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C195

Sigma-Aldrich

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

solid

Synonym(e):

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

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About This Item

Empirische Formel (Hill-System):
C6H9NO4
CAS-Nummer:
117857-95-1
Molekulargewicht:
159.14
MDL-Nummer:
MFCD00210186
UNSPSC-Code:
12352209
PubChem Substanz-ID:
329774918
NACRES:
NA.22

Form

solid

Optische Aktivität

[α]/D +69.5°, c = 0.4 in H2O(lit.)

Eignung der Reaktion

reaction type: solution phase peptide synthesis

Farbe

off-white

Löslichkeit

H2O: soluble

Anwendung(en)

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

InChIKey

GZOVEPYOCJWRFC-UZBSEBFBSA-N

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Biochem./physiol. Wirkung

Potent NMDA receptor agonist.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
FN09281804
090K1712

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Die Dokumentenbibliothek aufrufen

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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