Synonym
(S)-MCPG; (S) MCPG; (S)MCPG; (+)-MCPG;
IUPAC/Chemical Name
(S)-4-(1-amino-1-carboxyethyl)benzoic acid
InChi Key
DNCAZYRLRMTVSF-JTQLQIEISA-N
InChi Code
InChI=1S/C10H11NO4/c1-10(11,9(14)15)7-4-2-6(3-5-7)8(12)13/h2-5H,11H2,1H3,(H,12,13)(H,14,15)/t10-/m0/s1
SMILES Code
OC(C1=CC=C(C=C1)[C@](N)(C(O)=O)C)=O
Appearance
To be determined
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 -4 C for short term (days to weeks) or -20 C for long term(months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
209.20
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 |
1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Martin SJ, Morris RG. (R,S)-alpha-methyl-4-carboxyphenylglycine (MCPG) fails
to block long-term potentiation under urethane anaesthesia in vivo.
Neuropharmacology. 1997 Oct;36(10):1339-54. doi: 10.1016/s0028-3908(97)00129-9.
PMID: 9423922.
2: Lee JJ, Croucher MJ. Actions of Group I and Group II metabotropic glutamate
receptor ligands on 5-hydroxytryptamine release in the rat cerebral cortex in
vivo: differential roles in the regulation of central serotonergic
neurotransmission. Neuroscience. 2003;117(3):671-9. doi:
10.1016/s0306-4522(02)00837-0. PMID: 12617971.
3: Schnabel R, Kilpatrick IC, Collingridge GL. An investigation into signal
transduction mechanisms involved in DHPG-induced LTD in the CA1 region of the
hippocampus. Neuropharmacology. 1999 Oct;38(10):1585-96. doi:
10.1016/s0028-3908(99)00062-3. PMID: 10530820.
4: Thomas LS, Jane DE, Harris JR, Croucher MJ. Metabotropic glutamate
autoreceptors of the mGlu(5) subtype positively modulate neuronal glutamate
release in the rat forebrain in vitro. Neuropharmacology. 2000 Jul
10;39(9):1554-66. doi: 10.1016/s0028-3908(99)00223-3. PMID: 10854900.
5: Suzuki Y, Moriyoshi E, Tsuchiya D, Jingami H. Negative cooperativity of
glutamate binding in the dimeric metabotropic glutamate receptor subtype 1. J
Biol Chem. 2004 Aug 20;279(34):35526-34. doi: 10.1074/jbc.M404831200. Epub 2004
Jun 15. PMID: 15199056.
6: Morishita W, Kirov SA, Alger BE. Evidence for metabotropic glutamate receptor
activation in the induction of depolarization-induced suppression of inhibition
in hippocampal CA1. J Neurosci. 1998 Jul 1;18(13):4870-82. doi:
10.1523/JNEUROSCI.18-13-04870.1998. PMID: 9634553; PMCID: PMC6792551.
7: Fazal A, Parker F, Palmer AM, Croucher MJ. Characterisation of the actions of
group I metabotropic glutamate receptor subtype selective ligands on excitatory
amino acid release and sodium-dependent re-uptake in rat cerebrocortical
minislices. J Neurochem. 2003 Sep;86(6):1346-58. doi:
10.1046/j.1471-4159.2003.01932.x. PMID: 12950444.
8: Reichelt W, Knöpfel T. Glutamate uptake controls expression of a slow
postsynaptic current mediated by mGluRs in cerebellar Purkinje cells. J
Neurophysiol. 2002 Apr;87(4):1974-80. doi: 10.1152/jn.00704.2001. PMID:
11929916.
9: Guatteo E, Mercuri NB, Bernardi G, Knöpfel T. Group I metabotropic glutamate
receptors mediate an inward current in rat substantia nigra dopamine neurons
that is independent from calcium mobilization. J Neurophysiol. 1999
Oct;82(4):1974-81. doi: 10.1152/jn.1999.82.4.1974. PMID: 10515987.
10: O'Leary DM, O'Connor JJ. Potentiation of synaptic transmission in the rat
dentate gyrus in vitro by (S)-3,5-dihydroxyphenylglycine ((S)-DHPG). Neurosci
Lett. 1997 Jun 20;229(1):29-32. doi: 10.1016/s0304-3940(97)00404-7. PMID:
9224794.