(S)-MCPG CAS: 150145-89-4
MF: C10H11NO4
MW: 209.2
A non-selective group I/II mGluR antagonist.

(S)-MCPG (CAS 150145-89-4)

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Alternate Names: (+)-α-Methyl-4-carboxyphenylglycine
Application: (S)-MCPG is a non-selective group I/II mGluR antagonist
CAS Number: 150145-89-4
Purity: ≥97%
Molecular Weight: 209.2
Molecular Formula: C10H11NO4
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data (including water content).

(S)-MCPG is an antagonist of the group I/II metabotropic glutamate receptors (mGluR) and is the active isomer of (RS)-MCPG (sc-202325) preparations. Perturbation of the group I/II mGluR (mGluR-1a, mGluR-2, mGluR-3, mGluR-5) by (S)-MCPG has been used to assess the function of mGluRs in spatial learning, demonstrating that a particular subset of spatial learning tasks are correlated with MCPG-sensitive mGluRs while NMDA receptors are shown to play an integral role in all spatial learning. (S)-MCPG is also described to block induction of long-term potentiation through interaction with the mGluRs.


References

1. Jane, D.E., et al. 1993. Neuropharmacology. 32: 725-727. PMID: 7689710
2. Kemp, M., et al. 1994. Eur. J. Pharmacol. 266: 187 -192. PMID: 8157072
3. Watkins, J., et al. 1994.Trends Pharmacol Sci. 15: 333-342. PMID: 7992387
4. Kingston, A.E., et al. 1995. Neuropharmacology. 34: 887-894. PMID: 8532170
5. Bordi, F., et al. 1996. Neuropharmacology. 35: 1557-1565. PMID: 9025103
6. Sekiyama, N., et al. 1996. Br. J. Pharmacol. 117: 1493-1503. PMID: 8730745
7. Martin, S.J, et al. 1997. Neuropharmacology. 36: 1339-1354. PMID: 9423922
8. Balschun, D. and Wetzel, W. 1998. Neurosci. Lett. 249: 41-44. PMID: 9672384
9. Breakwell, N.A., et al. 1998. J. Neurophysiol. 79: 1270-1276. PMID: 9497408
10. Schoepp, D.D., et al. 1999. Neuropharmacology. 38: 1431-1476. PMID: 10530808

Physical State :
Solid
Solubility :
Soluble in dilute aqueous base, 1.1eq. NaOH (100 mM), and water (10 mM).
Storage :
Store at -20° C
Melting Point :
296.34° C (Predicted)
Boiling Point :
425.28° C at 760 mmHg (Predicted)
Density :
1.39 g/cm3 (Predicted)
Refractive Index :
n20D 1.61 (Predicted)
Optical Activity :
α20/D +89.54°, c = 0.33 in 6 M HCl; α20/D +94°±2°, c = 0.42 in 6N HCl; α20/D +99.4°, c = 1 in 6N HCl; α20/D +93.3°, c = 0.75 in 6N HCl; α25/D +89°, c = 0.75 in 6N HCl
IC50 :
mGluR-1a: IC50 = 4.3 µM (human); mGluR-2: IC50 = 4.3 µM (human)
pK Values :
pKa: 1.76 (Predicted), pKb: 9.97 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
PubChem CID :
446355
MDL Number :
MFCD00216858
SMILES :
C[[email protected]](C1=CC=C(C=C1)C(=O)O)(C(=O)O)N

Download SDS (MSDS)

Certificate of Analysis

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