200,000+ products from a single source!
sales@angenechem.com
147782-19-2 | 1,2-Cyclopropanedicarboxylic acid, 3-[(S)-aminocarboxymethyl]-, (1R,2R)-
CAS No: 147782-19-2 Catalog No: AG001F78 MDL No:
Product Description
Catalog Number:
AG001F78
Chemical Name:
1,2-Cyclopropanedicarboxylic acid, 3-[(S)-aminocarboxymethyl]-, (1R,2R)-
CAS Number:
147782-19-2
Molecular Formula:
C7H9NO6
Molecular Weight:
203.1495
IUPAC Name:
(1R,2R)-3-[(S)-amino(carboxy)methyl]cyclopropane-1,2-dicarboxylic acid
InChI:
InChI=1S/C7H9NO6/c8-4(7(13)14)1-2(5(9)10)3(1)6(11)12/h1-4H,8H2,(H,9,10)(H,11,12)(H,13,14)/t2-,3-,4+/m1/s1
InChI Key:
MATPZHBYOVDBLI-JJYYJPOSSA-N
SMILES:
N[C@@H](C1[C@H]([C@@H]1C(=O)O)C(=O)O)C(=O)O
Properties
Complexity:
281
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
3
Defined Bond Stereocenter Count:
0
Exact Mass:
203.043g/mol
Formal Charge:
0
Heavy Atom Count:
14
Hydrogen Bond Acceptor Count:
7
Hydrogen Bond Donor Count:
4
Isotope Atom Count:
0
Molecular Weight:
203.15g/mol
Monoisotopic Mass:
203.043g/mol
Rotatable Bond Count:
4
Topological Polar Surface Area:
138A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-4.3
Literature
| Title | Journal |
|---|---|
| Pharmacological characterization of JNJ-40068782, a new potent, selective, and systemically active positive allosteric modulator of the mGlu2 receptor and its radioligand [3H]JNJ-40068782. | The Journal of pharmacology and experimental therapeutics 20130901 |
| Functional and pharmacological characteristics of metabotropic glutamate receptors 2/4 heterodimers. | Molecular pharmacology 20120901 |
| M2 muscarinic acetylcholine receptors regulate long-term potentiation at hippocampal CA3 pyramidal cell synapses in an input-specific fashion. | Journal of neurophysiology 20120701 |
| Noradrenaline-induced enhancement of oscillatory local field potentials in the mouse accessory olfactory bulb does not depend on disinhibition of mitral cells. | The European journal of neuroscience 20120501 |
| Upregulation of presynaptic mGluR2, but not mGluR3 in the epileptic medial perforant path. | Neuropharmacology 20120301 |
| Group II metabotropic glutamate receptors depress synaptic transmission onto subicular burst firing neurons. | PloS one 20120101 |
| High affinity group III mGluRs regulate mossy fiber input to CA3 interneurons. | Hippocampus 20111201 |
| Study of novel selective mGlu2 agonist in the temporo-ammonic input to CA1 neurons reveals reduced mGlu2 receptor expression in a Wistar substrain with an anxiety-like phenotype. | The Journal of neuroscience : the official journal of the Society for Neuroscience 20110504 |
| Functional plasticity of group II metabotropic glutamate receptors in regulating spinal excitatory and inhibitory synaptic input in neuropathic pain. | The Journal of pharmacology and experimental therapeutics 20110101 |
| Selective Interactions of Valeriana officinalis Extracts and Valerenic Acid with [H]Glutamate Binding to Rat Synaptic Membranes. | Evidence-based complementary and alternative medicine : eCAM 20110101 |
| Striatal ablation of GABAergic neurons prevents the in vivo neuroprotective effect of DCG-IV against the MPP+-induced neurotoxicity on dopaminergic nerve terminals. | Neurochemistry international 20101201 |
| Distinct modes of modulation of GABAergic transmission by Group I metabotropic glutamate receptors in rat entorhinal cortex. | Hippocampus 20100801 |
| Modulators of metabotropic glutamate receptors microinfused into perirhinal cortex: anticonvulsant effects in rats challenged with soman. | European journal of pharmacology 20100625 |
| Munc13-2 differentially affects hippocampal synaptic transmission and plasticity. | Cerebral cortex (New York, N.Y. : 1991) 20100501 |
| Frequency facilitation at mossy fiber-CA3 synapses of freely behaving rats contributes to the induction of persistent LTD via an adenosine-A1 receptor-regulated mechanism. | Cerebral cortex (New York, N.Y. : 1991) 20100501 |
| A virtual screening hit reveals new possibilities for developing group III metabotropic glutamate receptor agonists. | Journal of medicinal chemistry 20100408 |
| Metabotropic glutamate receptors in median preoptic neurons modulate neuronal excitability and glutamatergic and GABAergic inputs from the subfornical organ. | Journal of neurophysiology 20100201 |
| Involvement of Group II mGluRs in mossy fiber LTD. | Synapse (New York, N.Y.) 20091201 |
| Neuroprotective effects of group II metabotropic glutamate receptor agonist DCG-IV on hippocampal neurons in transient forebrain ischemia. | Neuroscience letters 20090925 |
| Activation of metabotropic glutamate receptor type 2/3 supports the involvement of the hippocampal mossy fiber pathway on contextual fear memory consolidation. | Learning & memory (Cold Spring Harbor, N.Y.) 20090801 |
| Unique response of zinc in the hippocampus to behavioral stress and attenuation of subsequent mossy fiber long-term potentiation. | Neurotoxicology 20090701 |
| Role of glutamate autoreceptors at hippocampal mossy fiber synapses. | Neuron 20081226 |
| Bidirectional Hebbian plasticity at hippocampal mossy fiber synapses on CA3 interneurons. | The Journal of neuroscience : the official journal of the Society for Neuroscience 20081224 |
| Impaired expression and function of group II metabotropic glutamate receptors in pilocarpine-treated chronically epileptic rats. | Brain research 20081113 |
| Satellite NG2 progenitor cells share common glutamatergic inputs with associated interneurons in the mouse dentate gyrus. | The Journal of neuroscience : the official journal of the Society for Neuroscience 20080723 |
| The role of NMDA receptors in regulating group II metabotropic glutamate receptor-mediated long-term depression in rat medial prefrontal cortex. | Neuropharmacology 20080601 |
| Frequency facilitation at mossy fiber-CA3 synapses of freely behaving rats is regulated by adenosine A1 receptors. | The Journal of neuroscience : the official journal of the Society for Neuroscience 20080430 |
| Mechanisms of microglia-mediated neurotoxicity in a new model of the stroke penumbra. | The Journal of neuroscience : the official journal of the Society for Neuroscience 20080227 |
| Alpha-CaMKII deficiency causes immature dentate gyrus, a novel candidate endophenotype of psychiatric disorders. | Molecular brain 20080101 |
| Activator protein-1 responsive to the group II metabotropic glutamate receptor subtype in association with intracellular calcium in cultured rat cortical neurons. | Neurochemistry international 20071201 |
| A selective positive allosteric modulator of metabotropic glutamate receptor subtype 2 blocks a hallucinogenic drug model of psychosis. | Molecular pharmacology 20070801 |
| Group II metabotropic glutamate receptors inhibit glutamate release at thalamocortical synapses in the developing somatosensory cortex. | Neuroscience 20070525 |
| GABAergic interneurons facilitate mossy fiber excitability in the developing hippocampus. | The Journal of neuroscience : the official journal of the Society for Neuroscience 20070207 |
| Metabotropic glutamate receptors differentially regulate GABAergic inhibition in thalamus. | The Journal of neuroscience : the official journal of the Society for Neuroscience 20061227 |
| Mechanisms of glutamate receptor induced proliferation of astrocytes. | Neuroreport 20061218 |
| Metabotropic glutamate receptor antagonists and agonists: potential neuroprotectors in diffuse brain injury. | Journal of clinical neuroscience : official journal of the Neurosurgical Society of Australasia 20061201 |
| Compartmentalized Ca(2+) channel regulation at divergent mossy-fiber release sites underlies target cell-dependent plasticity. | Neuron 20061109 |
| Activation of Group II/III metabotropic glutamate receptors attenuates LPS-induced astroglial neurotoxicity via promoting glutamate uptake. | Journal of neuroscience research 20060801 |
| Selective inhibition of spontaneous but not Ca2+ -dependent release machinery by presynaptic group II mGluRs in rat cerebellar slices. | Journal of neurophysiology 20060701 |
| Activation of receptors negatively coupled to adenylate cyclase is required for induction of long-term synaptic depression at Schaffer collateral-CA1 synapses. | Journal of neurobiology 20060215 |
| A similar impairment in CA3 mossy fibre LTP in the R6/2 mouse model of Huntington's disease and in the complexin II knockout mouse. | The European journal of neuroscience 20051001 |
| Presynaptic inhibition of corticothalamic feedback by metabotropic glutamate receptors. | Journal of neurophysiology 20050701 |
| Metabotropic glutamate 2 receptor potentiators: receptor modulation, frequency-dependent synaptic activity, and efficacy in preclinical anxiety and psychosis model(s). | Psychopharmacology 20050401 |
| The role of extracellular adenosine in regulating mossy fiber synaptic plasticity. | The Journal of neuroscience : the official journal of the Society for Neuroscience 20050316 |
| Stimulation of microglial metabotropic glutamate receptor mGlu2 triggers tumor necrosis factor alpha-induced neurotoxicity in concert with microglial-derived Fas ligand. | The Journal of neuroscience : the official journal of the Society for Neuroscience 20050316 |
| Divergent regulatory mechanisms governing BDNF mRNA expression in cerebral cortex and substantia nigra in response to striatal target ablation. | Experimental neurology 20050301 |
| Activation of group II metabotropic glutamate receptors induces depotentiation in amygdala slices and reduces fear-potentiated startle in rats. | Learning & memory (Cold Spring Harbor, N.Y.) 20050301 |
| Enhancement of glutamate uptake mediates the neuroprotection exerted by activating group II or III metabotropic glutamate receptors on astrocytes. | Journal of neurochemistry 20050201 |
| Metabotropic glutamate receptor 2 modulates excitatory synaptic transmission in the rat globus pallidus. | Neuropharmacology 20050101 |
| Metabotropic glutamate receptors modulate feedback inhibition in a developmentally regulated manner in rat dentate gyrus. | The Journal of physiology 20041201 |
| Activation of metabotropic glutamate receptors does not alter the phosphorylation state of GluR1 AMPA receptor subunit at serine 845 in perirhinal cortical neurons. | Neuroscience letters 20041130 |
| Assessing the role of GLUK5 and GLUK6 at hippocampal mossy fiber synapses. | The Journal of neuroscience : the official journal of the Society for Neuroscience 20041110 |
| Measurement of presynaptic zinc changes in hippocampal mossy fibers. | Brain research 20041105 |
| L-CCG-I activates group III metabotropic glutamate receptors in the hippocampal CA3 region. | Neuropharmacology 20040801 |
| Metabotropic glutamate and dopamine receptors co-regulate AMPA receptor activity through PKA in cultured chick retinal neurones: effect on GluR4 phosphorylation and surface expression. | Journal of neurochemistry 20040801 |
| AMPA receptor-mediated presynaptic inhibition at cerebellar GABAergic synapses: a characterization of molecular mechanisms. | The European journal of neuroscience 20040501 |
| Photolysis of postsynaptic caged Ca2+ can potentiate and depress mossy fiber synaptic responses in rat hippocampal CA3 pyramidal neurons. | Journal of neurophysiology 20040401 |
| An NMDAR-independent LTP mediated by group II metabotropic glutamate receptors and p42/44 MAP kinase in the dentate gyrus in vitro. | Neuropharmacology 20040301 |
| In vivo modulation of extracellular hippocampal glutamate and GABA levels and limbic seizures by group I and II metabotropic glutamate receptor ligands. | Journal of neurochemistry 20040301 |
| Glutamate release increases during mossy-CA3 LTP but not during Schaffer-CA1 LTP. | The European journal of neuroscience 20040301 |
| Modulation of rhythmic patterns and cumulative depolarization by group I metabotropic glutamate receptors in the neonatal rat spinal cord in vitro. | The European journal of neuroscience 20040201 |
| Inhibitory effects of group II mGluR-related drugs on memory performance in mice. | Physiology & behavior 20040201 |
| (2S,1'S,2'R,3'R)-2-(2'-Carboxy-3'-hydroxymethylcyclopropyl) glycine is a highly potent group 2 and 3 metabotropic glutamate receptor agonist with oral activity. | Journal of medicinal chemistry 20040115 |
| Quantal transmission at mossy fibre targets in the CA3 region of the rat hippocampus. | The Journal of physiology 20040101 |
| The role of AMPA and metabotropic glutamate receptors on morphine withdrawal in infant rats. | International journal of developmental neuroscience : the official journal of the International Society for Developmental Neuroscience 20040101 |
| Group II metabotropic glutamate receptor modulation of excitatory transmission in rat subthalamic nucleus. | The Journal of physiology 20031201 |
| Pharmacological characterization and identification of amino acids involved in the positive modulation of metabotropic glutamate receptor subtype 2. | Molecular pharmacology 20031001 |
| Molecular modeling and mutagenesis of the ligand-binding pocket of the mGlu3 subtype of metabotropic glutamate receptor. | Journal of neurochemistry 20030801 |
| Reexamination of the role of hyperpolarization-activated cation channels in short- and long-term plasticity at hippocampal mossy fiber synapses. | Neuropharmacology 20030601 |
| Expression and functional role of mGluR3 and mGluR5 in human astrocytes and glioma cells: opposite regulation of glutamate transporter proteins. | The European journal of neuroscience 20030501 |
| Reduction of excitatory postsynaptic responses by persistently active metabotropic glutamate receptors in the hippocampus. | Journal of neurophysiology 20030401 |
| Associative mossy fibre LTP induced by pairing presynaptic stimulation with postsynaptic hyperpolarization of CA3 neurons in rat hippocampal slice. | The European journal of neuroscience 20030401 |
| Functional metabotropic glutamate receptors are expressed in oligodendrocyte progenitor cells. | Journal of neurochemistry 20030301 |
| Baseline glutamate levels affect group I and II mGluRs in layer V pyramidal neurons of rat sensorimotor cortex. | Journal of neurophysiology 20030301 |
| Direct and indirect interactions between cannabinoid CB1 receptor and group II metabotropic glutamate receptor signalling in layer V pyramidal neurons from the rat prefrontal cortex. | The European journal of neuroscience 20030301 |
| Modulation of epileptiform burst frequency by the metabotropic glutamate receptor subtype mGluR3. | Epilepsy research 20030301 |
| Different roles of group I and group II metabotropic glutamate receptors on phencyclidine-induced dopamine release in the rat prefrontal cortex. | Neuroscience letters 20030123 |
| Mechanisms underlying the inhibition of long-term potentiation by preconditioning stimulation in the hippocampus in vitro. | Neuroscience 20030101 |
| The role of metabotropic glutamate receptors in regulation of striatal proenkephalin expression: implications for the therapy of Parkinson's disease. | Neuroscience 20030101 |
| Activation of glutamate transporters in rods inhibits presynaptic calcium currents. | Visual neuroscience 20030101 |
| Effect of donepezil on group II mGlu receptor agonist- or antagonist-induced amnesia on passive avoidance in mice. | Neural plasticity 20030101 |
| Activation of group II mGlu receptors inhibits voltage-gated Ca2+ currents in myenteric neurons. | American journal of physiology. Gastrointestinal and liver physiology 20021201 |
| Role for cAMP and protein phosphatase in the presynaptic expression of mouse hippocampal mossy fibre depotentiation. | The Journal of physiology 20020915 |
| Activation of brainstem metabotropic glutamate receptors inhibits spinal nociception in adult rats. | Pharmacology, biochemistry, and behavior 20020901 |
| Metabotropic and NMDA glutamate receptor interactions with osmotic stimuli in supraoptic neurons. | Pharmacology, biochemistry, and behavior 20020901 |
| (2S,1'S,2'S,3'R)-2-(2'-carboxy-3'-methylcyclopropyl) glycine is a potent and selective metabotropic group 2 receptor agonist with anxiolytic properties. | Journal of medicinal chemistry 20020815 |
| Group I and II metabotropic glutamate receptors modulate respiratory activity in the lamprey. | The European journal of neuroscience 20020801 |
| Common and selective molecular determinants involved in metabotopic glutamate receptor agonist activity. | Journal of medicinal chemistry 20020718 |
| Long-term depression induced by postsynaptic group II metabotropic glutamate receptors linked to phospholipase C and intracellular calcium rises in rat prefrontal cortex. | The Journal of neuroscience : the official journal of the Society for Neuroscience 20020501 |
| Modulation of dendritic release of dopamine by metabotropic glutamate receptors in rat substantia nigra. | Biochemical pharmacology 20020401 |
| Distinct NMDA receptors provide differential modes of transmission at mossy fiber-interneuron synapses. | Neuron 20020314 |
| The cannabinoid CB1 receptor mediates retrograde signals for depolarization-induced suppression of inhibition in cerebellar Purkinje cells. | The Journal of neuroscience : the official journal of the Society for Neuroscience 20020301 |
| Presynaptic group II metabotropic glutamate receptors reduce stimulated and spontaneous transmitter release in human dentate gyrus. | Neuropharmacology 20020301 |
| DCG-IV but not other group-II metabotropic receptor agonists induces microglial BDNF mRNA expression in the rat striatum. Correlation with neuronal injury. | Neuroscience 20020101 |
| The role of striatal metabotropic glutamate receptors in Parkinson's disease. | Amino acids 20020101 |
| Activation of group II metabotropic glutamate receptors inhibits glutamate release from salamander retinal photoreceptors. | Visual neuroscience 20020101 |
| Effects of metabotropic glutamate receptor agonists and antagonists on D-aspartate release from mouse cerebral cortical and striatal slices. | Neurochemical research 20011101 |
| Multiple G-protein-coupled receptors mediate presynaptic inhibition at single excitatory synapses in the rat visual cortex. | Neuroscience letters 20010824 |
| Neuroprotection afforded by NAAG and NAALADase inhibition requires glial cells and metabotropic glutamate receptor activation. | European journal of pharmacology 20010824 |
| Fast synaptic transmission mediated by P2X receptors in CA3 pyramidal cells of rat hippocampal slice cultures. | The Journal of physiology 20010815 |
| Attenuation of seizures induced by homocysteic acid in immature rats by metabotropic glutamate group II and group III receptor agonists. | Brain research 20010727 |
| Priming stimulation of group II metabotropic glutamate receptors inhibits the subsequent induction of rat hippocampal long-term depression in vitro. | Neuroscience letters 20010706 |
| Group II mGlu receptor agonists fail to protect against various neurotoxic insults induced in murine cortical, striatal and cerebellar granular pure neuronal cultures. | Neuropharmacology 20010701 |
| Metabotropic glutamate receptor subtypes modulating neurotransmission at parallel fibre-Purkinje cell synapses in rat cerebellum. | Neuropharmacology 20010701 |
| Infusion of the metabotropic receptor agonist, DCG-IV, into the main olfactory bulb induces olfactory preference learning in rat pups. | Brain research. Developmental brain research 20010629 |
| Presynaptic group II mGluR inhibition of short-term depression in the medial perforant path of the dentate gyrus in vitro. | Journal of neurophysiology 20010601 |
| The effect of groups II and III metabotropic glutamate receptor activation on neuronal injury in a rodent model of traumatic brain injury. | Neurosurgery 20010501 |
| Electrophysiological characterization of 'giant' cells in stratum radiatum of the CA3 hippocampal region. | Journal of neurophysiology 20010501 |
| Characterization with [3H]quisqualate of group I metabotropic glutamate receptor subtype in rat central and peripheral excitable tissues. | Neurochemistry international 20010301 |
| beta-NAAG rescues LTP from blockade by NAAG in rat dentate gyrus via the type 3 metabotropic glutamate receptor. | Journal of neurophysiology 20010301 |
| Pharmacology and neuroprotective actions of mGlu receptor ligands. | Developmental medicine and child neurology. Supplement 20010301 |
| Metabotropic glutamate receptors modulate GABA release from mouse hippocampal slices. | Neurochemical research 20010201 |
| Regional distribution and pharmacological characteristics of [3H]N-acetyl-aspartyl-glutamate (NAAG) binding sites in rat brain. | Neurochemistry international 20010101 |
| Group II metabotropic glutamate receptor activation protects striatal dopaminergic nerve terminals against MPP+-induced neurotoxicity along with brain-derived neurotrophic factor induction. | Journal of neurochemistry 20010101 |
| Metabotropic glutamate receptor 5 mediates the potentiation of N-methyl-D-aspartate responses in medium spiny striatal neurons. | Neuroscience 20010101 |
| Characterization of [(3)H]Quisqualate binding to recombinant rat metabotropic glutamate 1a and 5a receptors and to rat and human brain sections. | Journal of neurochemistry 20001201 |
| Binding of [3H](2S,1'S,2'S)-2-(9-xanthylmethyl)-2-(2'-carboxycyclopropyl) glycine ([3H]LY341495) to cell membranes expressing recombinant human group III metabotropic glutamate receptor subtypes. | Naunyn-Schmiedeberg's archives of pharmacology 20001201 |
| Characterization of [(3)H]-LY354740 binding to rat mGlu2 and mGlu3 receptors expressed in CHO cells using semliki forest virus vectors. | Neuropharmacology 20000724 |
| The group II metabotropic glutamate receptor agonist, DCG-IV, alleviates akinesia following intranigral or intraventricular administration in the reserpine-treated rat. | British journal of pharmacology 20000201 |
| [3H]-LY341495 as a novel antagonist radioligand for group II metabotropic glutamate (mGlu) receptors: characterization of binding to membranes of mGlu receptor subtype expressing cells. | Neuropharmacology 19991001 |
| Cloning and functional expression of alternative spliced variants of the human metabotropic glutamate receptor 8. | Brain research. Molecular brain research 19990420 |
| Comparative effect of L-CCG-I, DCG-IV and gamma-carboxy-L-glutamate on all cloned metabotropic glutamate receptor subtypes. | Neuropharmacology 19980801 |
| Characterization of [3H]-(2S,2'R,3'R)-2-(2',3'-dicarboxy-cyclopropyl)glycine ([3H]-DCG IV) binding to metabotropic mGlu2 receptor-transfected cell membranes. | British journal of pharmacology 19980201 |
| Neuron damage induced by some potent kainoids and neuroprotective action of new agonists for metabotropic glutamate receptors. | European neurology 19940101 |
Related Products
Featured Products
© 2019 Angene International Limited. All rights Reserved.