MONOSODIUM DL-GLUTAMATE

Details

Stereochemistry	RACEMIC
Molecular Formula	C5H7NO4.Na.H
Molecular Weight	169.1111
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H+].[Na+].NC(CCC([O-])=O)C([O-])=O

InChI

InChIKey=LPUQAYUQRXPFSQ-UHFFFAOYSA-M

InChI=1S/C5H9NO4.Na/c6-3(5(9)10)1-2-4(7)8;/h3H,1-2,6H2,(H,7,8)(H,9,10);/q;+1/p-1

HIDE SMILES / InChI

Molecular Formula	Na
Molecular Weight	22.9898
Charge	1
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	H
Molecular Weight	1.0079
Charge	1
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	C5H7NO4
Molecular Weight	145.1134
Charge	-2
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/9501533 | https://www.ncbi.nlm.nih.gov/pubmed/11770258

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
		15023641
Synthesis and pharmacology of 3-isoxazolol amino acids as selective antagonists at group I metabotropic glutamic acid receptors.	2001 Mar 29	11297452
The AMPA receptor binding site: focus on agonists and competitive antagonists.	2002	11945136
Selective antagonists at group I metabotropic glutamate receptors: synthesis and molecular pharmacology of 4-aryl-3-isoxazolol amino acids.	2002 Feb 14	11831912
Calcium diglutamate improves taste characteristics of lower-salt soup.	2002 Jun	12032651
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	12585893
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 Jan 17	12470714
Antifreeze activities of poly(gamma-glutamic acid) produced by Bacillus licheniformis.	2003 Oct	14626412
Highly diastereoselective synthesis of trans-2,5-disubstituted tetrahydrofurans.	2004 Apr 30	15104476
Synthesis, theoretical and structural analyses, and enantiopharmacology of 3-carboxy homologs of AMPA.	2004 Aug	15236343
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	15231409
Stereospecific activity of two glutamate analogs.	2004 Nov	15390087
Umami taste responses are mediated by alpha-transducin and alpha-gustducin.	2004 Sep 1	15342734
Transport of thalidomide by the human intestinal caco-2 monolayers.	2005 Jan-Jun	16010862
Azetidinic amino acids: stereocontrolled synthesis and pharmacological characterization as ligands for glutamate receptors and transporters.	2005 Nov 7	16240010
A binding site tyrosine shapes desensitization kinetics and agonist potency at GluR2. A mutagenic, kinetic, and crystallographic study.	2005 Oct 21	16103115
The structure of a mixed GluR2 ligand-binding core dimer in complex with (S)-glutamate and the antagonist (S)-NS1209.	2006 Apr 7	16483599
Functional characterisation of homomeric ionotropic glutamate receptors GluR1-GluR6 in a fluorescence-based high throughput screening assay.	2006 Feb	16475972
Electroreductive intramolecular coupling of aromatic imino esters: is four-membered cyclization much more favorable than six-membered cyclization?	2006 Mar 30	16562882
Glutamatergic autoinhibition of quantal release augments the early phase of releases after a depolarization pulse.	2006 May	16817872
Toward an improved understanding of the glutamate mutase system.	2007 Feb 14	17249667
Synthesis of bicyclic sigma receptor ligands with cytotoxic activity.	2007 Nov 29	17967001
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 Jul 24	18578477
Dancing of the second aromatic residue around the 6,8-diazabicyclo[3.2.2]nonane framework: influence on sigma receptor affinity and cytotoxicity.	2009 Apr 9	19243173
Relationships between the structure of 6-allyl-6,8-diazabicyclo[3.2.2]nonane derivatives and their sigma receptor affinity and cytotoxic activity.	2009 Jan 15	19081725
Expression of the pgsB encoding the poly-gamma-DL-glutamate synthetase of Bacillus subtilis (natto).	2009 May	19420703
Glutamic acid adsorbed on Ag(110): direct and indirect molecular interactions.	2009 May 6	21825447
RNA polymerase activity and specific RNA structure are required for efficient HCV replication in cultured cells.	2010 Apr 29	20442786
Analysis of Monosodium l-Glutamate in Food Products by High-Performance Thin Layer Chromatography.	2010 Jul	21042489
Self-assembly of (S)-glutamic acid on Ag(100): a combined LT-STM and ab initio investigation.	2010 May 18	20158258
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	20857912

Substance Class	Chemical Created by `admin` on `Sat Dec 16 11:16:24 GMT 2023` Edited by `admin` on `Sat Dec 16 11:16:24 GMT 2023`
Record UNII	LX3YQ006AP
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

MONOSODIUM DL-GLUTAMATE

Systematic Name

English

GLUTAMIC ACID, MONOSODIUM SALT, DL-

Common Name

English

Code System Code Type Description

EPA CompTox

DTXSID4020905