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Merck
CN

C195

(2S,3R,4S)-α-(Carboxycyclopropyl)glycine

solid

Synonym(s):

(2S,1′R,2′S)-2-(2-Carboxycyclopropyl)glycine, (2S,3R,4S)-CCG, L-CCG-IV

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About This Item

Empirical Formula (Hill Notation):
C6H9NO4
CAS Number:
Molecular Weight:
159.14
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352209
MDL number:
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form

solid

optical activity

[α]/D +69.5°, c = 0.4 in H2O(lit.)

reaction suitability

reaction type: solution phase peptide synthesis

color

off-white

solubility

H2O: soluble

application(s)

peptide synthesis

SMILES string

[H][C@]1(C[C@@H]1C(O)=O)[C@H](N)C(O)=O

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+/m1/s1

InChI key

GZOVEPYOCJWRFC-UZBSEBFBSA-N

Biochem/physiol Actions

Potent NMDA receptor agonist.


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Jennifer A Feeley Kearney et al.
Experimental neurology, 184 Suppl 1, S30-S36 (2003-11-05)
Metabotropic glutamate receptors (mGluRs) are G-protein-coupled excitatory amino acid (glutamate) receptors and are abundantly expressed in basal ganglia nuclei. We used behavioral, regional glucose uptake metabolic mapping, and FOS protein expression to examine the effects of stimulating striatal and subthalamic
Timo Kirschstein et al.
Neuropharmacology, 47(2), 157-162 (2004-06-30)
Specific agonists of metabotropic glutamate receptors (mGluRs) provide powerful tools to discriminate afferent fibers originating from different presynaptic neurons. The group II mGluR agonists L-CCG-I ((2S,1'S,2'S)-2-(2-carboxycyclopropyl)glycine) and DCG-IV ((2S,2'R,3'R)-2-(2',3'-dicarboxy-cyclopropyl)glycine) are commonly used to distinguish between mossy fiber and associational-commissural (A/C)
Ke-Zhong Shen et al.
The Journal of physiology, 553(Pt 2), 489-496 (2003-09-23)
Patch pipettes were used to record currents in whole-cell configuration to study the effects of group II metabotropic glutamate receptor (mGluR) stimulation on synaptic transmission in slices of rat subthalamic nucleus. Evoked glutamatergic excitatory postsynaptic currents (EPSCs) were reversibly reduced



Global Trade Item Number

SKUGTIN
SAB1300517-100UG04061831470222
C195-1MG04061826107539