Product Name

  • Name

    L-Glutamic acid (alpha)

  • EINECS 200-293-7
  • CAS No. 56-86-0
  • Article Data429
  • CAS DataBase
  • Density 1.41 g/cm3
  • Solubility 7.5 g/L (20 °C) in water
  • Melting Point 205 °C (dec.)(lit.)
  • Formula C5H9NO4
  • Boiling Point 333.783 °C at 760 mmHg
  • Molecular Weight 147.131
  • Flash Point 155.667 °C
  • Transport Information
  • Appearance White cryst. powder
  • Safety 24/25-36-26
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 56-86-0 (L-Glutamic acid (alpha))
  • Hazard Symbols IrritantXi
  • Synonyms 1-Aminopropane-1,3-dicarboxylic acid;2-Aminopentanedioic acid;2-Aminopentanedioic acid, (S)-;AI3-18472;Acide glutamique;Acido glutamico;Acidum glutamicum;Acidum glutaminicum;Aciglut;CCRIS 7314;D-Glutamiensuur;EPA Pesticide Chemical Code 374350;FEMA No. 3285;Glusate;Glutacid;Glutamate, L-;Glutamic acid (H-3);Glutamic acid (VAN);Glutamic acid, (S)-;Glutamicol;Glutamidex;Glutaminic acid;Glutaminic acid (VAN);Glutaminol;Glutaton;L-2-Aminoglutaric acid;L-Glutaminic acid;NSC 143503;Pentanedioic acid, 2-amino-, (S)-;UNII-3KX376GY7L;alpha-Aminoglutaric acid;alpha-Aminoglutaric acid (VAN);
  • PSA 100.62000
  • LogP -0.03660

Synthetic route

L-glutamic acid
56-86-0

L-glutamic acid

Conditions
ConditionsYield
With dimethylsulfide; hydrogen fluoride; methoxybenzene at 0℃; for 1h; Product distribution; Rate constant; other concentration of reagents;100%
With dimethylsulfide; trifluorormethanesulfonic acid; 30 (v/v); trifluoroacetic acid at 0℃; for 4h; Yield given;
With trifluoroacetic acid In dichloromethane at 20℃; Rate constant;
With recombinant Pseudomonas nitroreducens IFO12694 γ-glutamyltranspeptidase at 30℃; for 0.0333333h; pH=10.5; aq. buffer; Enzymatic reaction;
With E. coli BL21 Star (DE3) S30 extract In aq. buffer at 37℃; for 6h; pH=7.5;
Boc-Glu(OBzl)-OH
13574-13-5

Boc-Glu(OBzl)-OH

L-glutamic acid
56-86-0

L-glutamic acid

Conditions
ConditionsYield
With Nafion H; dimethylsulfide; 3-methyl-phenol; trifluoroacetic acid for 3h;100%
With dimethylsulfide; hydrogen fluoride at 0℃; for 2h; Product distribution; Var.: HF in anisole;100%
Z(OMe)-Glu(OBzl)-OH
23506-06-1

Z(OMe)-Glu(OBzl)-OH

L-glutamic acid
56-86-0

L-glutamic acid

Conditions
ConditionsYield
With trimethylsilyl trifluoromethanesulfonate; diphenyl sulfide In trifluoroacetic acid at 0℃; for 0.5h; Product distribution; New peptide deprotection procedure: hard-soft acid-base concept; the role of soft bases (thioanisole, dimethylsulfide, diphenylsulfide) employed.;100%
N-α-tert-butyloxycarbonyl-glutamic acid, γ-cyclohexyl ester
73821-97-3

N-α-tert-butyloxycarbonyl-glutamic acid, γ-cyclohexyl ester

L-glutamic acid
56-86-0

L-glutamic acid

Conditions
ConditionsYield
With phenylthiotrimethylsilane; pertrimethylsilylated Nafion; 3-methyl-phenol; trifluoroacetic acid for 3h;100%
N-allyloxycarbonyl α-allyl-L-glutamate
91871-28-2

N-allyloxycarbonyl α-allyl-L-glutamate

L-glutamic acid
56-86-0

L-glutamic acid

Conditions
ConditionsYield
With diethylamine; tetrakis(triphenylphosphine) palladium(0) In dichloromethane at 20℃; for 3h; deallylation;100%
N-benzyloxycarbonyl-5-O-benzyl-L-glutamic acid
5680-86-4

N-benzyloxycarbonyl-5-O-benzyl-L-glutamic acid

L-glutamic acid
56-86-0

L-glutamic acid

Conditions
ConditionsYield
With hydrogen In ethanol for 1.33333h;98%
With hydrogen; hydroxyapatite-bound Pd In methanol at 40℃; for 12h;96%
With hydrogen In ethanol at 20℃; under 760.051 Torr; for 3h;95%
(S)-(N-benzyl-N-benzyloxycarbonyl)glutamic acid
132316-96-2

(S)-(N-benzyl-N-benzyloxycarbonyl)glutamic acid

L-glutamic acid
56-86-0

L-glutamic acid

Conditions
ConditionsYield
With hydrogen; palladium dihydroxide In water; acetic acid for 45h; Ambient temperature;97%
Boc-Glu(OtBu)-OH
13726-84-6

Boc-Glu(OtBu)-OH

L-glutamic acid
56-86-0

L-glutamic acid

Conditions
ConditionsYield
With triethylsilane; trifluoroacetic acid In dichloromethane for 1.08333h; Ambient temperature;96%
Boc-Glu
2419-94-5

Boc-Glu

L-glutamic acid
56-86-0

L-glutamic acid

Conditions
ConditionsYield
With tetradecyl(trihexyl)phosphonium bistriflamide; trifluoroacetic acid at 130℃; for 0.166667h; Ionic liquid;96%
L-Pyroglutamic acid
98-79-3

L-Pyroglutamic acid

L-glutamic acid
56-86-0

L-glutamic acid

Conditions
ConditionsYield
With sodium hydroxide; zinc(II) sulfate In water at 105℃; for 50h; Product distribution; Mechanism; Heating; at pH 6.5; variation of amount of substrate and added salts, reaction time and temperature; further metal salts;93.1%
Rate constant;
Multi-step reaction with 7 steps
1.1: 100 percent / 1,3-dicyclohexylcarbodiimide; 4-(dimethylamino)pyridine / CH2Cl2 / 0 - 20 °C
2.1: 100 percent / 3-chloroperoxybenzoic acid / CH2Cl2 / 4 h / 0 °C
3.1: bis(cyclopentadienyl)zirconium dichloride; silver(I) perchlorate / CH2Cl2 / 48 h
4.1: 9.40 g / 4-(dimethylamino)pyridine / acetonitrile / 1.5 h / 20 °C
5.1: sodium bis(trimethylsilyl)amide; N,N'-dimethylpropyleneurea / tetrahydrofuran / 0.5 h / -78 °C
5.2: tetrahydrofuran / 2 h
6.1: 6.48 g / hydrogen peroxide / tetrahydrofuran / 2 h / 20 °C
7.1: hydrogen / palladium on carbon / methanol
7.2: 77 percent / hydrochloric acid / Heating
View Scheme
Fmoc-Glu(OtBu)-OH
71989-18-9

Fmoc-Glu(OtBu)-OH

A

L-glutamic acid
56-86-0

L-glutamic acid

B

L-glutamic acid 5-tert-butyl ester
2419-56-9

L-glutamic acid 5-tert-butyl ester

Conditions
ConditionsYield
Stage #1: Fmoc-Glu(OtBu)-OH With sodium azide In N,N-dimethyl-formamide at 50℃; for 4h;
Stage #2: With piperidine In N,N-dimethyl-formamide
A n/a
B 92%
(S)-3-(5'-oxo-9λ4-boraspiro[bicyclo[3.3.1]nonane-9,2'-[1,3,2]oxazaborolidin]-4'-yl)propanoic acid

(S)-3-(5'-oxo-9λ4-boraspiro[bicyclo[3.3.1]nonane-9,2'-[1,3,2]oxazaborolidin]-4'-yl)propanoic acid

L-glutamic acid
56-86-0

L-glutamic acid

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran; water at 20℃; for 7h;88%
α-ketoglutaric acid
328-50-7

α-ketoglutaric acid

L-glutamic acid
56-86-0

L-glutamic acid

Conditions
ConditionsYield
With 1,4-dihydronicotinamide adenine dinucleotide; ethanol; ammonium chloride; adenosine 5'-diphosphate; L-glutamic dehydrogenase at 30℃; for 2h; tris-acetate buffer, pH 8.5;86%
With ammonium; nicotinamide adenine dinucleotide phosphate; 2-hydroxyethanethiol; GluDH enzymes Mechanism; Irradiation; Tris buffer, 0.1 M, pH 7.9; Ru(bpy)3(2+), 2.2E-5 M as sensitizer;
With L-alanin In water at 25℃; Thermodynamic data; Equilibrium constant; biochemical transamination reaction by alanine aminotransferase; further transamination reagents: L-tyrosine, L-phenylalanine and further enzyme; pH 6.60-7.37; standard molar enthalpy, entropy, and Gibbs energy changes;
hexan-1-amine
111-26-2

hexan-1-amine

(S)-2-(3,5-Dinitro-4-oxo-4H-pyridin-1-yl)-pentanedioic acid
78641-66-4

(S)-2-(3,5-Dinitro-4-oxo-4H-pyridin-1-yl)-pentanedioic acid

A

L-glutamic acid
56-86-0

L-glutamic acid

B

1-hexyl-3,5-dinitro-4-pyridone
74197-48-1

1-hexyl-3,5-dinitro-4-pyridone

Conditions
ConditionsYield
In pyridine Product distribution;A 84%
B n/a
Boc-Gln(Boc)-Otert.Bu
97347-35-8

Boc-Gln(Boc)-Otert.Bu

L-glutamic acid
56-86-0

L-glutamic acid

Conditions
ConditionsYield
With trifluoroacetic acid for 0.166667h; Ambient temperature;79%
(S)-5-((1R,5R)-5-Methyl-2,6,8-trioxa-bicyclo[3.2.1]oct-1-yl)-1,5-dihydro-pyrrol-2-one

(S)-5-((1R,5R)-5-Methyl-2,6,8-trioxa-bicyclo[3.2.1]oct-1-yl)-1,5-dihydro-pyrrol-2-one

L-glutamic acid
56-86-0

L-glutamic acid

Conditions
ConditionsYield
Stage #1: (S)-5-((1R,5R)-5-Methyl-2,6,8-trioxa-bicyclo[3.2.1]oct-1-yl)-1,5-dihydro-pyrrol-2-one With hydrogenchloride Heating;
Stage #2: With Dowex 50W-X8
77%
(5S)-1-tert-butoxycarbonyl-5-(5-methyl-2,7,8-trioxabicyclo[3.2.1]oct-1-yl)-5H-pyrrolin-2-one
570429-70-8

(5S)-1-tert-butoxycarbonyl-5-(5-methyl-2,7,8-trioxabicyclo[3.2.1]oct-1-yl)-5H-pyrrolin-2-one

L-glutamic acid
56-86-0

L-glutamic acid

Conditions
ConditionsYield
Stage #1: (5S)-1-tert-butoxycarbonyl-5-(5-methyl-2,7,8-trioxabicyclo[3.2.1]oct-1-yl)-5H-pyrrolin-2-one With hydrogen; palladium on activated charcoal In methanol
Stage #2: With hydrogenchloride Heating;
77%
N-benzyloxycarbonyl-L-glutamic acid
1155-62-0

N-benzyloxycarbonyl-L-glutamic acid

L-glutamic acid
56-86-0

L-glutamic acid

Conditions
ConditionsYield
With boron trichloride In dichloromethane at 25℃; for 0.333333h;71%
With sulfuric acid at 50℃; Rate constant; other reaction partner, other temperature;
With hydrogen; palladium on activated charcoal In dichloromethane at 20℃; for 24h; atmospheric pressure;41 mg
With ethylenediaminetetraacetic acid; phenylmethylsulphonyl fluoride; water In aq. phosphate buffer at 30℃; Kinetics; Reagent/catalyst; Microbiological reaction; Enzymatic reaction;
C5H9NO4*H3N*ClH

C5H9NO4*H3N*ClH

L-glutamic acid
56-86-0

L-glutamic acid

Conditions
ConditionsYield
With ruthenium nanoparticles dispersed in a polyvinylpyrrolidone matrix; amberlyst A-21 In methanol; dichloromethane68%
Boc-Gln-OH
13726-85-7

Boc-Gln-OH

trifluoroacetic acid
76-05-1

trifluoroacetic acid

A

L-glutamic acid
56-86-0

L-glutamic acid

B

L-Pyroglutamic acid
98-79-3

L-Pyroglutamic acid

Conditions
ConditionsYield
at 20℃; for 0.25h;A 61%
B 18%
(S)-3-[3-(benzyloxycarbonyl)-5-oxooxazolidin-4-yl]propanoic acid
23632-67-9

(S)-3-[3-(benzyloxycarbonyl)-5-oxooxazolidin-4-yl]propanoic acid

L-glutamic acid
56-86-0

L-glutamic acid

Conditions
ConditionsYield
With boron trichloride In dichloromethane at 25℃; for 0.333333h;58%
L-carglumic acid
1188-38-1

L-carglumic acid

L-glutamic acid
56-86-0

L-glutamic acid

Conditions
ConditionsYield
With NH4Cl-NH4OH buffer pH 8.5; nickel dichloride at 60℃; for 24h; N-carbamyl-L-amino acid aminohydrolase;56%
With potassium phosphate buffer; Pseudomonas sp. AJ-11220 In various solvent(s) at 30℃; for 1h;
With potassium phosphate buffer; Pseudomonas sp. AJ-11220 In various solvent(s) at 30℃; for 1h; pH 7.5; enzymatic reaction;
(S)-2-((R)-2-Allyloxy-1-phenyl-ethylamino)-pentanedinitrile

(S)-2-((R)-2-Allyloxy-1-phenyl-ethylamino)-pentanedinitrile

L-glutamic acid
56-86-0

L-glutamic acid

Conditions
ConditionsYield
Stage #1: (S)-2-((R)-2-Allyloxy-1-phenyl-ethylamino)-pentanedinitrile With palladium dihydroxide; hydrogen In ethanol at 20℃; under 76000 Torr;
Stage #2: With hydrogenchloride; water at 100℃;
20%
α-ketoglutaric acid
328-50-7

α-ketoglutaric acid

L-alanin
56-41-7

L-alanin

A

L-glutamic acid
56-86-0

L-glutamic acid

B

2-oxo-propionic acid
127-17-3

2-oxo-propionic acid

Conditions
ConditionsYield
Gleichgewicht;
im lebenden tierischen Organismus;
α-ketoglutaric acid
328-50-7

α-ketoglutaric acid

L-leucine
61-90-5

L-leucine

A

4-methyl-2-oxopentanoic acid
816-66-0

4-methyl-2-oxopentanoic acid

B

L-glutamic acid
56-86-0

L-glutamic acid

Conditions
ConditionsYield
in Gegenwart von Enzym-Praeparaten aus tierischen Geweben;
in Gegenwart von Enzym-Praeparaten aus Pflanzen;
in Gegenwart von Enzym-Praeparaten aus Torulopsis utilis;
With Erwinia carotovora subsp. carotovora aromatic aminotransferase PAT1 Enzymatic reaction;
α-ketoglutaric acid
328-50-7

α-ketoglutaric acid

L-Cysteic acid
498-40-8

L-Cysteic acid

A

L-glutamic acid
56-86-0

L-glutamic acid

B

sulfo-pyruvic acid
98022-26-5

sulfo-pyruvic acid

Conditions
ConditionsYield
in Gegenwart von Transaminase-Praeparaten aus Herzmuskel;
L-glutamine
56-85-9

L-glutamine

D-glucose
50-99-7

D-glucose

L-glutamic acid
56-86-0

L-glutamic acid

Conditions
ConditionsYield
Einwirkung von Streptococcus-Arten.Hydrolysis;
Einwirkung von Proteus vulgaris.Hydrolysis;
Einwirkung von Proteus morganii.Hydrolysis;
Einwirkung von Staphylococcus.Hydrolysis;
Einwirkung von Saccharomyces cerevisiae.Hydrolysis;
L-glutamine
56-85-9

L-glutamine

L-glutamic acid
56-86-0

L-glutamic acid

Conditions
ConditionsYield
enzymatische Hydrolyse;
With Tris-HCl buffer; N74D Escherichia coli asparagine synthetase B mutant; BIS-TRIS; magnesium chloride at 37℃; pH=6.5; Enzyme kinetics; Hydrolysis;
With potassium dihydrogenphosphate at 25℃; pH=5.14; Thermodynamic data; Equilibrium constant; Hydrolysis;
Glutamic acid
617-65-2

Glutamic acid

L-glutamic acid
56-86-0

L-glutamic acid

Conditions
ConditionsYield
nach Verfuetterung an Kaninchen findet sich im Harn;
Bei der Einw. des Schimmelpilzes Penicillium purpurogenum;
Einw. von Penicillium glaucum;
methanol
67-56-1

methanol

L-glutamic acid
56-86-0

L-glutamic acid

L-glutamic acid 5-methyl ester
1499-55-4

L-glutamic acid 5-methyl ester

Conditions
ConditionsYield
With chloro-trimethyl-silane at 20℃; for 0.25h; Inert atmosphere;100%
With chloro-trimethyl-silane at 20℃;97%
With chloro-trimethyl-silane at 20℃; for 0.166667h;97%
methanol
67-56-1

methanol

L-glutamic acid
56-86-0

L-glutamic acid

L-glutamic acid dimethyl ester
6525-53-7, 16422-27-8, 40149-68-6

L-glutamic acid dimethyl ester

Conditions
ConditionsYield
With thionyl chloride100%
With chloro-trimethyl-silane at 0 - 10℃; for 15h;99.1%
With thionyl chloride at 0 - 20℃; for 12.5h; Inert atmosphere;95%
methanol
67-56-1

methanol

L-glutamic acid
56-86-0

L-glutamic acid

L-glutamic dimethyl ester hydrochloride
23150-65-4

L-glutamic dimethyl ester hydrochloride

Conditions
ConditionsYield
Stage #1: methanol With thionyl chloride at 0℃; for 0.5h;
Stage #2: L-glutamic acid at 21℃; for 72h; Inert atmosphere;
100%
With chloro-trimethyl-silane at 20℃;99%
With chloro-trimethyl-silane at 20℃; for 16h;98%
L-glutamic acid
56-86-0

L-glutamic acid

4-{[N-[(2,4-diamino-6-pteridinyl)methyl]-N-methyl]amino}benzoyl azide
56892-87-6

4-{[N-[(2,4-diamino-6-pteridinyl)methyl]-N-methyl]amino}benzoyl azide

N-[4-[[(2,4-diamino-6-pteridinyl)methyl]methylamino]benzoyl]-L-glutamic acid
59-05-2

N-[4-[[(2,4-diamino-6-pteridinyl)methyl]methylamino]benzoyl]-L-glutamic acid

Conditions
ConditionsYield
With 1,1,3,3-tetramethylguanidine In dimethyl sulfoxide at 25℃; for 1h; Acylation;100%
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

L-glutamic acid
56-86-0

L-glutamic acid

L-glutamic dimethyl ester hydrochloride
23150-65-4

L-glutamic dimethyl ester hydrochloride

Conditions
ConditionsYield
In methanol at 20℃; for 16h;100%
L-glutamic acid
56-86-0

L-glutamic acid

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

Boc-Glu
2419-94-5

Boc-Glu

Conditions
ConditionsYield
With triethylamine In water; N,N-dimethyl-formamide for 1h;100%
With triethylamine In water; acetone at 25℃; for 4.5h;90%
Stage #1: L-glutamic acid With sodium hydroxide In water pH=11;
Stage #2: di-tert-butyl dicarbonate In tetrahydrofuran; water at 20℃; Cooling;
Stage #3: With hydrogenchloride In tetrahydrofuran; water pH=2;
89%
L-glutamic acid
56-86-0

L-glutamic acid

zinc(II) chloride
7646-85-7

zinc(II) chloride

zinc glutamate
12275-14-8

zinc glutamate

Conditions
ConditionsYield
With sodium hydroxide In water at 5 - 20℃; for 18h; Heating / reflux;100%
L-glutamic acid
56-86-0

L-glutamic acid

copper dichloride

copper dichloride

Cu(L-glutamate)
911657-08-4, 69720-87-2

Cu(L-glutamate)

Conditions
ConditionsYield
With sodium hydroxide In water at 5 - 20℃; for 24h; Heating / reflux;100%
L-glutamic acid
56-86-0

L-glutamic acid

magnesium L-glutamate hydrochloride

magnesium L-glutamate hydrochloride

Conditions
ConditionsYield
Stage #1: L-glutamic acid With magnesium oxide In water at 60℃; for 1h;
Stage #2: With magnesium chloride In water
100%
Stage #1: L-glutamic acid With magnesium oxide In water at 60℃; for 1h;
Stage #2: With magnesium bromide In water
100%
L-glutamic acid
56-86-0

L-glutamic acid

1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyridin-1-ium-3-carboxylate
17720-18-2

1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyridin-1-ium-3-carboxylate

1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyridin-1-ium-3-carboxylate (S)-2-ammonio-4-carboxybutanoate

1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyridin-1-ium-3-carboxylate (S)-2-ammonio-4-carboxybutanoate

Conditions
ConditionsYield
In water pH=3.52; Cooling with ice;100%
nicotinic acid
59-67-6

nicotinic acid

L-glutamic acid
56-86-0

L-glutamic acid

L-glutamic acid nicotinate

L-glutamic acid nicotinate

Conditions
ConditionsYield
In water for 0.166667h; pH=Ca. 2.8 - 3.3; Cooling with ice;100%
L-glutamic acid
56-86-0

L-glutamic acid

amphotericin B N-(2-aminoethyl)amide

amphotericin B N-(2-aminoethyl)amide

amphamide

amphamide

Conditions
ConditionsYield
In water for 0.25h;100%
In water at 20℃; for 0.25h;
9-borabicyclo[3.3.1]nonane dimer
21205-91-4

9-borabicyclo[3.3.1]nonane dimer

L-glutamic acid
56-86-0

L-glutamic acid

C13H22BNO4

C13H22BNO4

Conditions
ConditionsYield
In methanol at 55℃; for 3h; Inert atmosphere;100%
L-glutamic acid
56-86-0

L-glutamic acid

tetra(n-butyl)ammonium hydroxide
2052-49-5

tetra(n-butyl)ammonium hydroxide

(S)-1,1-dinaphthalene-2,2'-dicarboxaldehyde

(S)-1,1-dinaphthalene-2,2'-dicarboxaldehyde

C32H24N2O8(4-)*4C16H36N(1+)

C32H24N2O8(4-)*4C16H36N(1+)

Conditions
ConditionsYield
Stage #1: L-glutamic acid; tetra(n-butyl)ammonium hydroxide In methanol
Stage #2: (S)-1,1-dinaphthalene-2,2'-dicarboxaldehyde In methanol at 20℃; for 72h; Molecular sieve;
100%
L-glutamic acid
56-86-0

L-glutamic acid

1,8-diazabicyclo[5.4.0]undec-7-ene
6674-22-2

1,8-diazabicyclo[5.4.0]undec-7-ene

C5H9NO4*C9H16N2

C5H9NO4*C9H16N2

Conditions
ConditionsYield
In neat (no solvent) for 0.166667h; Green chemistry;99.5%
L-glutamic acid
56-86-0

L-glutamic acid

isopropyl alcohol
67-63-0

isopropyl alcohol

diisopropyl (S)-glutamate
25975-47-7

diisopropyl (S)-glutamate

Conditions
ConditionsYield
With sulfuric acid In toluene for 24h; Heating;99%
With acetyl chloride at 110℃; for 1h;
Reflux;
L-glutamic acid
56-86-0

L-glutamic acid

chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

3-Phenylpropionic acid
501-52-0

3-Phenylpropionic acid

A

C8H13NO6
5700-75-4

C8H13NO6

B

N-(3-phenylpropanoyl)-L-Glu-OH

N-(3-phenylpropanoyl)-L-Glu-OH

Conditions
ConditionsYield
Stage #1: chloroformic acid ethyl ester; 3-Phenylpropionic acid With triethylamine In tetrahydrofuran at 0℃; for 0.5h;
Stage #2: L-glutamic acid With sodium hydroxide In tetrahydrofuran; water at 0℃; for 0.5h; pH=7.5;
A n/a
B 99%
L-glutamic acid
56-86-0

L-glutamic acid

acetyl chloride
75-36-5

acetyl chloride

diethyl-L-glutamate hydrochloride
1118-89-4

diethyl-L-glutamate hydrochloride

Conditions
ConditionsYield
In ethanol at 0℃; for 4h; Reflux;99%
L-glutamic acid
56-86-0

L-glutamic acid

benzyl alcohol
100-51-6

benzyl alcohol

L-glutamic acid dibenzyl ester hydrochloride
4561-10-8

L-glutamic acid dibenzyl ester hydrochloride

Conditions
ConditionsYield
Stage #1: L-glutamic acid; benzyl alcohol With thionyl chloride at 80 - 85℃; for 5h;
Stage #2: With hydrogenchloride at 20 - 25℃; for 0.5h; Concentration; Temperature; Reagent/catalyst;
98.7%
With thionyl chloride at 5℃; for 5.33333h; Heating;85%
Stage #1: L-glutamic acid; benzyl alcohol at 20 - 90℃;
Stage #2: With sodium carbonate In water pH=10;
Stage #3: With hydrogenchloride In diethyl ether
L-glutamic acid
56-86-0

L-glutamic acid

benzyl chloroformate
501-53-1

benzyl chloroformate

N-benzyloxycarbonyl-L-glutamic acid
1155-62-0

N-benzyloxycarbonyl-L-glutamic acid

Conditions
ConditionsYield
With triethylamine In methanol for 3h;98%
With sodium hydroxide In water at 0 - 20℃; for 6.5h;98%
In water at 0℃; for 2h;96%
methanol
67-56-1

methanol

L-glutamic acid
56-86-0

L-glutamic acid

L-glutamic acid methyl ester hydrochloride

L-glutamic acid methyl ester hydrochloride

Conditions
ConditionsYield
With thionyl chloride at 20℃; for 24h;98%
With thionyl chloride Ambient temperature;89%
ethanol
64-17-5

ethanol

L-glutamic acid
56-86-0

L-glutamic acid

diethyl-L-glutamate hydrochloride
1118-89-4

diethyl-L-glutamate hydrochloride

Conditions
ConditionsYield
With thionyl chloride98%
Stage #1: ethanol; L-glutamic acid With bis(trichloromethyl) carbonate at 70 - 75℃; for 5h;
Stage #2: With hydrogenchloride at 20 - 25℃; for 0.5h;
98%
Stage #1: ethanol With thionyl chloride at -10 - 10℃; for 1h;
Stage #2: L-glutamic acid at 20 - 80℃; for 2h;
77.76%
L-glutamic acid
56-86-0

L-glutamic acid

(2S)-tetrahydro-5-oxofuran-2-carboxylic acid
21461-84-7

(2S)-tetrahydro-5-oxofuran-2-carboxylic acid

Conditions
ConditionsYield
With hydrogenchloride; sodium nitrite In water at 15℃; optical yield given as %ee;98%
With hydrogenchloride; water; sodium nitrite at 0 - 20℃; for 18h;92%
With hydrogenchloride; sodium nitrite In water at -5 - 20℃; Inert atmosphere;91.6%
L-glutamic acid
56-86-0

L-glutamic acid

acetic anhydride
108-24-7

acetic anhydride

N-acetyl-(S)-glutamic acid
1188-37-0

N-acetyl-(S)-glutamic acid

Conditions
ConditionsYield
In water for 0.0666667h; Irradiation;98%
at 0 - 20℃;61%
With water58%
With acetic acid Heating;
L-glutamic acid
56-86-0

L-glutamic acid

m-nitrobenzoic acid chloride
121-90-4

m-nitrobenzoic acid chloride

N-(m-nitrobenzoyl)-L-glutamic acid
5420-67-7

N-(m-nitrobenzoyl)-L-glutamic acid

Conditions
ConditionsYield
With chloro-trimethyl-silane; triethylamine In dichloromethane at 25℃; for 4h;98%
Stage #1: L-glutamic acid With sodium hydrogencarbonate In water
Stage #2: m-nitrobenzoic acid chloride In water; benzene at 10℃; for 1h; Further stages.;
With sodium carbonate In 1,4-dioxane; water at 20℃; for 12h;

L-Glutamic acid Consensus Reports

Reported in EPA TSCA Inventory.

L-Glutamic acid Specification

1. Introduction of L-Glutamic acid

L-Glutamic acid, with the IUPAC Name of (2S)-2-Aminopentanedioic acid, is one kind of white cryst. powder. This chemical belongs to the Product Categories which include Food & Feed ADDITIVES; chiral; Glutamic acid [Glu, E]; Amino Acids and Derivatives; alpha-Amino Acids; Amino Acids; Biochemistry; for Resolution of Bases; Optical Resolution; Synthetic Organic Chemistry; Nutritional Supplements; Amino Acids; Chiral Compound; Glutamate receptor; Glutamate; fine chemicals; glutamic acid; amino acid; bio-chemical; chemicals; food additive; food additives; nutritional supplement; organic acids; pharmaceutical intermediate.

2. Properties of L-Glutamic acid

L-Glutamic acid has the following property datas: (1)Melting point: 205 °C; (2)Index of Refraction: 1.522; (3)Molar Refractivity: 31.83 cm3; (4)Molar Volume: 104.3 cm3; (5)Surface Tension: 69.2 dyne/cm; (6)Density: 1.409 g/cm3; (7)Flash Point: 155.7 °C; (8)Enthalpy of Vaporization: 63.39 kJ/mol; (9)Boiling Point: 333.8 °C at 760 mmHg; (10)Vapour Pressure: 2.55E-05 mmHg at 25 °C; (11)storage temp.: Store at RT.; (12)solubility: 1 M HCl: 100 mg/mL; (13)Water Solubility: 7.5 g/L (20 °C).

3. Structure Descriptors of L-Glutamic acid

You could convert the following datas into the molecular structure:
InChI: InChI=1S/C5H9NO4/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)/t3-/m0/s1 
InChIKey: InChIKey=WHUUTDBJXJRKMK-VKHMYHEASA-N 
Smiles: [C@H](CCC(=O)O)(C(=O)O)N

4. Toxicity of L-Glutamic acid

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
human TDLo intravenous 117mg/kg (117mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING American Journal of the Medical Sciences. Vol. 214, Pg. 281, 1947.
human TDLo oral 71mg/kg (71mg/kg) BEHAVIORAL: HEADACHE Science. Vol. 163, Pg. 826, 1969.
 
rabbit LD50 oral > 2300mg/kg (2300mg/kg)   FAO Nutrition Meetings Report Series. Vol. 48A, Pg. 42, 1970.
rat LD50 oral > 30gm/kg (30000mg/kg)   FAO Nutrition Meetings Report Series. Vol. 48A, Pg. 42, 1970.

5. Safety Information of L-Glutamic acid
Hazard Codes of L-Glutamic acid (CAS NO.56-86-0): IrritantXi
Risk Statements: 36/37/38 
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 24/25-36-26 
S24/25: Avoid contact with skin and eyes. 
S36: Wear suitable protective clothing. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany: 2
RTECS: LZ9700000
F: 10
Human systemic effects by ingestion and intravenous routes: headache and nausea or vomiting. When heated to decomposition it emits toxic fumes of NOx.

6. Production of L-Glutamic acid

L-Glutamic acid can be obtained directly from fermentation of carbohydrates with Micrococcus glutarnicus or Brevihacterium divaricatum.

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