146669-29-6,MFCD00210205
Catalog No.:AA001E4X

146669-29-6 | Benzeneacetic acid, α-amino-4-carboxy-α-methyl-

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1mg
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10mg
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA001E4X
Chemical Name:
Benzeneacetic acid, α-amino-4-carboxy-α-methyl-
CAS Number:
146669-29-6
Molecular Formula:
C10H11NO4
Molecular Weight:
209.1986
MDL Number:
MFCD00210205
SMILES:
OC(=O)c1ccc(cc1)C(C(=O)O)(N)C
Properties
Computed Properties
 
Complexity:
271  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
15  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
3  
Rotatable Bond Count:
3  
Undefined Atom Stereocenter Count:
1  
XLogP3:
-2  

Downstream Synthesis Route
3392-09-4    146669-29-6   
4-1-((S)-2-tert-Butoxycarbonylamino-4-methyl-pentanoylamino)-1-carboxy-ethyl-benzoicacid 

[1]Coudert,Elisabeth;Acher,Francine;Azerad,Robert[TetrahedronAsymmetry,1996,vol.7,#10,p.2963-2970]

[1]Coudert,Elisabeth;Acher,Francine;Azerad,Robert[TetrahedronAsymmetry,1996,vol.7,#10,p.2963-2970]

[1]Coudert,Elisabeth;Acher,Francine;Azerad,Robert[TetrahedronAsymmetry,1996,vol.7,#10,p.2963-2970]

[1]Coudert,Elisabeth;Acher,Francine;Azerad,Robert[TetrahedronAsymmetry,1996,vol.7,#10,p.2963-2970]

[1]Coudert,Elisabeth;Acher,Francine;Azerad,Robert[TetrahedronAsymmetry,1996,vol.7,#10,p.2963-2970]

Literature

Title: Electrophysiological and behavioral effects of group I metabotropic glutamate receptors on pallidal neurons in rats.

Journal: Brain research 20121005

Title: Rescue of synaptic plasticity and spatial learning deficits in the hippocampus of Homer1 knockout mice by recombinant Adeno-associated viral gene delivery of Homer1c.

Journal: Neurobiology of learning and memory 20120101

Title: Differential involvement of mGluR1 and mGluR5 in memory reconsolidation and retrieval in a passive avoidance task in 1-day old chicks.

Journal: Neurobiology of learning and memory 20120101

Title: Pain-related deactivation of medial prefrontal cortical neurons involves mGluR1 and GABA(A) receptors.

Journal: Journal of neurophysiology 20111101

Title: Contribution of excitatory amino acid receptors of the retrotrapezoid nucleus to the sympathetic chemoreflex in rats.

Journal: Experimental physiology 20111001

Title: Molecular changes associated with hippocampal long-lasting depression induced by the serine protease subtilisin-A.

Journal: The European journal of neuroscience 20111001

Title: Astrocytes display complex and localized calcium responses to single-neuron stimulation in the hippocampus.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20110615

Title: Activation of group I metabotropic glutamate receptors modulates locomotor-related motoneuron output in mice.

Journal: Journal of neurophysiology 20110501

Title: Group I mGluR agonist-evoked long-term potentiation in hippocampal oriens interneurons.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20110413

Title: Parasagittally aligned, mGluR1-dependent patches are evoked at long latencies by parallel fiber stimulation in the mouse cerebellar cortex in vivo.

Journal: Journal of neurophysiology 20110401

Title: Synaptic activation of mGluR1 generates persistent depression of a fast after-depolarizing potential in CA3 pyramidal neurons.

Journal: The European journal of neuroscience 20110301

Title: Mitochondrial reactive oxygen species are activated by mGluR5 through IP3 and activate ERK and PKA to increase excitability of amygdala neurons and pain behavior.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20110119

Title: Metabotropic glutamate receptors transduce signals for neurite outgrowth after binding of the prion protein to laminin γ1 chain.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20110101

Title: Regulation of system x(c)(-)activity and expression in astrocytes by interleukin-1β: implications for hypoxic neuronal injury.

Journal: Glia 20101115

Title: NMDA receptor, PKC and ERK prevent fos expression induced by the activation of group I metabotropic glutamate receptors in the spinal trigeminal subnucleus oralis.

Journal: Molecules and cells 20101101

Title: Endocannabinoids potentiate synaptic transmission through stimulation of astrocytes.

Journal: Neuron 20101006

Title: mGluR1 antagonist decreased NADPH oxidase activity and superoxide production after transient focal cerebral ischemia.

Journal: Journal of neurochemistry 20100901

Title: Distinct modes of modulation of GABAergic transmission by Group I metabotropic glutamate receptors in rat entorhinal cortex.

Journal: Hippocampus 20100801

Title: Modulators of metabotropic glutamate receptors microinfused into perirhinal cortex: anticonvulsant effects in rats challenged with soman.

Journal: European journal of pharmacology 20100625

Title: [Activation of mGluRI in neutrophils promotes the adherence of neutrophils to endothelial cells].

Journal: Sheng li xue bao : [Acta physiologica Sinica] 20100625

Title: Potent homocysteine-induced ERK phosphorylation in cultured neurons depends on self-sensitization via system Xc(-).

Journal: Toxicology and applied pharmacology 20100115

Title: Estradiol-induced estrogen receptor-alpha trafficking.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20091202

Title: An interaction of oxytocin receptors with metabotropic glutamate receptors in hypothalamic astrocytes.

Journal: Journal of neuroendocrinology 20091201

Title: Long-term potentiation of the responses to parallel fiber stimulation in mouse cerebellar cortex in vivo.

Journal: Neuroscience 20090901

Title: Excitatory actions of noradrenaline and metabotropic glutamate receptor activation in granule cells of the accessory olfactory bulb.

Journal: Journal of neurophysiology 20090801

Title: Odor-induced persistent discharge of mitral cells in the mouse olfactory bulb.

Journal: Journal of neurophysiology 20090401

Title: Impact of protein kinase C activation on epileptiform activity in the hippocampal slice.

Journal: Epilepsy research 20081101

Title: Spinal Metabotropic Glutamate Receptors (mGluRs) are Involved in the Melittin-induced Nociception in Rats.

Journal: The Korean journal of physiology & pharmacology : official journal of the Korean Physiological Society and the Korean Society of Pharmacology 20081001

Title: Activation of group I metabotropic glutamate receptors induces long-term depression in the hippocampal CA1 region of adult rats in vitro.

Journal: Neuroscience research 20080901

Title: mGluR1 antagonist decreases tyrosine phosphorylation of NMDA receptor and attenuates infarct size after transient focal cerebral ischemia.

Journal: Journal of neurochemistry 20080601

Title: Dopamine D1 receptors and group I metabotropic glutamate receptors contribute to the induction of long-term potentiation in the nucleus accumbens.

Journal: Neuropharmacology 20080401

Title: Developmental decrease in short-term facilitation at Schaffer collateral synapses in hippocampus is mGluR1 sensitive.

Journal: Journal of neurophysiology 20080201

Title: A role for protein kinase A and protein kinase M zeta in muscarinic acetylcholine receptor-initiated persistent synaptic enhancement in rat hippocampus in vivo.

Journal: Neuroscience 20080124

Title: Selective induction of metabotropic glutamate receptor 1- and metabotropic glutamate receptor 5-dependent chemical long-term potentiation at oriens/alveus interneuron synapses of mouse hippocampus.

Journal: Neuroscience 20080102

Title: Subtype selective antagonism of substantia nigra pars compacta Group I metabotropic glutamate receptors protects the nigrostriatal system against 6-hydroxydopamine toxicity in vivo.

Journal: Journal of neurochemistry 20071101

Title: Differential roles of hippocampal metabotropic glutamate receptors 1 and 5 in inhibitory avoidance learning.

Journal: Neurobiology of learning and memory 20071001

Title: Membrane estrogen receptor-alpha interactions with metabotropic glutamate receptor 1a modulate female sexual receptivity in rats.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20070829

Title: Recurrent dendrodendritic inhibition of accessory olfactory bulb mitral cells requires activation of group I metabotropic glutamate receptors.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20070523

Title: An influence of ligands of metabotropic glutamate receptor subtypes on parkinsonian-like symptoms and the striatopallidal pathway in rats.

Journal: Amino acids 20070201

Title: The mGlu1 antagonist CPCCOEt enhances the climbing fibre response in Purkinje neurones independently of glutamate receptors.

Journal: Neuropharmacology 20070201

Title: Peripheral mGluR5 antagonist attenuated craniofacial muscle pain and inflammation but not mGluR1 antagonist in lightly anesthetized rats.

Journal: Brain research bulletin 20061016

Title: Nucleus- and species-specific properties of the slow (<1 Hz) sleep oscillation in thalamocortical neurons.

Journal: Neuroscience 20060825

Title: Dynamic translational and proteasomal regulation of fragile X mental retardation protein controls mGluR-dependent long-term depression.

Journal: Neuron 20060817

Title: mGluR1/5 subtype-specific calcium signalling and induction of long-term potentiation in rat hippocampal oriens/alveus interneurones.

Journal: The Journal of physiology 20060815

Title: Group I mGlu receptor stimulation inhibits activation-induced cell death of human T lymphocytes.

Journal: British journal of pharmacology 20060701

Title: Olfactory nerve-evoked, metabotropic glutamate receptor-mediated synaptic responses in rat olfactory bulb mitral cells.

Journal: Journal of neurophysiology 20060401

Title: Antidepressant-like effects of baclofen and LY367385 in the forced swim test in rats.

Journal: Pharmacological reports : PR 20060101

Title: Altered long-term synaptic plasticity and kainate-induced Ca2+ transients in the substantia gelatinosa neurons in GLU(K6)-deficient mice.

Journal: Brain research. Molecular brain research 20051207

Title: The inhibition of glycogen synthase kinase 3beta by a metabotropic glutamate receptor 5 mediated pathway confers neuroprotection to Abeta peptides.

Journal: Journal of neurochemistry 20051201

Title: Down-regulation of metabotropic glutamate receptor 1alpha in globus pallidus and substantia nigra of parkinsonian monkeys.

Journal: The European journal of neuroscience 20051201

Title: Role of peripheral group I and II metabotropic glutamate receptors in IL-1beta-induced mechanical allodynia in the orofacial area of conscious rats.

Journal: Pain 20051101

Title: Signal transduction pathways of group I metabotropic glutamate receptor-induced long-term depression at sensory spinal synapses.

Journal: Pain 20051101

Title: Glutamatergic receptors of the rostral ventrolateral medulla are involved in the ventilatory response to hypoxia.

Journal: Respiratory physiology & neurobiology 20050415

Title: Metabotropic glutamate receptors and dopamine receptors cooperate to enhance extracellular signal-regulated kinase phosphorylation in striatal neurons.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20050413

Title: Comparison of metabotropic glutamate receptor responses at segmental and descending inputs to motoneurons in neonatal rat spinal cord.

Journal: The Journal of pharmacology and experimental therapeutics 20050201

Title: Pharmacological antagonism of metabotropic glutamate receptor 1 regulates long-term potentiation and spatial reference memory in the dentate gyrus of freely moving rats via N-methyl-D-aspartate and metabotropic glutamate receptor-dependent mechanisms.

Journal: The European journal of neuroscience 20050101

Title: Periaqueductal grey CB1 cannabinoid and metabotropic glutamate subtype 5 receptors modulate changes in rostral ventromedial medulla neuronal activities induced by subcutaneous formalin in the rat.

Journal: Neuroscience 20050101

Title: Repeated administration of group I mGluR antagonists prevents seizure-induced long-term aberrations in hippocampal synaptic plasticity.

Journal: Neuropharmacology 20050101

Title: Group I metabotropic glutamate receptors reduce excitotoxic injury and may facilitate neurogenesis.

Journal: Neuropharmacology 20050101

Title: The metabotropic glutamate receptor 5 is necessary for late-phase long-term potentiation in the hippocampal CA1 region.

Journal: Brain research 20041001

Title: Glutamatergic neurotransmission modulates hypoxia-induced hyperventilation but not anapyrexia.

Journal: Brazilian journal of medical and biological research = Revista brasileira de pesquisas medicas e biologicas 20041001

Title: Excitation of cerebellar interneurons by group I metabotropic glutamate receptors.

Journal: Journal of neurophysiology 20040901

Title: Activation of the phosphoinositide 3-kinase-Akt-mammalian target of rapamycin signaling pathway is required for metabotropic glutamate receptor-dependent long-term depression.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20040714

Title: Group I metabotropic glutamate receptors interfere in different ways with pentylenetetrazole seizures, kindling, and kindling-related learning deficits.

Journal: Naunyn-Schmiedeberg's archives of pharmacology 20040701

Title: Desensitization and internalization of metabotropic glutamate receptor 1a following activation of heterologous Gq/11-coupled receptors.

Journal: Biochemistry 20040615

Title: Agonist-independent internalization of metabotropic glutamate receptor 1a is arrestin- and clathrin-dependent and is suppressed by receptor inverse agonists.

Journal: Journal of neurochemistry 20040501

Title: In vivo modulation of extracellular hippocampal glutamate and GABA levels and limbic seizures by group I and II metabotropic glutamate receptor ligands.

Journal: Journal of neurochemistry 20040301

Title: Stereoselective synthesis and preliminary evaluation of (+)- and (-)-3-methyl-5-carboxy-thien-2-yl-glycine (3-MATIDA): identification of (+)-3-MATIDA as a novel mGluR1 competitive antagonist.

Journal: Farmaco (Societa chimica italiana : 1989) 20040201

Title: Blockade of excitatory amino acid transporters in the rat hippocampus results in enhanced activation of group I and group III metabotropic glutamate receptors.

Journal: Neuropharmacology 20031201

Title: Contribution of spinal glutamatergic mechanisms in heterosegmental antinociception induced by noxious stimulation.

Journal: Pain 20031101

Title: Changes of metabotropic glutamate receptor subtype 1a in diffuse brain injury with secondary brain insults and the effects of 2-methyl-4-carboxyphenylglycine.

Journal: Chinese journal of traumatology = Zhonghua chuang shang za zhi 20031001

Title: Associative mossy fibre LTP induced by pairing presynaptic stimulation with postsynaptic hyperpolarization of CA3 neurons in rat hippocampal slice.

Journal: The European journal of neuroscience 20030401

Title: Optical imaging of long-term depression in the mouse cerebellar cortex in vivo.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20030301

Title: Antagonism of glutamatergic metabotropic receptors in the NTS of awake rats does not affect the gain of the baroreflex.

Journal: Autonomic neuroscience : basic & clinical 20030131

Title: Corticostriatal LTP requires combined mGluR1 and mGluR5 activation.

Journal: Neuropharmacology 20030101

Title: Actions of Group I and Group II metabotropic glutamate receptor ligands on 5-hydroxytryptamine release in the rat cerebral cortex in vivo: differential roles in the regulation of central serotonergic neurotransmission.

Journal: Neuroscience 20030101

Title: Role of synaptic metabotropic glutamate receptors in epileptiform discharges in hippocampal slices.

Journal: Journal of neurophysiology 20021001

Title: Inhibition of group I metabotropic glutamate receptor responses in vivo in rats by a new generation of carboxyphenylglycine-like amino acid antagonists.

Journal: Neuroscience letters 20020920

Title: Group I metabotropic glutamate receptor-mediated enhancement of dopamine cell burst firing in rat ventral tegmental area in vitro.

Journal: Brain research 20020906

Title: Activation of glutamate receptors inhibits Na/K-ATPase of cerebellum granule cells.

Journal: Biochemistry. Biokhimiia 20020901

Title: Metabotropic glutamate receptors in the hippocampus and nucleus accumbens are involved in generating seizure-induced hippocampal gamma waves and behavioral hyperactivity.

Journal: Behavioural brain research 20020615

Title: Metabotropic glutamate receptors mediate expression of LTP in slices of rat visual cortex.

Journal: The European journal of neuroscience 20020501

Title: Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells.

Journal: The Journal of biological chemistry 20020419

Title: Completing the corticofugal loop: a visual role for the corticogeniculate type 1 metabotropic glutamate receptor.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20020401

Title: Group II metabotropic glutamate receptor activation is required for normal hippocampal mossy fibre development in the rat.

Journal: The Journal of physiology 20020215

Title: In vivo effects of intracortical administration of NMDA and metabotropic glutamate receptors antagonists on neocortical long-term potentiation and conditioned taste aversion.

Journal: Behavioural brain research 20020201

Title: Activation of metabotropic glutamate receptor mediates upregulation of transcription factor mRNA expression in rat striatum induced by acute administration of amphetamine.

Journal: Brain research 20020111

Title: Group I metabotropic glutamate receptor antagonists block secondary thermal hyperalgesia in rats with knee joint inflammation.

Journal: The Journal of pharmacology and experimental therapeutics 20020101

Title: Differential roles for mGluR1 and mGluR5 in the persistent prolongation of epileptiform bursts.

Journal: Journal of neurophysiology 20020101

Title: Group I metabotropic glutamate receptors in spinal cord injury: roles in neuroprotection and the development of chronic central pain.

Journal: Journal of neurotrauma 20020101

Title: Characterization of an N-terminal secreted domain of the type-1 human metabotropic glutamate receptor produced by a mammalian cell line.

Journal: Journal of neurochemistry 20020101

Title: Visualization of IP(3) dynamics reveals a novel AMPA receptor-triggered IP(3) production pathway mediated by voltage-dependent Ca(2+) influx in Purkinje cells.

Journal: Neuron 20011011

Title: Endogenous activation of group-I metabotropic glutamate receptors is required for differentiation and survival of cerebellar Purkinje cells.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20011001

Title: Presynaptic modulation by group III metabotropic glutamate receptors (mGluRs) of the excitatory postsynaptic potential mediated by mGluR1 in rat cerebellar Purkinje cells.

Journal: Neuroscience letters 20010907

Title: Differential roles for glutamate receptor subtypes within commissural NTS in cardiac-sympathetic reflex.

Journal: American journal of physiology. Regulatory, integrative and comparative physiology 20010901

Title: Glutamate receptor stimulation induces a persistent rhythmicity of the GABAergic inputs to rat midbrain dopaminergic neurons.

Journal: The European journal of neuroscience 20010901

Title: Neuronal glutamate transporters control activation of postsynaptic metabotropic glutamate receptors and influence cerebellar long-term depression.

Journal: Neuron 20010830

Title: Neuroprotection afforded by NAAG and NAALADase inhibition requires glial cells and metabotropic glutamate receptor activation.

Journal: European journal of pharmacology 20010824

Title: Metabotropic glutamate receptors 1 and 5 differentially regulate CA1 pyramidal cell function.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20010815

Title: Changes in rat serum corticosterone after treatment with metabotropic glutamate receptor agonists or antagonists.

Journal: Journal of neuroendocrinology 20010801

Title: Group I metabotropic glutamate receptors limit AMPA receptor-mediated oligodendrocyte progenitor cell death.

Journal: European journal of pharmacology 20010727

Title: Synthesis of N(1)-substituted analogues of (2R,4R)-4-amino-pyrrolidine-2,4-dicarboxylic acid as agonists, partial agonists, and antagonists of group II metabotropic glutamate receptors.

Journal: Bioorganic & medicinal chemistry letters 20010723

Title: A metabotropic glutamate receptor antagonist, alpha-methyl-4-carboxyphenylglycine, attenuates immediate early gene mRNA expression following traumatic injury in cultured rat cortical glial cells.

Journal: Neuroscience letters 20010622

Title: Selective involvement of mGlu1 receptors in corticostriatal LTD.

Journal: Neuropharmacology 20010601

Title: Properties of synchronous and asynchronous release during pulse train depression in cultured hippocampal neurons.

Journal: Journal of neurophysiology 20010601

Title: A kainate receptor increases the efficacy of GABAergic synapses.

Journal: Neuron 20010501

Title: Synthesis of phenylglycine derivatives as potent and selective antagonists of group III metabotropic glutamate receptors.

Journal: Bioorganic & medicinal chemistry letters 20010326

Title: Activation of metabotropic glutamate receptors induces gamma frequency oscillations in the rat dentate gyrus in vivo.

Journal: Neuropharmacology 20010301

Title: Task-dependent role for dorsal striatum metabotropic glutamate receptors in memory.

Journal: Learning & memory (Cold Spring Harbor, N.Y.) 20010301

Title: Selective blockade of the mGluR1 receptor reduces traumatic neuronal injury in vitro and improvesoOutcome after brain trauma.

Journal: Experimental neurology 20010201

Title: Temperature-dependent separation of a delayed-onset long-lasting enhancement mediated by coactivation of NMDA and metabotropic glutamate receptors following a transient exposure of extracellular high Ca(2+).

Journal: Neuroscience 20010101

Title: Group II metabotropic glutamate receptor activation protects striatal dopaminergic nerve terminals against MPP+-induced neurotoxicity along with brain-derived neurotrophic factor induction.

Journal: Journal of neurochemistry 20010101

Title: Stimulation of metabotropic but not ionotropic glutamatergic receptors in the nucleus accumbens is required for the D-amphetamine-induced release of functional dopamine.

Journal: Neuroscience 20010101

Title: Metabotropic glutamate receptor 5 mediates the potentiation of N-methyl-D-aspartate responses in medium spiny striatal neurons.

Journal: Neuroscience 20010101

Title: Effects of blockade of metabotropic glutamate receptors in the subthalamic nucleus on haloperidol-induced Parkinsonism in rats.

Journal: Neuroscience letters 20000317

Title: Synthesis and pharmacological characterization of all sixteen stereoisomers of 2-(2'-carboxy-3'-phenylcyclopropyl)glycine. Focus on (2S,1'S,2'S,3'R)-2-(2'-carboxy-3'-phenylcyclopropyl)glycine, a novel and selective group II metabotropic glutamate receptors antagonist.

Journal: Journal of medicinal chemistry 19960524

Title: Pharmacological analysis of 4-carboxyphenylglycine derivatives: comparison of effects on mGluR1 alpha and mGluR5a subtypes.

Journal: Neuropharmacology 19950801

Title: Yang B et al. Regulation of GABA Equilibrium Potential by mGluRs in Rat Hippocampal CA1 Neurons. PLoS One, 2015 Sep 21, 10(9):e0138215.

Title: Fiona Yeuk-Lun Choi, et al. The effects of (RS)-MCPG on amphetamine-induced sensitization in neonatal rats.

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Tags:146669-29-6 Molecular Formula|146669-29-6 MDL|146669-29-6 SMILES|146669-29-6 Benzeneacetic acid, α-amino-4-carboxy-α-methyl-
Catalog No.: AA001E4X
146669-29-6,MFCD00210205
146669-29-6 | Benzeneacetic acid, α-amino-4-carboxy-α-methyl-
Pack Size: 1mg
Purity: 98%
in stock
$33.00 $23.00
Pack Size: 5mg
Purity: 98%
in stock
$74.00 $52.00
Pack Size: 10mg
Purity: 98%
in stock
$103.00 $72.00
Pack Size: 25mg
Purity: 98%
in stock
$226.00 $158.00
Pack Size: 50mg
Purity: 98%
in stock
$404.00 $283.00
Quantity
- +
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Technical Information
Catalog Number: AA001E4X
Chemical Name: Benzeneacetic acid, α-amino-4-carboxy-α-methyl-
CAS Number: 146669-29-6
Molecular Formula: C10H11NO4
Molecular Weight: 209.1986
MDL Number: MFCD00210205
SMILES: OC(=O)c1ccc(cc1)C(C(=O)O)(N)C
Properties
Complexity: 271  
Covalently-Bonded Unit Count: 1  
Heavy Atom Count: 15  
Hydrogen Bond Acceptor Count: 5  
Hydrogen Bond Donor Count: 3  
Rotatable Bond Count: 3  
Undefined Atom Stereocenter Count: 1  
XLogP3: -2  
Downstream Synthesis Route
3392-09-4    146669-29-6   
4-1-((S)-2-tert-Butoxycarbonylamino-4-methyl-pentanoylamino)-1-carboxy-ethyl-benzoicacid 

[1]Coudert,Elisabeth;Acher,Francine;Azerad,Robert[TetrahedronAsymmetry,1996,vol.7,#10,p.2963-2970]

169808-00-8    146669-29-6 

[1]Coudert,Elisabeth;Acher,Francine;Azerad,Robert[TetrahedronAsymmetry,1996,vol.7,#10,p.2963-2970]

184763-33-5    146669-29-6 

[1]Coudert,Elisabeth;Acher,Francine;Azerad,Robert[TetrahedronAsymmetry,1996,vol.7,#10,p.2963-2970]

1443-80-7    146669-29-6 

[1]Coudert,Elisabeth;Acher,Francine;Azerad,Robert[TetrahedronAsymmetry,1996,vol.7,#10,p.2963-2970]

586-89-0    146669-29-6 

[1]Coudert,Elisabeth;Acher,Francine;Azerad,Robert[TetrahedronAsymmetry,1996,vol.7,#10,p.2963-2970]

Literature fold

Title: Electrophysiological and behavioral effects of group I metabotropic glutamate receptors on pallidal neurons in rats.

Journal: Brain research20121005

Title: Rescue of synaptic plasticity and spatial learning deficits in the hippocampus of Homer1 knockout mice by recombinant Adeno-associated viral gene delivery of Homer1c.

Journal: Neurobiology of learning and memory20120101

Title: Differential involvement of mGluR1 and mGluR5 in memory reconsolidation and retrieval in a passive avoidance task in 1-day old chicks.

Journal: Neurobiology of learning and memory20120101

Title: Pain-related deactivation of medial prefrontal cortical neurons involves mGluR1 and GABA(A) receptors.

Journal: Journal of neurophysiology20111101

Title: Contribution of excitatory amino acid receptors of the retrotrapezoid nucleus to the sympathetic chemoreflex in rats.

Journal: Experimental physiology20111001

Title: Molecular changes associated with hippocampal long-lasting depression induced by the serine protease subtilisin-A.

Journal: The European journal of neuroscience20111001

Title: Astrocytes display complex and localized calcium responses to single-neuron stimulation in the hippocampus.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience20110615

Title: Activation of group I metabotropic glutamate receptors modulates locomotor-related motoneuron output in mice.

Journal: Journal of neurophysiology20110501

Title: Group I mGluR agonist-evoked long-term potentiation in hippocampal oriens interneurons.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience20110413

Title: Parasagittally aligned, mGluR1-dependent patches are evoked at long latencies by parallel fiber stimulation in the mouse cerebellar cortex in vivo.

Journal: Journal of neurophysiology20110401

Title: Synaptic activation of mGluR1 generates persistent depression of a fast after-depolarizing potential in CA3 pyramidal neurons.

Journal: The European journal of neuroscience20110301

Title: Mitochondrial reactive oxygen species are activated by mGluR5 through IP3 and activate ERK and PKA to increase excitability of amygdala neurons and pain behavior.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience20110119

Title: Metabotropic glutamate receptors transduce signals for neurite outgrowth after binding of the prion protein to laminin γ1 chain.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology20110101

Title: Regulation of system x(c)(-)activity and expression in astrocytes by interleukin-1β: implications for hypoxic neuronal injury.

Journal: Glia20101115

Title: NMDA receptor, PKC and ERK prevent fos expression induced by the activation of group I metabotropic glutamate receptors in the spinal trigeminal subnucleus oralis.

Journal: Molecules and cells20101101

Title: Endocannabinoids potentiate synaptic transmission through stimulation of astrocytes.

Journal: Neuron20101006

Title: mGluR1 antagonist decreased NADPH oxidase activity and superoxide production after transient focal cerebral ischemia.

Journal: Journal of neurochemistry20100901

Title: Distinct modes of modulation of GABAergic transmission by Group I metabotropic glutamate receptors in rat entorhinal cortex.

Journal: Hippocampus20100801

Title: Modulators of metabotropic glutamate receptors microinfused into perirhinal cortex: anticonvulsant effects in rats challenged with soman.

Journal: European journal of pharmacology20100625

Title: [Activation of mGluRI in neutrophils promotes the adherence of neutrophils to endothelial cells].

Journal: Sheng li xue bao : [Acta physiologica Sinica]20100625

Title: Potent homocysteine-induced ERK phosphorylation in cultured neurons depends on self-sensitization via system Xc(-).

Journal: Toxicology and applied pharmacology20100115

Title: Estradiol-induced estrogen receptor-alpha trafficking.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience20091202

Title: An interaction of oxytocin receptors with metabotropic glutamate receptors in hypothalamic astrocytes.

Journal: Journal of neuroendocrinology20091201

Title: Long-term potentiation of the responses to parallel fiber stimulation in mouse cerebellar cortex in vivo.

Journal: Neuroscience20090901

Title: Excitatory actions of noradrenaline and metabotropic glutamate receptor activation in granule cells of the accessory olfactory bulb.

Journal: Journal of neurophysiology20090801

Title: Odor-induced persistent discharge of mitral cells in the mouse olfactory bulb.

Journal: Journal of neurophysiology20090401

Title: Impact of protein kinase C activation on epileptiform activity in the hippocampal slice.

Journal: Epilepsy research20081101

Title: Spinal Metabotropic Glutamate Receptors (mGluRs) are Involved in the Melittin-induced Nociception in Rats.

Journal: The Korean journal of physiology & pharmacology : official journal of the Korean Physiological Society and the Korean Society of Pharmacology20081001

Title: Activation of group I metabotropic glutamate receptors induces long-term depression in the hippocampal CA1 region of adult rats in vitro.

Journal: Neuroscience research20080901

Title: mGluR1 antagonist decreases tyrosine phosphorylation of NMDA receptor and attenuates infarct size after transient focal cerebral ischemia.

Journal: Journal of neurochemistry20080601

Title: Dopamine D1 receptors and group I metabotropic glutamate receptors contribute to the induction of long-term potentiation in the nucleus accumbens.

Journal: Neuropharmacology20080401

Title: Developmental decrease in short-term facilitation at Schaffer collateral synapses in hippocampus is mGluR1 sensitive.

Journal: Journal of neurophysiology20080201

Title: A role for protein kinase A and protein kinase M zeta in muscarinic acetylcholine receptor-initiated persistent synaptic enhancement in rat hippocampus in vivo.

Journal: Neuroscience20080124

Title: Selective induction of metabotropic glutamate receptor 1- and metabotropic glutamate receptor 5-dependent chemical long-term potentiation at oriens/alveus interneuron synapses of mouse hippocampus.

Journal: Neuroscience20080102

Title: Subtype selective antagonism of substantia nigra pars compacta Group I metabotropic glutamate receptors protects the nigrostriatal system against 6-hydroxydopamine toxicity in vivo.

Journal: Journal of neurochemistry20071101

Title: Differential roles of hippocampal metabotropic glutamate receptors 1 and 5 in inhibitory avoidance learning.

Journal: Neurobiology of learning and memory20071001

Title: Membrane estrogen receptor-alpha interactions with metabotropic glutamate receptor 1a modulate female sexual receptivity in rats.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience20070829

Title: Recurrent dendrodendritic inhibition of accessory olfactory bulb mitral cells requires activation of group I metabotropic glutamate receptors.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience20070523

Title: An influence of ligands of metabotropic glutamate receptor subtypes on parkinsonian-like symptoms and the striatopallidal pathway in rats.

Journal: Amino acids20070201

Title: The mGlu1 antagonist CPCCOEt enhances the climbing fibre response in Purkinje neurones independently of glutamate receptors.

Journal: Neuropharmacology20070201

Title: Peripheral mGluR5 antagonist attenuated craniofacial muscle pain and inflammation but not mGluR1 antagonist in lightly anesthetized rats.

Journal: Brain research bulletin20061016

Title: Nucleus- and species-specific properties of the slow (<1 Hz) sleep oscillation in thalamocortical neurons.

Journal: Neuroscience20060825

Title: Dynamic translational and proteasomal regulation of fragile X mental retardation protein controls mGluR-dependent long-term depression.

Journal: Neuron20060817

Title: mGluR1/5 subtype-specific calcium signalling and induction of long-term potentiation in rat hippocampal oriens/alveus interneurones.

Journal: The Journal of physiology20060815

Title: Group I mGlu receptor stimulation inhibits activation-induced cell death of human T lymphocytes.

Journal: British journal of pharmacology20060701

Title: Olfactory nerve-evoked, metabotropic glutamate receptor-mediated synaptic responses in rat olfactory bulb mitral cells.

Journal: Journal of neurophysiology20060401

Title: Antidepressant-like effects of baclofen and LY367385 in the forced swim test in rats.

Journal: Pharmacological reports : PR20060101

Title: Altered long-term synaptic plasticity and kainate-induced Ca2+ transients in the substantia gelatinosa neurons in GLU(K6)-deficient mice.

Journal: Brain research. Molecular brain research20051207

Title: The inhibition of glycogen synthase kinase 3beta by a metabotropic glutamate receptor 5 mediated pathway confers neuroprotection to Abeta peptides.

Journal: Journal of neurochemistry20051201

Title: Down-regulation of metabotropic glutamate receptor 1alpha in globus pallidus and substantia nigra of parkinsonian monkeys.

Journal: The European journal of neuroscience20051201

Title: Role of peripheral group I and II metabotropic glutamate receptors in IL-1beta-induced mechanical allodynia in the orofacial area of conscious rats.

Journal: Pain20051101

Title: Signal transduction pathways of group I metabotropic glutamate receptor-induced long-term depression at sensory spinal synapses.

Journal: Pain20051101

Title: Glutamatergic receptors of the rostral ventrolateral medulla are involved in the ventilatory response to hypoxia.

Journal: Respiratory physiology & neurobiology20050415

Title: Metabotropic glutamate receptors and dopamine receptors cooperate to enhance extracellular signal-regulated kinase phosphorylation in striatal neurons.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience20050413

Title: Comparison of metabotropic glutamate receptor responses at segmental and descending inputs to motoneurons in neonatal rat spinal cord.

Journal: The Journal of pharmacology and experimental therapeutics20050201

Title: Pharmacological antagonism of metabotropic glutamate receptor 1 regulates long-term potentiation and spatial reference memory in the dentate gyrus of freely moving rats via N-methyl-D-aspartate and metabotropic glutamate receptor-dependent mechanisms.

Journal: The European journal of neuroscience20050101

Title: Periaqueductal grey CB1 cannabinoid and metabotropic glutamate subtype 5 receptors modulate changes in rostral ventromedial medulla neuronal activities induced by subcutaneous formalin in the rat.

Journal: Neuroscience20050101

Title: Repeated administration of group I mGluR antagonists prevents seizure-induced long-term aberrations in hippocampal synaptic plasticity.

Journal: Neuropharmacology20050101

Title: Group I metabotropic glutamate receptors reduce excitotoxic injury and may facilitate neurogenesis.

Journal: Neuropharmacology20050101

Title: The metabotropic glutamate receptor 5 is necessary for late-phase long-term potentiation in the hippocampal CA1 region.

Journal: Brain research20041001

Title: Glutamatergic neurotransmission modulates hypoxia-induced hyperventilation but not anapyrexia.

Journal: Brazilian journal of medical and biological research = Revista brasileira de pesquisas medicas e biologicas20041001

Title: Excitation of cerebellar interneurons by group I metabotropic glutamate receptors.

Journal: Journal of neurophysiology20040901

Title: Activation of the phosphoinositide 3-kinase-Akt-mammalian target of rapamycin signaling pathway is required for metabotropic glutamate receptor-dependent long-term depression.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience20040714

Title: Group I metabotropic glutamate receptors interfere in different ways with pentylenetetrazole seizures, kindling, and kindling-related learning deficits.

Journal: Naunyn-Schmiedeberg's archives of pharmacology20040701

Title: Desensitization and internalization of metabotropic glutamate receptor 1a following activation of heterologous Gq/11-coupled receptors.

Journal: Biochemistry20040615

Title: Agonist-independent internalization of metabotropic glutamate receptor 1a is arrestin- and clathrin-dependent and is suppressed by receptor inverse agonists.

Journal: Journal of neurochemistry20040501

Title: In vivo modulation of extracellular hippocampal glutamate and GABA levels and limbic seizures by group I and II metabotropic glutamate receptor ligands.

Journal: Journal of neurochemistry20040301

Title: Stereoselective synthesis and preliminary evaluation of (+)- and (-)-3-methyl-5-carboxy-thien-2-yl-glycine (3-MATIDA): identification of (+)-3-MATIDA as a novel mGluR1 competitive antagonist.

Journal: Farmaco (Societa chimica italiana : 1989)20040201

Title: Blockade of excitatory amino acid transporters in the rat hippocampus results in enhanced activation of group I and group III metabotropic glutamate receptors.

Journal: Neuropharmacology20031201

Title: Contribution of spinal glutamatergic mechanisms in heterosegmental antinociception induced by noxious stimulation.

Journal: Pain20031101

Title: Changes of metabotropic glutamate receptor subtype 1a in diffuse brain injury with secondary brain insults and the effects of 2-methyl-4-carboxyphenylglycine.

Journal: Chinese journal of traumatology = Zhonghua chuang shang za zhi20031001

Title: Associative mossy fibre LTP induced by pairing presynaptic stimulation with postsynaptic hyperpolarization of CA3 neurons in rat hippocampal slice.

Journal: The European journal of neuroscience20030401

Title: Optical imaging of long-term depression in the mouse cerebellar cortex in vivo.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience20030301

Title: Antagonism of glutamatergic metabotropic receptors in the NTS of awake rats does not affect the gain of the baroreflex.

Journal: Autonomic neuroscience : basic & clinical20030131

Title: Corticostriatal LTP requires combined mGluR1 and mGluR5 activation.

Journal: Neuropharmacology20030101

Title: Actions of Group I and Group II metabotropic glutamate receptor ligands on 5-hydroxytryptamine release in the rat cerebral cortex in vivo: differential roles in the regulation of central serotonergic neurotransmission.

Journal: Neuroscience20030101

Title: Role of synaptic metabotropic glutamate receptors in epileptiform discharges in hippocampal slices.

Journal: Journal of neurophysiology20021001

Title: Inhibition of group I metabotropic glutamate receptor responses in vivo in rats by a new generation of carboxyphenylglycine-like amino acid antagonists.

Journal: Neuroscience letters20020920

Title: Group I metabotropic glutamate receptor-mediated enhancement of dopamine cell burst firing in rat ventral tegmental area in vitro.

Journal: Brain research20020906

Title: Activation of glutamate receptors inhibits Na/K-ATPase of cerebellum granule cells.

Journal: Biochemistry. Biokhimiia20020901

Title: Metabotropic glutamate receptors in the hippocampus and nucleus accumbens are involved in generating seizure-induced hippocampal gamma waves and behavioral hyperactivity.

Journal: Behavioural brain research20020615

Title: Metabotropic glutamate receptors mediate expression of LTP in slices of rat visual cortex.

Journal: The European journal of neuroscience20020501

Title: Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells.

Journal: The Journal of biological chemistry20020419

Title: Completing the corticofugal loop: a visual role for the corticogeniculate type 1 metabotropic glutamate receptor.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience20020401

Title: Group II metabotropic glutamate receptor activation is required for normal hippocampal mossy fibre development in the rat.

Journal: The Journal of physiology20020215

Title: In vivo effects of intracortical administration of NMDA and metabotropic glutamate receptors antagonists on neocortical long-term potentiation and conditioned taste aversion.

Journal: Behavioural brain research20020201

Title: Activation of metabotropic glutamate receptor mediates upregulation of transcription factor mRNA expression in rat striatum induced by acute administration of amphetamine.

Journal: Brain research20020111

Title: Group I metabotropic glutamate receptor antagonists block secondary thermal hyperalgesia in rats with knee joint inflammation.

Journal: The Journal of pharmacology and experimental therapeutics20020101

Title: Differential roles for mGluR1 and mGluR5 in the persistent prolongation of epileptiform bursts.

Journal: Journal of neurophysiology20020101

Title: Group I metabotropic glutamate receptors in spinal cord injury: roles in neuroprotection and the development of chronic central pain.

Journal: Journal of neurotrauma20020101

Title: Characterization of an N-terminal secreted domain of the type-1 human metabotropic glutamate receptor produced by a mammalian cell line.

Journal: Journal of neurochemistry20020101

Title: Visualization of IP(3) dynamics reveals a novel AMPA receptor-triggered IP(3) production pathway mediated by voltage-dependent Ca(2+) influx in Purkinje cells.

Journal: Neuron20011011

Title: Endogenous activation of group-I metabotropic glutamate receptors is required for differentiation and survival of cerebellar Purkinje cells.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience20011001

Title: Presynaptic modulation by group III metabotropic glutamate receptors (mGluRs) of the excitatory postsynaptic potential mediated by mGluR1 in rat cerebellar Purkinje cells.

Journal: Neuroscience letters20010907

Title: Differential roles for glutamate receptor subtypes within commissural NTS in cardiac-sympathetic reflex.

Journal: American journal of physiology. Regulatory, integrative and comparative physiology20010901

Title: Glutamate receptor stimulation induces a persistent rhythmicity of the GABAergic inputs to rat midbrain dopaminergic neurons.

Journal: The European journal of neuroscience20010901

Title: Neuronal glutamate transporters control activation of postsynaptic metabotropic glutamate receptors and influence cerebellar long-term depression.

Journal: Neuron20010830

Title: Neuroprotection afforded by NAAG and NAALADase inhibition requires glial cells and metabotropic glutamate receptor activation.

Journal: European journal of pharmacology20010824

Title: Metabotropic glutamate receptors 1 and 5 differentially regulate CA1 pyramidal cell function.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience20010815

Title: Changes in rat serum corticosterone after treatment with metabotropic glutamate receptor agonists or antagonists.

Journal: Journal of neuroendocrinology20010801

Title: Group I metabotropic glutamate receptors limit AMPA receptor-mediated oligodendrocyte progenitor cell death.

Journal: European journal of pharmacology20010727

Title: Synthesis of N(1)-substituted analogues of (2R,4R)-4-amino-pyrrolidine-2,4-dicarboxylic acid as agonists, partial agonists, and antagonists of group II metabotropic glutamate receptors.

Journal: Bioorganic & medicinal chemistry letters20010723

Title: A metabotropic glutamate receptor antagonist, alpha-methyl-4-carboxyphenylglycine, attenuates immediate early gene mRNA expression following traumatic injury in cultured rat cortical glial cells.

Journal: Neuroscience letters20010622

Title: Selective involvement of mGlu1 receptors in corticostriatal LTD.

Journal: Neuropharmacology20010601

Title: Properties of synchronous and asynchronous release during pulse train depression in cultured hippocampal neurons.

Journal: Journal of neurophysiology20010601

Title: A kainate receptor increases the efficacy of GABAergic synapses.

Journal: Neuron20010501

Title: Synthesis of phenylglycine derivatives as potent and selective antagonists of group III metabotropic glutamate receptors.

Journal: Bioorganic & medicinal chemistry letters20010326

Title: Activation of metabotropic glutamate receptors induces gamma frequency oscillations in the rat dentate gyrus in vivo.

Journal: Neuropharmacology20010301

Title: Task-dependent role for dorsal striatum metabotropic glutamate receptors in memory.

Journal: Learning & memory (Cold Spring Harbor, N.Y.)20010301

Title: Selective blockade of the mGluR1 receptor reduces traumatic neuronal injury in vitro and improvesoOutcome after brain trauma.

Journal: Experimental neurology20010201

Title: Temperature-dependent separation of a delayed-onset long-lasting enhancement mediated by coactivation of NMDA and metabotropic glutamate receptors following a transient exposure of extracellular high Ca(2+).

Journal: Neuroscience20010101

Title: Group II metabotropic glutamate receptor activation protects striatal dopaminergic nerve terminals against MPP+-induced neurotoxicity along with brain-derived neurotrophic factor induction.

Journal: Journal of neurochemistry20010101

Title: Stimulation of metabotropic but not ionotropic glutamatergic receptors in the nucleus accumbens is required for the D-amphetamine-induced release of functional dopamine.

Journal: Neuroscience20010101

Title: Metabotropic glutamate receptor 5 mediates the potentiation of N-methyl-D-aspartate responses in medium spiny striatal neurons.

Journal: Neuroscience20010101

Title: Effects of blockade of metabotropic glutamate receptors in the subthalamic nucleus on haloperidol-induced Parkinsonism in rats.

Journal: Neuroscience letters20000317

Title: Synthesis and pharmacological characterization of all sixteen stereoisomers of 2-(2'-carboxy-3'-phenylcyclopropyl)glycine. Focus on (2S,1'S,2'S,3'R)-2-(2'-carboxy-3'-phenylcyclopropyl)glycine, a novel and selective group II metabotropic glutamate receptors antagonist.

Journal: Journal of medicinal chemistry19960524

Title: Pharmacological analysis of 4-carboxyphenylglycine derivatives: comparison of effects on mGluR1 alpha and mGluR5a subtypes.

Journal: Neuropharmacology19950801

Title: Yang B et al. Regulation of GABA Equilibrium Potential by mGluRs in Rat Hippocampal CA1 Neurons. PLoS One, 2015 Sep 21, 10(9):e0138215.

Title: Fiona Yeuk-Lun Choi, et al. The effects of (RS)-MCPG on amphetamine-induced sensitization in neonatal rats.

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