CAS 117857-95-1|L-CCG-IV

Introduction:Basic information about CAS 117857-95-1|L-CCG-IV, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameL-CCG-IV
CAS Number117857-95-1Molecular Weight159.14000
Density/Boiling Point/
Molecular FormulaC6H9NO4Melting Point/
MSDSUSAFlash Point/

Names

Name(1S,2R)-2-[(S)-amino(carboxy)methyl]cyclopropane-1-carboxylic acid
SynonymMore Synonyms

L-CCG-IV BiologicalActivity

Descriptioncis-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 CatalogSignaling Pathways >>Membrane Transporter/Ion Channel >>EAAT2Research 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.

Chemical & Physical Properties

Molecular FormulaC6H9NO4
Molecular Weight159.14000
Exact Mass159.05300
PSA100.62000
Appearance of Characterssolid | off-white
Storage conditionStore at RT
Water SolubilityH2O: soluble

Safety Information

Personal Protective EquipmentEyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
RIDADRNONH for all modes of transport
WGK Germany3

Articles26

More Articles
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...

Synonyms

MFCD00210186
l-ccg-iv
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