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C195

Sigma-Aldrich

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

solid

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C6H9NO4
Numéro CAS:
117857-95-1
Poids moléculaire :
159.14
Numéro MDL:
MFCD00210186
Code UNSPSC :
12352209
ID de substance PubChem :
329774918
Nomenclature NACRES :
NA.22

Forme

solid

Activité optique

[α]/D +69.5°, c = 0.4 in H2O(lit.)

Capacité de réaction

reaction type: solution phase peptide synthesis

Couleur

off-white

Solubilité

H2O: soluble

Application(s)

peptide synthesis

Chaîne SMILES 

[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

Clé InChI

GZOVEPYOCJWRFC-UZBSEBFBSA-N

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Actions biochimiques/physiologiques

Potent NMDA receptor agonist.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

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Certificats d'analyse (COA)

Lot/Batch Number
FN09281804
090K1712

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

Cynthia Levinthal et al.
Pharmacology, 83(2), 88-94 (2008-12-10)
Protons act as neuromodulators and produce significant effects on synaptic transmission. The molecular basis of neuromodulation by extracellular protons is partially explained by their effects on certain neurotransmitter receptors and ion channels. The metabotropic glutamate receptors (mGluRs) are a family
Maria Smiałowska et al.
Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology, 32(6), 1242-1250 (2006-11-30)
Earlier studies conducted by our group and by other authors indicated that metabotropic glutamatergic receptor (mGluR) ligands might have anxiolytic activity and that amygdalar neuropeptide Y (NPY) neurons were engaged in that effect. Apart from the amygdala, the hippocampus, another
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
Pradeep Kumar et al.
Organic & biomolecular chemistry, 10(34), 6987-6994 (2012-07-27)
An efficient high yielding improved method for the enantio- and diastereoselective cyclopropanation of chiral epoxides using triethylphosphonoacetate and base (Wadsworth-Emmons cyclopropanation) is reported. The utility of this protocol is illustrated by concise and practical synthesis of cascarillic acid, grenadamide and
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