L-CCG-IV

[Description]:

cis-α-(Carboxycyclopropyl)glycine (L-CCG III) is a potent, competitive glutamate uptake inhibitor. cis-α-(Carboxycyclopropyl)glycine is a substrate of glutamate transporters (GluT) (EC50: 13 μM, 2 μM for EAAT 1 and EAAT 2, respectively). cis-α-(Carboxycyclopropyl)glycine inhibits a Na+-dependent high-affinity L-glutamate uptake in glial plasmalemmal vesicles (GPV) and synaptosomes[1][2].

[Related Catalog]:

Signaling Pathways >> Membrane Transporter/Ion Channel >> EAAT2

Research Areas >> Neurological Disease

[Target]

glutamate transporters (GluT)[1]

[References]

[1]. Y Nakamura, et al. (2S,3S,4R)-2-(carboxycyclopropyl)glycine, a potent and competitive inhibitor of both glial and neuronal uptake of glutamate. Neuropharmacology. 1993 Sep;32(9):833-7.

[2]. Charbel El-Hajj Moussa, et al. Effects of L-glutamate transport inhibition by a conformationally restricted glutamate analogue (2S,1'S,2'R)-2-(carboxycyclopropyl)glycine (L-CCG III) on metabolism in brain tissue in vitro analysed by NMR spectroscopy. Neurochem Res. 2002 Feb;27(1-2):27-35.

[ Molecular Formula ]:
C₆H₉NO₄

[ Molecular Weight ]:
159.14000

[ Exact Mass ]:
159.05300

[ PSA ]:
100.62000

[ Appearance of Characters ]:
solid | off-white

[ Storage condition ]:
Store at RT

[ Water Solubility ]:
H2O: soluble

Click to get detail MSDS

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

Binding and transport of [3H](2S,4R)- 4-methylglutamate, a new ligand for glutamate transporters, demonstrate labeling of EAAT1 in cultured murine astrocytes.

J. Neurosci. Res. 75(6) , 751-9, (2004)

Transporters for L-glutamate (excitatory amino acid transporters; EAATs), localized to astrocytes, are involved intimately in intermediary metabolism within the brain. Because (2S,4R)-4-methylglutamat...

Synthesis, molecular modeling studies, and preliminary pharmacological characterization of all possible 2-(2'-sulfonocyclopropyl)glycine stereoisomers as conformationally constrained L-homocysteic acid analogs.

J. Med. Chem. 50 , 4630-41, (2007)

Bioisosteric replacements of the distal acidic group of L-glutamic acid (L-Glu, 1) and conformational constraining of its carbon skeleton, have been widely exploited to discover competitive modulators...

Involvement of Group II mGluRs in mossy fiber LTD.

Synapse 63(12) , 1060-8, (2009)

Mossy fiber long-term depression (LTD) has been shown to be triggered by either pharmacological or synaptic activation of Group II metabotropic glutamate receptors (mGluRs) whereas other studies indic...

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