Product Name

  • Name

    D(-)-Glutamic acid

  • EINECS 230-000-8
  • CAS No. 6893-26-1
  • Article Data95
  • CAS DataBase
  • Density 1.409 g/cm3
  • Solubility 7 g/L (20 °C) in water
  • Melting Point 200-202 °C
  • Formula C5H9NO4
  • Boiling Point 333.8 °C at 760 mmHg
  • Molecular Weight 147.131
  • Flash Point 155.7 °C
  • Transport Information
  • Appearance white crystalline powder
  • Safety 24/25-36-26
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 6893-26-1 (D(-)-Glutamic acid)
  • Hazard Symbols IrritantXi
  • Synonyms H-D-Glu-OH;H-DL-Glu-OH;D-Glutaminsaeure;(R)-2-Amino-pentanedioic acid;(2R)-2-azaniumylpentanedioate;Glutamic acid, D-;2-aminopentanedioic acid;D-2-Aminoglutaric acid;D-2-Aminopentanedioic acid;(R)-2-aminopentanedioic acid;(2R)-2-aminopentanedioic acid;D-GLT;D-Glutamate;
  • PSA 100.62000
  • LogP -0.03660

Synthetic route

Glutamic acid
617-65-2

Glutamic acid

D-Glutamic acid
6893-26-1

D-Glutamic acid

Conditions
ConditionsYield
durch Einw. von gaerender Hefe;
durch Einw. von Penicillium purpurogenum;
Einw. von Penicillium glaucum;
Acetyl-D,L-glutaminsaeure
5817-08-3

Acetyl-D,L-glutaminsaeure

D-Glutamic acid
6893-26-1

D-Glutamic acid

Conditions
ConditionsYield
Enzymatische Herstellung;
D-Glutamic acid
6893-26-1

D-Glutamic acid

Conditions
ConditionsYield
Enzymatische Herstellung;
N-benzyloxycarbonyl-DL-glutamic acid
1155-62-0, 5619-01-2, 63648-73-7

N-benzyloxycarbonyl-DL-glutamic acid

D-Glutamic acid
6893-26-1

D-Glutamic acid

Conditions
ConditionsYield
With sodium hydroxide; aniline; papain Hydrogenolyse der dabei unveraendert zurueckbleibenden N-Carbobenzoxy-D-glutaminsaeure an Palladium in Methanol;
Enzymatische Herstellung;
5-oxo-1-(toluene-4-sulfonyl)-D-proline
882861-84-9

5-oxo-1-(toluene-4-sulfonyl)-D-proline

D-Glutamic acid
6893-26-1

D-Glutamic acid

Conditions
ConditionsYield
With sodium hydroxide anschliessend mit Natrium und NH3;
With hydrogen bromide anschliessend mit Natrium und NH3;
Glutamic acid
617-65-2

Glutamic acid

A

D-Glutamic acid
6893-26-1

D-Glutamic acid

B

L-glutamic acid
56-86-0

L-glutamic acid

L-glutamic acid
56-86-0

L-glutamic acid

D-Glutamic acid
6893-26-1

D-Glutamic acid

Conditions
ConditionsYield
In water at 140℃; Rate constant; pH 8.0;
With L-amino acid deaminase from Proteus mirabilis; Burkholderia stabilis formate dehydrogenase; meso-diaminopimelate dehydrogenase from Symbiobacterium thermophilum mutant H227V; sodium formate; ammonium chloride; NADPH In aq. phosphate buffer at 45℃; pH=9; Enzymatic reaction;
D-glutamic acid hydrochloride
617-61-8

D-glutamic acid hydrochloride

D-Glutamic acid
6893-26-1

D-Glutamic acid

Conditions
ConditionsYield
With methyloxirane In ethanol for 0.5h; Heating; Yield given;
(R)-2-amino-4-cyanobutanoic acid
69489-41-4

(R)-2-amino-4-cyanobutanoic acid

D-Glutamic acid
6893-26-1

D-Glutamic acid

Conditions
ConditionsYield
With hydrogenchloride at 95℃;
N-[(1,1-dimethylethoxy)carbonyl]-D-glutamic acid
34404-28-9

N-[(1,1-dimethylethoxy)carbonyl]-D-glutamic acid

A

D-Glutamic acid
6893-26-1

D-Glutamic acid

B

L-glutamic acid
56-86-0

L-glutamic acid

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane for 1h; Ambient temperature; Yield given. Yields of byproduct given;
DL-glutamic acid hydrochloride
15767-75-6

DL-glutamic acid hydrochloride

A

D-Glutamic acid
6893-26-1

D-Glutamic acid

B

L-glutamic acid
56-86-0

L-glutamic acid

Conditions
ConditionsYield
Yield given. Yields of byproduct given;
N-carbamyl-D-glutamic acid

N-carbamyl-D-glutamic acid

D-Glutamic acid
6893-26-1

D-Glutamic acid

Conditions
ConditionsYield
With potassium phosphate buffer; Pseudomonas sp. AJ-11220 In various solvent(s) at 30℃; for 2h;
With potassium phosphate buffer; Pseudomonas sp. AJ-11220 In various solvent(s) at 30℃; for 2h; pH 7.5; enzymatic reaction;
3-(2,5-dioxo-imidazolidin-4-yl)-propionic acid
5624-26-0

3-(2,5-dioxo-imidazolidin-4-yl)-propionic acid

D-Glutamic acid
6893-26-1

D-Glutamic acid

Conditions
ConditionsYield
With potassium phosphate buffer; Pseudomonas sp. AJ-11220 In various solvent(s) at 30℃; for 2h; pH 8.0; enzymatic reaction;
With potassium phosphate buffer; Pseudomonas sp. AJ-11220 In various solvent(s) at 30℃; for 2h;
α-ketoglutaric acid
328-50-7

α-ketoglutaric acid

A

D-Glutamic acid
6893-26-1

D-Glutamic acid

B

L-glutamic acid
56-86-0

L-glutamic acid

Conditions
ConditionsYield
With HEPES buffer; IFAB-PX60 conjugate at 37℃; for 24h; Product distribution; enantioselectivity and substrate specificity, various IFAB-PX conjugates and keto acids;
With enzym based on a mutant form of intestinal fatty acid binding protein; rac-Ala-OH at 37℃; for 24h; Product distribution; Rate constant; var. amino acids;
With sodium chloride; N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid In water at 37℃; adipocyte lipid binding protein containing 5-(2-pyridylthio)pyridoxamine cofactor; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With IFABP - methylpyridoxamine conjugate; ›Tyr In various solvent(s) at 37℃; for 120h; pH=7.71; Enzyme kinetics; Product distribution; Further Variations:; Reagents; transamination;
With C12H18N4O2*ClH; 2,2-diphenylglycine In methanol; water at 20℃; for 6h; enantioselective reaction;A n/a
B n/a
(R)-4-Amino-5-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-5-oxo-pentanoic acid ethyl ester
212139-61-2

(R)-4-Amino-5-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-5-oxo-pentanoic acid ethyl ester

D-Glutamic acid
6893-26-1

D-Glutamic acid

Conditions
ConditionsYield
With lithium hydroxide In tetrahydrofuran at 0℃; for 1h;
hydrogenchloride
7647-01-0

hydrogenchloride

5-oxo-pyrrolidine-2-carboxylic acid amide
5626-52-8

5-oxo-pyrrolidine-2-carboxylic acid amide

D-Glutamic acid
6893-26-1

D-Glutamic acid

Conditions
ConditionsYield
levorotatory pyroglutamamide;
hydrogenchloride
7647-01-0

hydrogenchloride

L-Pyroglutamic acid
98-79-3

L-Pyroglutamic acid

D-Glutamic acid
6893-26-1

D-Glutamic acid

hydrogenchloride
7647-01-0

hydrogenchloride

D-pyrrolidone-5-carboxylic acid
4042-36-8

D-pyrrolidone-5-carboxylic acid

D-Glutamic acid
6893-26-1

D-Glutamic acid

5-oxo-pyrrolidine-2-carboxylic acid amide
5626-52-8

5-oxo-pyrrolidine-2-carboxylic acid amide

alkaline solution

alkaline solution

D-Glutamic acid
6893-26-1

D-Glutamic acid

Conditions
ConditionsYield
levorotatory pyroglutamamide;
Pyroglutamic acid
149-87-1

Pyroglutamic acid

aq. barium hydroxide solution

aq. barium hydroxide solution

D-Glutamic acid
6893-26-1

D-Glutamic acid

(+)(R)-5-oxo-pyrrolidine-carboxylic acid-(2)

(+)(R)-5-oxo-pyrrolidine-carboxylic acid-(2)

D-Glutamic acid
6893-26-1

D-Glutamic acid

Conditions
ConditionsYield
With hydrogenchloride Hydrolysis;
hydrogenchloride
7647-01-0

hydrogenchloride

Glycylglutamic acid
7412-78-4

Glycylglutamic acid

D-Glutamic acid
6893-26-1

D-Glutamic acid

Conditions
ConditionsYield
at 100℃;
benzoylated dl-glutamic acid

benzoylated dl-glutamic acid

D-Glutamic acid
6893-26-1

D-Glutamic acid

Conditions
ConditionsYield
With water; strychnidin-10-one Spaltung ueber mehrere Stufen;
dextrorotatory pyrrolidone-(5)-carboxylic acid-(2)

dextrorotatory pyrrolidone-(5)-carboxylic acid-(2)

D-Glutamic acid
6893-26-1

D-Glutamic acid

Conditions
ConditionsYield
With hydrogenchloride
N-chloroacetyl-DL-glutamic acid

N-chloroacetyl-DL-glutamic acid

D-Glutamic acid
6893-26-1

D-Glutamic acid

Conditions
ConditionsYield
Hydrolysis.durch selektive Hydrolyse mit Hilfe eines Enzym-Praeparats aus Nieren und Kochen der unveraendert zurueckbleibenden N-Chloracetyl-D-glutaminsaeure mit 2n-HCl;
diethyl malonate
105-53-3

diethyl malonate

Ni complex (1) from (S)-o-N-(N-benzylprolyl)aminobenzophenone and glycine

Ni complex (1) from (S)-o-N-(N-benzylprolyl)aminobenzophenone and glycine

A

D-Glutamic acid
6893-26-1

D-Glutamic acid

B

L-glutamic acid
56-86-0

L-glutamic acid

Conditions
ConditionsYield
With hydrogenchloride; potassium carbonate 1.) MeCN, 50-55 deg C; Multistep reaction. Yields of byproduct given;
With hydrogenchloride; potassium carbonate 1.) MeCN, 50-55 deg C; Yield given. Multistep reaction;
sulfuric acid
7664-93-9

sulfuric acid

α-N-phenylacetyl-L-glutamine
28047-15-6

α-N-phenylacetyl-L-glutamine

A

phenylacetic acid
103-82-2

phenylacetic acid

B

D-Glutamic acid
6893-26-1

D-Glutamic acid

L-glutamic acid
56-86-0

L-glutamic acid

A

α-ketoglutaric acid
328-50-7

α-ketoglutaric acid

B

D-Glutamic acid
6893-26-1

D-Glutamic acid

Conditions
ConditionsYield
Stage #1: L-glutamic acid With mercaptoethyl alcohol; Tris-HCl buffer; Chitopearl immobilized glutamate racemase In water at 40℃; pH=8; Racemization;
Stage #2: With mercaptoethyl alcohol; Tris-HCl buffer; Chitopearl immobilized L-glutamate oxidase In water at 40℃; pH=8; Oxidation;
A n/a
B 0.0045 mmol
α-ketoglutaric acid
328-50-7

α-ketoglutaric acid

Phenylalanine
150-30-1

Phenylalanine

A

D-Glutamic acid
6893-26-1

D-Glutamic acid

B

L-glutamic acid
56-86-0

L-glutamic acid

C

2-oxo-3-(phenyl)propionic acid
156-06-9

2-oxo-3-(phenyl)propionic acid

Conditions
ConditionsYield
With IFABP-V60C; R126M-S-pyridoxamine In water at 37℃; pH=7.5; Kinetics; Enzyme kinetics; Further Variations:; Reagents; Enzymatic reaction;
methanol
67-56-1

methanol

D-Glutamic acid
6893-26-1

D-Glutamic acid

D-glutamic acid dimethyl ester hydrochloride
13515-99-6, 23150-65-4, 27025-25-8

D-glutamic acid dimethyl ester hydrochloride

Conditions
ConditionsYield
With chloro-trimethyl-silane at 20℃; for 16h;100%
With tertiary butyl chloride at 20℃; for 16h;100%
With hydrogenchloride96.3%
D-Glutamic acid
6893-26-1

D-Glutamic acid

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

N-[(1,1-dimethylethoxy)carbonyl]-D-glutamic acid
34404-28-9

N-[(1,1-dimethylethoxy)carbonyl]-D-glutamic acid

Conditions
ConditionsYield
With triethylamine In water; N,N-dimethyl-formamide for 1h;100%
In water; N,N-dimethyl-formamide at 20 - 30℃; for 1h;90%
methanol
67-56-1

methanol

D-Glutamic acid
6893-26-1

D-Glutamic acid

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

1,5-dimethyl (2R)-2-[[(tert-butoxy)carbonyl]amino]pentanedioate

1,5-dimethyl (2R)-2-[[(tert-butoxy)carbonyl]amino]pentanedioate

Conditions
ConditionsYield
Stage #1: methanol; D-Glutamic acid With thionyl chloride at 30℃; for 6h;
Stage #2: di-tert-butyl dicarbonate With triethylamine In 1,4-dioxane; water
99%
methanol
67-56-1

methanol

D-Glutamic acid
6893-26-1

D-Glutamic acid

methyl (2R)-pyroglutamate
64700-65-8

methyl (2R)-pyroglutamate

Conditions
ConditionsYield
Stage #1: methanol; D-Glutamic acid With thionyl chloride at 20℃; for 20h;
Stage #2: In toluene for 2h; Reflux;
98%
D-Glutamic acid
6893-26-1

D-Glutamic acid

benzyl chloroformate
501-53-1

benzyl chloroformate

N-benzyloxycarbonyl-D-glutamic acid
63648-73-7

N-benzyloxycarbonyl-D-glutamic acid

Conditions
ConditionsYield
With sodium hydroxide at 60℃; for 0.25h;96%
With sodium hydrogencarbonate94%
With sodium hydrogencarbonate; sodium carbonate In water; acetone at 0 - 20℃; for 36h; Inert atmosphere;92%
ferrocenecarboxaldehyde
12093-10-6

ferrocenecarboxaldehyde

D-Glutamic acid
6893-26-1

D-Glutamic acid

C10H9FeCHNCH(COOH)(CH2)2COOH

C10H9FeCHNCH(COOH)(CH2)2COOH

Conditions
ConditionsYield
With sodium carbonate In ethanol boiling;95%
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

D-Glutamic acid
6893-26-1

D-Glutamic acid

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

α-Methyl (2R)-N-(tert-butoxycarbonyl)glutamate ester
55227-00-4

α-Methyl (2R)-N-(tert-butoxycarbonyl)glutamate ester

Conditions
ConditionsYield
Stage #1: chloro-trimethyl-silane; D-Glutamic acid In methanol at 20℃; Cooling with ice;
Stage #2: di-tert-butyl dicarbonate With triethylamine at 20℃; for 3h;
95%
D-Glutamic acid
6893-26-1

D-Glutamic acid

benzyl alcohol
100-51-6

benzyl alcohol

D-glutamic acid-5-benzyl ester
2578-33-8, 1676-73-9, 29456-09-5

D-glutamic acid-5-benzyl ester

Conditions
ConditionsYield
With boron trifluoride; sodium sulfate In diethyl ether at 20℃; for 15h;94%
With boron trifluoride; sodium sulfate In diethyl ether at 20℃; for 15h;94%
With boron trifluoride diethyl etherate at 20℃; for 15h;78%
D-Glutamic acid
6893-26-1

D-Glutamic acid

(R)-tetrahydro-5-oxo-2-furancarboxylic acid
53558-93-3

(R)-tetrahydro-5-oxo-2-furancarboxylic acid

Conditions
ConditionsYield
With hydrogenchloride; sodium nitrite In water at -5 - 20℃;93%
With hydrogenchloride; sodium nitrite Ambient temperature;89.9%
With hydrogenchloride; sodium nitrite In water at 0 - 20℃; for 12h;78%
D-Glutamic acid
6893-26-1

D-Glutamic acid

water
7732-18-5

water

copper(II) acetate monohydrate
6046-93-1

copper(II) acetate monohydrate

C10H14CuN2O8(2-)*Cu(2+)*4H2O

C10H14CuN2O8(2-)*Cu(2+)*4H2O

Conditions
ConditionsYield
at 70℃;91.7%
formaldehyd
50-00-0

formaldehyd

D-Glutamic acid
6893-26-1

D-Glutamic acid

benzyl chloroformate
501-53-1

benzyl chloroformate

(4R)-4-(2-Carboxyethyl)-3-[(phenylmethoxy)carbonyl]oxazolidin-5-one
97975-57-0

(4R)-4-(2-Carboxyethyl)-3-[(phenylmethoxy)carbonyl]oxazolidin-5-one

Conditions
ConditionsYield
Stage #1: D-Glutamic acid; benzyl chloroformate With sodium hydrogencarbonate In water at 20℃; for 16h;
Stage #2: formaldehyd With toluene-4-sulfonic acid In toluene for 0.333333h; Heating; Further stages.;
91%
D-Glutamic acid
6893-26-1

D-Glutamic acid

n-hexadecanoyl chloride
112-67-4

n-hexadecanoyl chloride

N-palmitoyl-D-glutamic acid
908012-65-7

N-palmitoyl-D-glutamic acid

Conditions
ConditionsYield
Stage #1: D-Glutamic acid With pyridine; chloro-trimethyl-silane In dichloromethane for 1h;
Stage #2: n-hexadecanoyl chloride In dichloromethane for 1.83333h;
90%
D-Glutamic acid
6893-26-1

D-Glutamic acid

C5H7ClO4

C5H7ClO4

Conditions
ConditionsYield
With hydrogenchloride; sodium nitrate In water at -5 - 25℃; for 0.111167h;89.6%
1-Heptadecanol
1454-85-9

1-Heptadecanol

D-Glutamic acid
6893-26-1

D-Glutamic acid

(R)-2-Amino-pentanedioic acid diheptadecyl ester
139492-71-0

(R)-2-Amino-pentanedioic acid diheptadecyl ester

Conditions
ConditionsYield
With toluene-4-sulfonic acid In benzene Heating;89%
ethanol
64-17-5

ethanol

D-Glutamic acid
6893-26-1

D-Glutamic acid

ethyl (R)-2-pyrrolidone-5-carboxylate
68766-96-1

ethyl (R)-2-pyrrolidone-5-carboxylate

Conditions
ConditionsYield
With potassium hydroxide; thionyl chloride at 150℃;88%
Stage #1: ethanol; D-Glutamic acid With thionyl chloride
Stage #2:
Stage #3: In toluene Reflux;
methanol
67-56-1

methanol

D-Glutamic acid
6893-26-1

D-Glutamic acid

1,5-dimethyl (2R)-2-aminopentanedioate
16422-27-8

1,5-dimethyl (2R)-2-aminopentanedioate

Conditions
ConditionsYield
With thionyl chloride at 0 - 20℃; for 16h;88%
With thionyl chloride at 0 - 20℃; for 10h;88%
With thionyl chloride at 0 - 20℃;
D-Glutamic acid
6893-26-1

D-Glutamic acid

sodium methylate
124-41-4

sodium methylate

1,5-dimethyl (2R)-2-aminopentanedioate
16422-27-8

1,5-dimethyl (2R)-2-aminopentanedioate

Conditions
ConditionsYield
With thionyl chloride at 0 - 20℃; for 12.5h;87%
octanol
111-87-5

octanol

D-Glutamic acid
6893-26-1

D-Glutamic acid

(R)-2-Amino-pentanedioic acid dioctyl ester
139415-30-8

(R)-2-Amino-pentanedioic acid dioctyl ester

Conditions
ConditionsYield
With toluene-4-sulfonic acid In benzene Heating;86%
D-Glutamic acid
6893-26-1

D-Glutamic acid

tetradecanoyl chloride
112-64-1

tetradecanoyl chloride

N-myristoyl-D-glutamic acid
1078792-00-3

N-myristoyl-D-glutamic acid

Conditions
ConditionsYield
Stage #1: D-Glutamic acid With pyridine; chloro-trimethyl-silane In dichloromethane for 1.16667h;
Stage #2: tetradecanoyl chloride In dichloromethane for 1.83333h;
86%
methanol
67-56-1

methanol

D-Glutamic acid
6893-26-1

D-Glutamic acid

(R)-dimethyl 2-azidopentanedioate

(R)-dimethyl 2-azidopentanedioate

Conditions
ConditionsYield
Stage #1: methanol; D-Glutamic acid With chloro-trimethyl-silane at 0 - 23℃; for 17.0833h;
Stage #2: With copper(ll) sulfate pentahydrate; triflic azide; sodium hydrogencarbonate In methanol; water; toluene at 0 - 23℃; for 2.66667h;
86%
erbium(III) perchlorate

erbium(III) perchlorate

D-Glutamic acid
6893-26-1

D-Glutamic acid

water
7732-18-5

water

sodium hydroxide
1310-73-2

sodium hydroxide

[Er4(μ3-OH)(Glu)3(H2O)10](ClO4)5*6H2O

[Er4(μ3-OH)(Glu)3(H2O)10](ClO4)5*6H2O

Conditions
ConditionsYield
In water ligand was added to aq. soln. of Er(ClO4)3, stirred at 80°C, aq. soln. of NaOH was added pH 2; filtered, allowed to stand at room temp. for 1 wk, filtered, washed withTHF/ether, dried; elem. anal.;85%
phthalic anhydride
85-44-9

phthalic anhydride

D-Glutamic acid
6893-26-1

D-Glutamic acid

(R)-2-(phthaloyl)aminoglutaric acid
62249-41-6

(R)-2-(phthaloyl)aminoglutaric acid

Conditions
ConditionsYield
In water; N,N-dimethyl-formamide at 15 - 20℃; for 2h;85%
D-Glutamic acid
6893-26-1

D-Glutamic acid

carbonic acid 2,5-dioxopyrrolidin-1-yl ester 4-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)benzyl ester
556050-48-7

carbonic acid 2,5-dioxopyrrolidin-1-yl ester 4-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)benzyl ester

(R)-2-[4-(3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluoro-octyl)-benzyloxycarbonylamino]-pentanedioic acid

(R)-2-[4-(3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluoro-octyl)-benzyloxycarbonylamino]-pentanedioic acid

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran; water at 25℃;83%
D-Glutamic acid
6893-26-1

D-Glutamic acid

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

benzyl alcohol
100-51-6

benzyl alcohol

D-glutamic acid dibenzyl ester p-toluenesufonate salt
2791-84-6, 19898-41-0, 120538-51-4

D-glutamic acid dibenzyl ester p-toluenesufonate salt

Conditions
ConditionsYield
In benzene for 7h; Reflux;83%
In benzene for 26h; Reflux;77%
In toluene at 20℃; Inert atmosphere;
D-Glutamic acid
6893-26-1

D-Glutamic acid

1-dodecyl alcohol
112-53-8

1-dodecyl alcohol

(R)-2-Amino-pentanedioic acid didodecyl ester
62765-52-0

(R)-2-Amino-pentanedioic acid didodecyl ester

Conditions
ConditionsYield
With toluene-4-sulfonic acid In benzene Heating;82%
D-Glutamic acid
6893-26-1

D-Glutamic acid

N-Fmoc-D-glutamic acid
104091-09-0

N-Fmoc-D-glutamic acid

Conditions
ConditionsYield
With sodium hydrogencarbonate In [(2)H6]acetone; water81%
With sodium hydrogencarbonate In [(2)H6]acetone; water81%
D-Glutamic acid
6893-26-1

D-Glutamic acid

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide
82911-69-1

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

N-Fmoc-D-glutamic acid
104091-09-0

N-Fmoc-D-glutamic acid

Conditions
ConditionsYield
With sodium hydrogencarbonate In water; acetone at 20℃; for 72h; Cooling with ice;81%
D-Glutamic acid
6893-26-1

D-Glutamic acid

allyl alcohol
107-18-6

allyl alcohol

γ-allyl (2R)-glutamate hydrochloride

γ-allyl (2R)-glutamate hydrochloride

Conditions
ConditionsYield
With chloro-trimethyl-silane at 2018℃; Inert atmosphere; regioselective reaction;80%
With chloro-trimethyl-silane75%
With chloro-trimethyl-silane at 20℃; for 18h;65%
D-Glutamic acid
6893-26-1

D-Glutamic acid

[NiCl2(N,N-bis(dicyclohexylphosphinomethyl)methylamine)]
1161882-47-8

[NiCl2(N,N-bis(dicyclohexylphosphinomethyl)methylamine)]

Ni(O2CCH(NH2)C2H4CO2)((P(C6H11)2CH2)2NCH3)

Ni(O2CCH(NH2)C2H4CO2)((P(C6H11)2CH2)2NCH3)

Conditions
ConditionsYield
With silver(l) oxide In dichloromethane (N2); Schlenk technique; Ag2O added to stirred sol. of Ni-complex, glutamic acid added, mixt. refluxed for 8 h; mixt. filtered (Celite), evapd., product precipitated with diethyl ether, filtered, dried; elem. anal.;80%
methanol
67-56-1

methanol

D-Glutamic acid
6893-26-1

D-Glutamic acid

D‐α‐hydroxyglutaric acid
55094-98-9

D‐α‐hydroxyglutaric acid

Conditions
ConditionsYield
Stage #1: D-Glutamic acid With hydrogenchloride; water; sodium nitrite at -5℃; for 16h;
Stage #2: methanol In water for 12h; Reflux;
80%
Stage #1: D-Glutamic acid With hydrogenchloride; sodium nitrite In water at -10 - 20℃; for 18h;
Stage #2: methanol With hydrogenchloride; water for 12h; Reflux;
60%
Stage #1: D-Glutamic acid With hydrogenchloride; sodium nitrite In water at -10 - 20℃; for 18h;
Stage #2: methanol With hydrogenchloride In water for 12h; Reflux;
60%

D(-)-Glutamic acid History

The substance was discovered and identified in the year 1866, by the German chemist Karl Heinrich Leopold Ritthausen. In 1907 Japanese researcher Kikunae Ikeda of the Tokyo Imperial University identified brown crystals left behind after the evaporation of a large amount of kombu broth as glutamic acid. These crystals, when tasted, reproduced the ineffable but undeniable flavor he detected in many foods, most especially in seaweed. Professor Ikeda termed this flavor umami. He then patented a method of mass-producing a crystalline salt of glutamic acid, monosodium glutamate.

D(-)-Glutamic acid Specification

The IUPAC name of D-Glutamic acid is (2R)-2-aminopentanedioic acid. With the CAS registry number 6893-26-1, it is also named as D-2-Aminopentanedioic acid. The product's categories are Amino Acids Series; 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; Glutamate Receptor. Besides, it is white crystalline powder, which should be stored at room temperature. In addition, its molecular formula is C5H9NO4 and molecular weight is 147.13.

The other characteristics of this product can be summarized as: (1)EINECS: 230-000-8; (2)ACD/LogP: -1.44; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): -4.7; (5)ACD/LogD (pH 7.4): -4.93; (6)ACD/BCF (pH 5.5): 1; (7)ACD/BCF (pH 7.4): 1; (8)ACD/KOC (pH 5.5): 1; (9)ACD/KOC (pH 7.4): 1; (10)#H bond acceptors: 5; (11)#H bond donors: 4; (12)#Freely Rotating Bonds: 5; (13)Index of Refraction: 1.522; (14)Molar Refractivity: 31.83 cm3; (15)Molar Volume: 104.3 cm3; (16)Density: 1.409 g/cm3; (17)Flash Point: 155.7 °C; (18)Melting point: 200-202 °C; (19)alpha: -31.3 °(c=10, 2 N HCl); (20)Water solubility: 7 g/L (20 °C); (21)Enthalpy of Vaporization: 63.39 kJ/mol; (22)Boiling Point: 333.8 °C at 760 mmHg; (23)Vapour Pressure: 2.55E-05 mmHg at 25 °C.

Preparation of D-Glutamic acid: frist of all, please use acylase to treat Acetyl-DL-glutamic acid. And then you would obtain this chemical after refining and drying.

Uses of D-Glutamic acid: this chemical is used as amino acids medicine. It can also used for biochemical studies. Additionally, it can react with phenylmethanol to get D-glutamic acid-5-benzyl ester.



This reaction needs H2SO4. The yield is 58.9 %.

When you are using this chemical, please be cautious about it as the following: it is irritating to eyes, respiratory system and skin. In case of contact with eyes, please rinse immediately with plenty of water and seek medical advice. And you should wear suitable protective clothing to avoid contact with skin and eyes.

People can use the following data to convert to the molecule structure.
(1)SMILES: O=C(O)CC[C@@H](N)C(=O)O
(2)InChI: InChI=1/C5H9NO4/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)/t3-/m1/s1
(3)InChIKey: WHUUTDBJXJRKMK-GSVOUGTGBI

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