CAS 14561-55-8 | Glutamic acid, 4-methyl- | CAS Number 14561-55-8

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14561-55-8 | Glutamic acid, 4-methyl-

CAS No: 14561-55-8 Catalog No: AG001D8L MDL No:

Product Description

Catalog Number:

AG001D8L

Chemical Name:

Glutamic acid, 4-methyl-

CAS Number:

14561-55-8

Molecular Formula:

C6H11NO4

Molecular Weight:

161.1558

IUPAC Name:

2-amino-4-methylpentanedioic acid

InChI:

InChI=1S/C6H11NO4/c1-3(5(8)9)2-4(7)6(10)11/h3-4H,2,7H2,1H3,(H,8,9)(H,10,11)

InChI Key:

KRKRAOXTGDJWNI-UHFFFAOYSA-N

SMILES:

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

Properties

Complexity:

168

Compound Is Canonicalized:

Yes

Covalently-Bonded Unit Count:

Defined Atom Stereocenter Count:

Defined Bond Stereocenter Count:

Exact Mass:

161.069g/mol

Formal Charge:

Heavy Atom Count:

Hydrogen Bond Acceptor Count:

Hydrogen Bond Donor Count:

Isotope Atom Count:

Molecular Weight:

161.157g/mol

Monoisotopic Mass:

161.069g/mol

Rotatable Bond Count:

Topological Polar Surface Area:

101A^2

Undefined Atom Stereocenter Count:

Undefined Bond Stereocenter Count:

XLogP3:

-2.9

Literature

Title	Journal
Modulation of neurite outgrowth by activation of calcium-permeable kainate receptors expressed by rat nociceptive-like dorsal root ganglion neurons.	Developmental neurobiology 20111001
Furthering pharmacological and physiological assessment of the glutamatergic receptors at the Drosophila neuromuscular junction.	Comparative biochemistry and physiology. Toxicology & pharmacology : CBP 20091101
Kinetic basis of partial agonism at NMDA receptors.	Nature neuroscience 20090901
Stereocontrolled synthesis and pharmacological evaluation of azetidine-2,3-dicarboxylic acids at NMDA receptors.	ChemMedChem 20090101
Comparison of [(3)H]-(2S,4R)-4-methylglutamate and [(3)H]D-aspartate as ligands for binding and autoradiographic analyses of glutamate transporters.	Neurochemistry international 20071201
Retigabine-induced population primary afferent hyperpolarisation in vitro.	Neuropharmacology 20060901
Altered long-term synaptic plasticity and kainate-induced Ca2+ transients in the substantia gelatinosa neurons in GLU(K6)-deficient mice.	Brain research. Molecular brain research 20051207
Crystal structures of the GluR5 and GluR6 ligand binding cores: molecular mechanisms underlying kainate receptor selectivity.	Neuron 20050217
Functional analysis of glutamate transporters in excitatory synaptic transmission of GLAST1 and GLAST1/EAAC1 deficient mice.	Brain research. Molecular brain research 20040928
Acute and late effects on induction of allodynia by acromelic acid, a mushroom poison related structurally to kainic acid.	British journal of pharmacology 20040601
Binding and transport of [3H](2S,4R)- 4-methylglutamate, a new ligand for glutamate transporters, demonstrate labeling of EAAT1 in cultured murine astrocytes.	Journal of neuroscience research 20040315
Valproic acid inhibits histone deacetylase activity and suppresses excitotoxicity-induced GAPDH nuclear accumulation and apoptotic death in neurons.	The pharmacogenomics journal 20040101
Functional properties of spontaneous EPSCs and non-NMDA receptors in rod amacrine (AII) cells in the rat retina.	The Journal of physiology 20030615
SYM 2081, an agonist that desensitizes kainate receptors, attenuates capsaicin and inflammatory hyperalgesia.	Brain research 20030530
Regulation of kainate receptors by protein kinase C and metabotropic glutamate receptors.	The Journal of physiology 20030501
Low-affinity kainate receptor-mediated events reduce the protective activity of phenobarbital and diphenylhydantoin against maximal electroshock in mice.	Neuropharmacology 20021201
Modulation of spinal nociception by GluR5 kainate receptor ligands in acute and hyperalgesic states and the role of gabaergic mechanisms.	Neuropharmacology 20020901
A non-excitatory paradigm of glutamate toxicity.	Journal of neurophysiology 20020301
Regional mapping of low-affinity kainate receptors in mouse brain using [(3)H](2S,4R)-4-methylglutamate autoradiography.	European journal of pharmacology 20011123
Role of kainate receptor activation and desensitization on the [Ca(2+)](i) changes in cultured rat hippocampal neurons.	Journal of neuroscience research 20010901
[(3)H](2S,4R)-4-Methylglutamate: a novel ligand for the characterization of glutamate transporters.	Journal of neurochemistry 20010601
Synthesis and receptor binding affinity of new selective GluR5 ligands.	Bioorganic & medicinal chemistry 20010401
Role of non-NMDA receptors in vasopressin and oxytocin release from rat hypothalamo-neurohypophysial explants.	American journal of physiology. Regulatory, integrative and comparative physiology 20010201
LY339434, a GluR5 kainate receptor agonist.	Neuropharmacology 19980101
(2S,4R)-4-methylglutamic acid (SYM 2081): a selective, high-affinity ligand for kainate receptors.	The Journal of pharmacology and experimental therapeutics 19970101