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 |
|---|---|---|
| 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). | 2010-10-14 |
|
| Analysis of Monosodium l-Glutamate in Food Products by High-Performance Thin Layer Chromatography. | 2010-07 |
|
| Self-assembly of (S)-glutamic acid on Ag(100): a combined LT-STM and ab initio investigation. | 2010-05-18 |
|
| RNA polymerase activity and specific RNA structure are required for efficient HCV replication in cultured cells. | 2010-04-29 |
|
| Taste preference and nerve response to 5'-inosine monophosphate are enhanced by glutathione in mice. | 2009-11 |
|
| On the importance of ribose orientation in the substrate activation of the coenzyme B12-dependent mutases. | 2009-08-24 |
|
| The glutamate receptor GluR5 agonist (S)-2-amino-3-(3-hydroxy-7,8-dihydro-6H-cyclohepta[d]isoxazol-4-yl)propionic acid and the 8-methyl analogue: synthesis, molecular pharmacology, and biostructural characterization. | 2009-08-13 |
|
| Excitatory amino acid transporters as potential drug targets. | 2009-06 |
|
| Glutamic acid adsorbed on Ag(110): direct and indirect molecular interactions. | 2009-05-06 |
|
| Expression of the pgsB encoding the poly-gamma-DL-glutamate synthetase of Bacillus subtilis (natto). | 2009-05 |
|
| Dancing of the second aromatic residue around the 6,8-diazabicyclo[3.2.2]nonane framework: influence on sigma receptor affinity and cytotoxicity. | 2009-04-09 |
|
| Relationships between the structure of 6-allyl-6,8-diazabicyclo[3.2.2]nonane derivatives and their sigma receptor affinity and cytotoxic activity. | 2009-01-15 |
|
| Chemo-enzymatic synthesis of (2S,4R)-2-amino-4-(3-(2,2-diphenylethylamino)-3-oxopropyl)pentanedioic acid: a novel selective inhibitor of human excitatory amino acid transporter subtype 2. | 2008-07-24 |
|
| Synthesis of bicyclic sigma receptor ligands with cytotoxic activity. | 2007-11-29 |
|
| Synthesis of bridged piperazines with sigma receptor affinity. | 2007-10 |
|
| 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. | 2007-08-31 |
|
| Response properties of the pharyngeal branch of the glossopharyngeal nerve for umami taste in mice and rats. | 2007-04-24 |
|
| Toward an improved understanding of the glutamate mutase system. | 2007-02-14 |
|
| Glutamatergic autoinhibition of quantal release augments the early phase of releases after a depolarization pulse. | 2006-05 |
|
| The structure of a mixed GluR2 ligand-binding core dimer in complex with (S)-glutamate and the antagonist (S)-NS1209. | 2006-04-07 |
|
| Electroreductive intramolecular coupling of aromatic imino esters: is four-membered cyclization much more favorable than six-membered cyclization? | 2006-03-30 |
|
| Functional characterisation of homomeric ionotropic glutamate receptors GluR1-GluR6 in a fluorescence-based high throughput screening assay. | 2006-02 |
|
| 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. | 2006-01-12 |
|
| Investigating the mechanism of chiral surface reactions: the interaction of methylacetoacetate with (S)-glutamic Acid modified Ni{111}. | 2006-01-03 |
|
| Azetidinic amino acids: stereocontrolled synthesis and pharmacological characterization as ligands for glutamate receptors and transporters. | 2005-11-07 |
|
| A binding site tyrosine shapes desensitization kinetics and agonist potency at GluR2. A mutagenic, kinetic, and crystallographic study. | 2005-10-21 |
|
| Molecular ordering and adsorbate induced faceting in the Ag{110}-(S)-glutamic acid system. | 2005-10-11 |
|
| Transport of thalidomide by the human intestinal caco-2 monolayers. | 2005-07-14 |
|
| Molecular modeling directed synthesis of a bicyclic analogue of the delta opioid receptor agonist SNC 80. | 2005-06 |
|
| Exploring the GluR2 ligand-binding core in complex with the bicyclical AMPA analogue (S)-4-AHCP. | 2005-04 |
|
| Crystal structure of the kainate receptor GluR5 ligand-binding core in complex with (S)-glutamate. | 2005-02-14 |
|
| Voltammetric studies of Zn and Fe complexes of EDTA: evidence for the push mechanism. | 2005-02 |
|
| Stereoselective inhibition of glutamate carboxypeptidase by organophosphorus derivatives of glutamic acid. | 2004-11-15 |
|
| Stereospecific activity of two glutamate analogs. | 2004-11 |
|
| Umami taste responses are mediated by alpha-transducin and alpha-gustducin. | 2004-09-01 |
|
| Synthesis, theoretical and structural analyses, and enantiopharmacology of 3-carboxy homologs of AMPA. | 2004-08 |
|
| Betaxanthin formation and free amino acids in hairy roots of Beta vulgaris var. lutea depending on nutrient medium and glutamate or glutamine feeding. | 2004-05 |
|
| Highly diastereoselective synthesis of trans-2,5-disubstituted tetrahydrofurans. | 2004-04-30 |
|
| Antifreeze activities of poly(gamma-glutamic acid) produced by Bacillus licheniformis. | 2003-10 |
|
| Nutritional requirements of Pochonia chlamydospora and ARF18, fungal parasites of nematode eggs. | 2003-05 |
|
| Rational design, synthesis, and pharmacological evaluation of 2-azanorbornane-3-exo,5-endo-dicarboxylic acid: a novel conformationally restricted glutamic acid analogue. | 2003-02-21 |
|
| Synthesis and structure-activity relationship studies of novel 2-diarylethyl substituted (2-carboxycycloprop-1-yl)glycines as high-affinity group II metabotropic glutamate receptor ligands. | 2003-01-17 |
|
| Anandamide uptake by synaptosomes from human, mouse and rat brain: inhibition by glutamine and glutamate. | 2002-09-03 |
|
| Biochemistry and molecular genetics of poly-gamma-glutamate synthesis. | 2002-06 |
|
| Calcium diglutamate improves taste characteristics of lower-salt soup. | 2002-06 |
|
| Selective antagonists at group I metabotropic glutamate receptors: synthesis and molecular pharmacology of 4-aryl-3-isoxazolol amino acids. | 2002-02-14 |
|
| Novel 1-hydroxyazole bioisosteres of glutamic acid. Synthesis, protolytic properties, and pharmacology. | 2002-01-03 |
|
| The AMPA receptor binding site: focus on agonists and competitive antagonists. | 2002 |
|
| Interconversion of (S)-glutamate and (2S,3S)-3-methylaspartate: a distinctive B(12)-dependent carbon-skeleton rearrangement. | 2001-08-22 |
|
| 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 |
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.
| Name | Type | Language | ||
|---|---|---|---|---|
|
Systematic Name | English | ||
|
Preferred Name | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Common Name | English |
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
48096
Created by
admin on Mon Mar 31 20:40:09 GMT 2025 , Edited by admin on Mon Mar 31 20:40:09 GMT 2025
|
PRIMARY | |||
|
1428878
Created by
admin on Mon Mar 31 20:40:09 GMT 2025 , Edited by admin on Mon Mar 31 20:40:09 GMT 2025
|
PRIMARY | RxNorm | ||
|
DB02517
Created by
admin on Mon Mar 31 20:40:09 GMT 2025 , Edited by admin on Mon Mar 31 20:40:09 GMT 2025
|
PRIMARY | |||
|
77686
Created by
admin on Mon Mar 31 20:40:09 GMT 2025 , Edited by admin on Mon Mar 31 20:40:09 GMT 2025
|
PRIMARY | |||
|
230-000-8
Created by
admin on Mon Mar 31 20:40:09 GMT 2025 , Edited by admin on Mon Mar 31 20:40:09 GMT 2025
|
PRIMARY | |||
|
DTXSID1048675
Created by
admin on Mon Mar 31 20:40:09 GMT 2025 , Edited by admin on Mon Mar 31 20:40:09 GMT 2025
|
PRIMARY | |||
|
m5775
Created by
admin on Mon Mar 31 20:40:09 GMT 2025 , Edited by admin on Mon Mar 31 20:40:09 GMT 2025
|
PRIMARY | Merck Index | ||
|
6893-26-1
Created by
admin on Mon Mar 31 20:40:09 GMT 2025 , Edited by admin on Mon Mar 31 20:40:09 GMT 2025
|
PRIMARY | |||
|
15966
Created by
admin on Mon Mar 31 20:40:09 GMT 2025 , Edited by admin on Mon Mar 31 20:40:09 GMT 2025
|
PRIMARY | |||
|
23327
Created by
admin on Mon Mar 31 20:40:09 GMT 2025 , Edited by admin on Mon Mar 31 20:40:09 GMT 2025
|
PRIMARY | |||
|
Q479989WEA
Created by
admin on Mon Mar 31 20:40:09 GMT 2025 , Edited by admin on Mon Mar 31 20:40:09 GMT 2025
|
PRIMARY |
ACTIVE MOIETY
