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Merck

5.04467

L-CCG-I

Synonym(s):

L-CCG-I

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About This Item

Empirical Formula (Hill Notation):
C6H9NO4
CAS Number:
Molecular Weight:
159.14
UNSPSC Code:
12352200

Assay

≥97% (HPLC)

Quality Level

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

white

solubility

aqueous base: soluble

storage temp.

2-8°C

InChI

1S/C6H9NO4/c7-4(6(10)11)2-1-3(2)5(8)9/h2-4H,1,7H2,(H,8,9)(H,10,11)/t2-,3-,4-/m0/s1

InChI key

GZOVEPYOCJWRFC-HZLVTQRSSA-N

General description

A potent agonist for group II metabotropic glutamate receptors (EC50 = 0.49 µM and 0.44 µM for mGlu2 and mGlu3, respectively). Higher level of activity than glutamate or (±)-trans-ACPD. Widely used in studies related to neurotransmissions mediated via group II mGlu receptors.

Biochem/physiol Actions

Primary Target
mGlu₂ & mGlu₃

Other Notes

Shinozaki, H., et al. 1989. Br. J. Pharmacol.98, 1213.
Hayashi, Y., et al. 1992. Br. J. Pharmacol.107, 539.
Nakanishi,S. 1992. Science.258, 597.
Watkins, J., et al. 1994. Trends Pharmacol Sci.15, 333.
Schoepp, D.D., et al. 1999. Neuropharmacology.38, 1431.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Glutamate is an excitatory neurotransmitter found in the synaptic vesicles of glutamatergic synapses. The post-synaptic neurons in these synapses contain ionotropic and metabotropic glutamate receptors. Glutamate binds to AMPA (α-amino-3-hydroxy-5- methylisoxazole-4-propionic acid) subtype glutamate receptors, leading to sodium influx into the post-synaptic cell and resulting in neuronal excitability and synaptic transmission. The NMDA (N-methyl-d-aspartate) subtype glutamate receptors, on the other hand, regulate synaptic plasticity, and can influence learning and memory. The metabotropic g-protein coupled mGluRs modulate downstream calcium signaling pathways and indirectly influence the synapse’s excitability. The synaptic architecture includes intracellular scaffolding proteins (PSD-95, GRIP), intercellular cell adhesion molecules (NCAMs, N-Cadherins), and a variety of signaling proteins (CaMKII/PKA, PP1/PP2B). Processes critical for synaptic transmission and plasticity are influenced by these molecules and their interactions. When the function of these molecules is disrupted, it leads to synaptic dysfunction and degeneration, and can contribute to dementia as seen in Alzheimer’s disease.

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