100mM with gentle warming

Preparing Stock Solutions

The following data is based on the product molecular weight 195.17. 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 5.12 mL 25.62 mL 51.24 mL
5 mM 1.02 mL 5.12 mL 10.25 mL
10 mM 0.51 mL 2.56 mL 5.12 mL
50 mM 0.1 mL 0.51 mL 1.02 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.

Birse et al (1993) Phenylglycine derivatives as new pharmacological tools for investigating the role of metabotropic glutamate receptors in the central nervous system. Neuroscience 52 481 PMID: 7680790

Brabet et al (1995) Phenylglycine derivatives discriminate between mGluR1-and mGluR5-mediated responses. Neuropharmacology 34 895 PMID: 8532171

Doherty et al (1999) Antagonist activity of α-substituted 4-carboxyphenylglycine analogues at group I metabotropic glutamate receptors expressed in CHO cells. Br.J.Pharmacol. 126 205 PMID: 10051137

Eaton et al (1993) Competitive antagonism at metabotropic glutamate receptors by (S)-4-carboxyphenylglycine (CPG) and (RS)-α-methyl-4-carboxyphenylglycine (MCPG). Eur.J.Pharmacol. 244 195 PMID: 8381746


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6 Citations for (S)-4-Carboxyphenylglycine

Citations are publications that use Tocris products. Selected citations for (S)-4-Carboxyphenylglycine include:

Overocker and Pfau (2012) Cytokine Production Modified by System X(c)- After PM10 and Asbestos Exposure. Proc Natl Acad Sci U S A 23 34 PMID: 23418405

Liu et al (2007) Cystine-glutamate transporter SLC7A11 mediates resistance to geldanamycin but not to 17-(allylamino)-17-demethoxygeldanamycin. Mol Pharmacol 72 1637 PMID: 17875604

Porter et al (2005) Fenobam: a clinically validated nonbenzodiazepine anxiolytic is a potent, selective, and noncompetitive mGlu5 receptor antagonist with inverse agonist activity. J Pharmacol Exp Ther 315 711 PMID: 16040814

Griffin et al (2015) Repeated cycles of chronic intermittent ethanol exposure increases basal glutamate in the nucleus accumbens of mice without affecting glutamate transport. Front Pharmacol 6 27 PMID: 25755641

Resch et al (2014) Augmented cystine-glutamate exchange by pituitary adenylate cyclase-activating polypeptide signaling via the VPAC1 receptor. Synapse PMID: 25066643

Mahler et al (2014) Modafinil attenuates reinstatement of cocaine seeking: role for cystine-glutamate exchange and metabotropic glutamate receptors. J Young Investig 19 49 PMID: 23017017


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