Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C5H9NO4 |
| Molecular Weight | 147.1293 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 1 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
N[C@H](CCC(O)=O)C(O)=O
InChI
InChIKey=WHUUTDBJXJRKMK-GSVOUGTGSA-N
InChI=1S/C5H9NO4/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)/t3-/m1/s1
D-Glutamic acid is an essential constituent of the bacterial peptidoglycan structure. D-glutamate has been detected in blood, saliva, and urine, and trace quantities have been detected in mammalian tissues. Recently was found, that mitochondrial D-glutamate cyclase converts D-glutamate to 5-oxo-D-proline.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| 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 |
|
| Highly diastereoselective synthesis of trans-2,5-disubstituted tetrahydrofurans. | 2004 Apr 30 |
|
| Synthesis, theoretical and structural analyses, and enantiopharmacology of 3-carboxy homologs of AMPA. | 2004 Aug |
|
| 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 |
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| Exploring the GluR2 ligand-binding core in complex with the bicyclical AMPA analogue (S)-4-AHCP. | 2005 Apr |
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| Voltammetric studies of Zn and Fe complexes of EDTA: evidence for the push mechanism. | 2005 Feb |
|
| Crystal structure of the kainate receptor GluR5 ligand-binding core in complex with (S)-glutamate. | 2005 Feb 14 |
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| 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 |
|
| A binding site tyrosine shapes desensitization kinetics and agonist potency at GluR2. A mutagenic, kinetic, and crystallographic study. | 2005 Oct 21 |
|
| 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 |
|
| Glutamic acid adsorbed on Ag(110): direct and indirect molecular interactions. | 2009 May 6 |
|
| Taste preference and nerve response to 5'-inosine monophosphate are enhanced by glutathione in mice. | 2009 Nov |
|
| 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 |
Patents
Sample Use Guides
500 ml water plus 2 g (13.3 mmol) of D-glutamate was ingested within a 20-min period 1 h after a light breakfast (coffee, toast, and juice).
Route of Administration:
Oral
To investigate roles of 9030617O03Rik in D-glutamate metabolism, it was analyzed enzyme activity using cloned and purified the 9030617O03Rik protein. Following the purification of recombinant 9030617O03Rik, D-glutamate (10 mM as a substrate) degradation activity was confirmed. The in vitro enzyme assay showed no glutamate racemase activity or D-glutamate oxidase activity of the protein.
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DB02517
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ACTIVE MOIETY
