DL-Glutamic acid

Molecular FormulaC₅H₉NO₄
Average mass147.129 Da
Monoisotopic mass147.053162 Da
ChemSpider ID591

More details:

Systematic name
Glutamic acid
SMILES
C(CC(=O)O)C(C(=O)O)N
Std. InChi
InChI=1S/C5H9NO4/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)
Std. InChIKey
WHUUTDBJXJRKMK-UHFFFAOYSA-N
Cite this record
CSID:591, http://www.chemspider.com/Chemical-Structure.591.html (accessed 20:38, Jun 1, 2023)

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Names and Synonyms
Database ID(s)

Validated by Experts, Validated by Users, Non-Validated, Removed by Users

DL-Glutamic acid

(±)-Glutamic Acid

200-293-7 [EINECS]

2-Aminopentandisäure [German]

4-Amino-1,5-pentandioic acid

617-65-2 [RN]

a-Aminoglutaric Acid

Acide 2-aminopentanedioïque [French]

acide glutamique [French] [INN] [ACD/IUPAC Name]

acido glutamico [Spanish] [INN]

More...

acidum glutamicum [Latin] [INN]

aminoglutaric acid

glutamic acid

glutamic acid [INN] [ACD/IUPAC Name]

Glutamic acid, DL-

Glutaminsäure [German] [ACD/IUPAC Name]

hydrogen glutamate

(±)-Glutamic acid

(dl)-isoserine

(R,S)-2-Amino-pentanedioicacid

[617-65-2] [RN]

1,2-diaza-4-azanidacyclopenta-2,5-diene-3-carbonitrile;3-Cyano-1,2,4-triazole

101601-00-7 [RN]

14341-79-8 [RN]

1723799 [Beilstein]

1-amino-propane-1,3-dicarboxylic acid

1-Aminopropane-1,3-dicarboxylic acid

230-000-8 [EINECS]

2-Aminoglutaric acid

2-Aminopentanedioic acid

2-Amino-pentanedioic acid

2-azaniumyl-5-hydroxy-5-oxopentanoate

2IT

96927-56-9 [RN]

Acidalin

Acidogen

Acidoride

Acidothyn

Acidulen

Acidulin

Aciglumin

Aciglut

Aclor

Acridogen

Acridoride

Antalka

DB00142

dl-glutamic acid

DL-Glutamate

DL-Glutamic Acid-d5

DL-Glutamic-2,4,4-d3 Acid

dl-glutamicacid

DL-Glutaminic acid

Flanithin

Gastuloric

glt

Glusate

Glusatin

glut

Glutacid

glutamate [Wiki]

Glutamicol

Glutamidex

Glutamidin

glutaminic acid

Glutaminsaeure

Glutasin

Glutaton

Glutavene

H-DL-Glu-OH

H-Glu-OH

Hydrionic

Hypochylin

MFCD00063112 [MDL number]

MFCD00063113 [MDL number]

Muriamic

Pepsdol

Pepsidol

α-Aminoglutaric acid

α-Glutamic acid

穀氨酸 [Chinese]

Less...

Validated by Experts, Validated by Users, Non-Validated, Removed by Users

61LJO5I15S [DBID]

UNII:61LJO5I15S [DBID]

3KX376GY7L [DBID]

AI3-18472 [DBID]

AIDS160294 [DBID]

AIDS-160294 [DBID]

bmse000037 [DBID]

BRN 1723799 [DBID]

C00302 [DBID]

CCRIS 7314 [DBID]

More...

CHEBI:18237 [DBID]

EPA Pesticide Chemical Code 374350 [DBID]

FEMA No. 3285 [DBID]

LS-2420 [DBID]

LS-2487 [DBID]

LZ9648000 [DBID]

MFCD00002634 [DBID]

MFCD00150703 [DBID]

NCIOpen2_000764 [DBID]

NSC 143503 [DBID]

NSC 206301 [DBID]

NSC 9967 [DBID]

NSC135529 [DBID]

NSC142563 [DBID]

NSC143503 [DBID]

NSC163997 [DBID]

NSC206301 [DBID]

NSC620337 [DBID]

NSC77686 [DBID]

NSC9239 [DBID]

Q479989WEA [DBID]

Less...

Experimental data
Predicted - ACD/Labs
Predicted - EPISuite
Predicted - ChemAxon
Predicted - Mcule

Experimental Physico-chemical Properties

Experimental Melting Point:

201 °C Jean-Claude Bradley Open Melting Point Dataset 22419

199 °C (Decomposes) Oakwood [222002]

213 °C FooDB FDB012534, FDB012536

160 °C Wikidata Q181136

Experimental Boiling Point:

94-97 °C / 3 mm (283.5101-287.9182 °C / 760 mmHg) Oakwood [222002]

205 °C Wikidata Q181136

Miscellaneous

Chemical Class:

A macromolecule composed of repeating 2-amino-5-oxopentanoic acid units. ChEBI CHEBI:18237, CHEBI:53373

An <locant>alpha</locant>-amino acid that is glutaric acid bearing a single amino substituent at position 2. ChEBI CHEBI:18237, CHEBI:53373

An alpha-amino acid that is glutaric acid bearing a single amino substituent at position 2. ChEBI https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:18237

Compound Source:

(S)-reticuline biosynthesis I PlantCyc GLT, GLT

2 an oxidized ferredoxin [iron-sulfur] cluster + 2 L-glutamate <- 2-oxoglutarate + L-glutamine + 2 a reduced ferredoxin [iron-sulfur] cluster + 2 H+ PlantCyc GLT

2 ATP + L-glutamine + hydrogencarbonate + H2O -> L-glutamate + 2 ADP + carbamoyl phosphate + phosphate + 2 H+ PlantCyc GLT, GLT, GLT, GLT

2 ATP + L-glutamine + hydrogencarbonate + H2O -> L-glutamate + carbamoyl phosphate + 2 ADP + phosphate + 2 H+ PlantCyc GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT

2 L-glutamate + NADP+ <- L-glutamine + 2-oxoglutarate + NADPH + H+ PlantCyc GLT

2'-deoxymugineic acid phytosiderophore biosynthesis PlantCyc GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT

2-oxoglutarate + L-glutamine + 2 a reduced ferredoxin [iron-sulfur] cluster + 2 H+ -> 2 an oxidized ferredoxin [iron-sulfur] cluster + 2 L-glutamate PlantCyc GLT, GLT, GLT

2-oxoglutarate + L-glutamine + 2 a reduced ferredoxin [iron-sulfur] cluster + 2 H+ -> 2 L-glutamate + 2 an oxidized ferredoxin [iron-sulfur] cluster PlantCyc GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT

4-hydroxybenzoate biosynthesis I (eukaryotes) PlantCyc GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT

5-aminoimidazole ribonucleotide biosynthesis II PlantCyc GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT

acridone alkaloid biosynthesis PlantCyc GLT, GLT

Aegilops tauschii PlantCyc GLT

aldehydo-D-ribose 5-phosphate + D-glyceraldehyde 3-phosphate + L-glutamine -> pyridoxal 5'-phosphate + L-glutamate + phosphate + 3 H2O + H+ PlantCyc GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT

aldehydo-D-ribose 5-phosphate + D-glyceraldehyde 3-phosphate + L-glutamine -> pyridoxal 5'-phosphate + L-glutamate + phosphate + H+ + 3 H2O PlantCyc GLT, GLT, GLT, GLT, GLT, GLT

alliin metabolism PlantCyc GLT

Amaranthus hypochondriacus PlantCyc GLT

Amborella trichopoda PlantCyc GLT

Anacardium occidentale PlantCyc GLT

Ananas comosus PlantCyc GLT

Aquilegia coerulea PlantCyc GLT

Arabidopsis halleri PlantCyc GLT

Arabidopsis lyrata PlantCyc GLT

Arabidopsis thaliana col PlantCyc GLT

Asparagus officinalis PlantCyc GLT

ATP + L-glutamine + XMP + XMP + L-glutamine + ATP + H2O + H2O -> AMP + GMP + L-glutamate + L-glutamate + GMP + AMP + diphosphate + diphosphate + 2 H+ + 2 H+ PlantCyc GLT

Beta vulgaris subsp. vulgaris PlantCyc GLT

Boechera stricta PlantCyc GLT

Brachypodium distachyon PlantCyc GLT

Brassica napus PlantCyc GLT

Brassica oleracea var. capitata PlantCyc GLT

Brassica oleracea var. oleracea PlantCyc GLT

Brassica rapa FPsc PlantCyc GLT

Brassica rapa subsp. pekinensis PlantCyc GLT

C4 photosynthetic carbon assimilation cycle, NAD-ME type PlantCyc GLT, GLT, GLT, GLT

C4 photosynthetic carbon assimilation cycle, PEPCK type PlantCyc GLT, GLT

Calotropis gigantea PlantCyc GLT

camalexin biosynthesis PlantCyc GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT

Camptotheca acuminata PlantCyc GLT

Cannabis sativa PlantCyc GLT

Capsella grandiflora PlantCyc GLT

Capsella rubella PlantCyc GLT

Capsicum annuum PlantCyc GLT

Carica papaya PlantCyc GLT

Catharanthus roseus PlantCyc GLT

Chenopodium quinoa PlantCyc GLT

Chlamydomonas reinhardtii PlantCyc GLT

Chromochloris zofingiensis PlantCyc GLT

Cicer arietinum PlantCyc GLT

Citrus clementina PlantCyc GLT

Citrus sinensis PlantCyc GLT

cobyrinate + 2 L-glutamine + 2 ATP + 2 H2O -> cob(II)yrinate a,c-diamide + 2 L-glutamate + 2 ADP + 2 phosphate + 2 H+ PlantCyc GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT

Coccomyxa subellipsoidea C-169 PlantCyc GLT

Corchorus capsularis PlantCyc GLT

Cucumis sativus PlantCyc GLT

Daucus carota subsp. sativus PlantCyc GLT

Dianthus caryophyllus PlantCyc GLT

Dioscorea rotundata PlantCyc GLT

ethylene biosynthesis II (microbes) PlantCyc GLT, GLT

Eucalyptus grandis PlantCyc GLT

Eutrema salsugineum PlantCyc GLT

folate polyglutamylation II PlantCyc GLT, GLT, GLT, GLT, GLT, GLT

Fragaria vesca subsp. vesca PlantCyc GLT

gamma-glutamyl cycle (plant pathway) PlantCyc GLT, GLT

glucosinolate biosynthesis from dihomomethionine PlantCyc GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT

glucosinolate biosynthesis from hexahomomethionine PlantCyc GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT

glucosinolate biosynthesis from homomethionine PlantCyc GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT

glucosinolate biosynthesis from pentahomomethionine PlantCyc GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT

glucosinolate biosynthesis from phenylalanine PlantCyc GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT

glucosinolate biosynthesis from tetrahomomethionine PlantCyc GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT

glucosinolate biosynthesis from trihomomethionine PlantCyc GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT

glucosinolate biosynthesis from tryptophan PlantCyc GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT

glutamate-glutamine shuttle PlantCyc GLT, GLT

glutathione degradation PlantCyc GLT, GLT, GLT, GLT, GLT, GLT

glutathione-mediated detoxification II PlantCyc GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT

glycine biosynthesis PlantCyc GLT, GLT, GLT, GLT, GLT

Glycine max PlantCyc GLT

Gossypium raimondii PlantCyc GLT

Helianthus annuus PlantCyc GLT

homoglutathione biosynthesis PlantCyc GLT, GLT, GLT, GLT, GLT, GLT, GLT

Hordeum vulgare subsp. vulgare PlantCyc GLT

Humulus lupulus var. lupulus PlantCyc GLT

indole glucosinolate activation (intact plant cell) PlantCyc GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT

indole-3-acetate biosynthesis II PlantCyc GLT, GLT, GLT

Inorganic Nitrogen Assimilation PlantCyc GLT

Kalanchoe fedtschenkoi PlantCyc GLT

Kalanchoe laxiflora PlantCyc GLT

L-arginine degradation I (arginase pathway) PlantCyc GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT

L-asparagine biosynthesis III (tRNA-dependent) PlantCyc GLT, GLT

L-aspartate degradation II PlantCyc GLT, GLT, GLT, GLT, GLT

L-citrulline biosynthesis PlantCyc GLT, GLT

Leersia perrieri PlantCyc GLT

L-glutamate biosynthesis I PlantCyc GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT

L-glutamate biosynthesis II PlantCyc GLT, GLT, GLT, GLT, GLT, GLT

L-glutamate biosynthesis III PlantCyc GLT, GLT, GLT, GLT

L-glutamate degradation I PlantCyc GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT

L-glutamate degradation IV PlantCyc GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT

L-glutamine + 2-oxoglutarate + NADPH + H+ -> 2 L-glutamate + NADP+ PlantCyc GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT

L-glutamine + L-aspartate + ATP + H2O -> L-glutamate + L-asparagine + AMP + diphosphate + H+ PlantCyc GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT

L-glutamine biosynthesis III PlantCyc GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT, GLT

Linum usitatissimum PlantCyc GLT

L-lysine biosynthesis I PlantCyc GLT

L-lysine biosynthesis VI PlantCyc

DL-Glutamic acid

More details:

Experimental Melting Point:

Experimental Boiling Point:

Chemical Class:

Compound Source: