Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C5H9NO4 |
| Molecular Weight | 147.1293 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
NC(CCC(O)=O)C(O)=O
InChI
InChIKey=WHUUTDBJXJRKMK-UHFFFAOYSA-N
InChI=1S/C5H9NO4/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)
| Molecular Formula | C5H9NO4 |
| Molecular Weight | 147.1293 |
| Charge | 0 |
| Count |
|
| Stereochemistry | RACEMIC |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Optical Activity | ( + / - ) |
D,L-Glutamic acid is a mixture of naturally occurring proteinogenic L-glutamic acid and non-proteinogenic D-glutamic acid. D,L-Glutamic acid is used to study mechanisms of crystal formation and self-assembly on surfaces and copolymer development. D-Glutamic acid is a component of bacterial peptidoglycans, produced by glutamate racemase.
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Resolution, configurational assignment, and enantiopharmacology at glutamate receptors of 2-amino-3-(3-carboxy-5-methyl-4-isoxazolyl)propionic acid (ACPA) and demethyl-ACPA. | 2001 |
|
| Interconversion of (S)-glutamate and (2S,3S)-3-methylaspartate: a distinctive B(12)-dependent carbon-skeleton rearrangement. | 2001 Aug 22 |
|
| Synthesis and pharmacology of 3-isoxazolol amino acids as selective antagonists at group I metabotropic glutamic acid receptors. | 2001 Mar 29 |
|
| The AMPA receptor binding site: focus on agonists and competitive antagonists. | 2002 |
|
| Selective antagonists at group I metabotropic glutamate receptors: synthesis and molecular pharmacology of 4-aryl-3-isoxazolol amino acids. | 2002 Feb 14 |
|
| Novel 1-hydroxyazole bioisosteres of glutamic acid. Synthesis, protolytic properties, and pharmacology. | 2002 Jan 3 |
|
| Biochemistry and molecular genetics of poly-gamma-glutamate synthesis. | 2002 Jun |
|
| Rational design, synthesis, and pharmacological evaluation of 2-azanorbornane-3-exo,5-endo-dicarboxylic acid: a novel conformationally restricted glutamic acid analogue. | 2003 Feb 21 |
|
| Nutritional requirements of Pochonia chlamydospora and ARF18, fungal parasites of nematode eggs. | 2003 May |
|
| Antifreeze activities of poly(gamma-glutamic acid) produced by Bacillus licheniformis. | 2003 Oct |
|
| Betaxanthin formation and free amino acids in hairy roots of Beta vulgaris var. lutea depending on nutrient medium and glutamate or glutamine feeding. | 2004 May |
|
| Umami taste responses are mediated by alpha-transducin and alpha-gustducin. | 2004 Sep 1 |
|
| Exploring the GluR2 ligand-binding core in complex with the bicyclical AMPA analogue (S)-4-AHCP. | 2005 Apr |
|
| Crystal structure of the kainate receptor GluR5 ligand-binding core in complex with (S)-glutamate. | 2005 Feb 14 |
|
| Transport of thalidomide by the human intestinal caco-2 monolayers. | 2005 Jan-Jun |
|
| Molecular modeling directed synthesis of a bicyclic analogue of the delta opioid receptor agonist SNC 80. | 2005 Jun |
|
| Azetidinic amino acids: stereocontrolled synthesis and pharmacological characterization as ligands for glutamate receptors and transporters. | 2005 Nov 7 |
|
| Molecular ordering and adsorbate induced faceting in the Ag{110}-(S)-glutamic acid system. | 2005 Oct 11 |
|
| A binding site tyrosine shapes desensitization kinetics and agonist potency at GluR2. A mutagenic, kinetic, and crystallographic study. | 2005 Oct 21 |
|
| Functional characterisation of homomeric ionotropic glutamate receptors GluR1-GluR6 in a fluorescence-based high throughput screening assay. | 2006 Feb |
|
| Rational design and enantioselective synthesis of (1R,4S,5R,6S)-3-azabicyclo[3.3.0]octane-4,6-dicarboxylic acid - a novel inhibitor at human glutamate transporter subtypes 1, 2, and 3. | 2006 Jan 12 |
|
| Investigating the mechanism of chiral surface reactions: the interaction of methylacetoacetate with (S)-glutamic Acid modified Ni{111}. | 2006 Jan 3 |
|
| Electroreductive intramolecular coupling of aromatic imino esters: is four-membered cyclization much more favorable than six-membered cyclization? | 2006 Mar 30 |
|
| Glutamatergic autoinhibition of quantal release augments the early phase of releases after a depolarization pulse. | 2006 May |
|
| Response properties of the pharyngeal branch of the glossopharyngeal nerve for umami taste in mice and rats. | 2007 Apr 24 |
|
| Partial agonism and antagonism of the ionotropic glutamate receptor iGLuR5: structures of the ligand-binding core in complex with domoic acid and 2-amino-3-[5-tert-butyl-3-(phosphonomethoxy)-4-isoxazolyl]propionic acid. | 2007 Aug 31 |
|
| Toward an improved understanding of the glutamate mutase system. | 2007 Feb 14 |
|
| Synthesis of bicyclic sigma receptor ligands with cytotoxic activity. | 2007 Nov 29 |
|
| Synthesis of bridged piperazines with sigma receptor affinity. | 2007 Oct |
|
| On the importance of ribose orientation in the substrate activation of the coenzyme B12-dependent mutases. | 2009 Aug 24 |
|
| Excitatory amino acid transporters as potential drug targets. | 2009 Jun |
|
| Expression of the pgsB encoding the poly-gamma-DL-glutamate synthetase of Bacillus subtilis (natto). | 2009 May |
|
| Glutamic acid adsorbed on Ag(110): direct and indirect molecular interactions. | 2009 May 6 |
|
| RNA polymerase activity and specific RNA structure are required for efficient HCV replication in cultured cells. | 2010 Apr 29 |
|
| Analysis of Monosodium l-Glutamate in Food Products by High-Performance Thin Layer Chromatography. | 2010 Jul |
|
| Self-assembly of (S)-glutamic acid on Ag(100): a combined LT-STM and ab initio investigation. | 2010 May 18 |
|
| Structure-activity relationship study of first selective inhibitor of excitatory amino acid transporter subtype 1: 2-Amino-4-(4-methoxyphenyl)-7-(naphthalen-1-yl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile (UCPH-101). | 2010 Oct 14 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:08:34 UTC 2023
by
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on
Fri Dec 15 15:08:34 UTC 2023
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| Record UNII |
61LJO5I15S
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| Record Status |
Validated (UNII)
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