Product Name

  • Name

    L-Glutamine

  • EINECS 200-292-1
  • CAS No. 56-85-9
  • Article Data87
  • CAS DataBase
  • Density 1.321 g/cm3
  • Solubility water: 25 mg/mL
  • Melting Point 185 °C (dec.)(lit.)
  • Formula C5H10N2O3
  • Boiling Point 445.6 °C at 760 mmHg
  • Molecular Weight 146.146
  • Flash Point 223.3 °C
  • Transport Information
  • Appearance White crystalline powder
  • Safety 26-24/25-36/37/39-27
  • Risk Codes 36-36/37/38
  • Molecular Structure Molecular Structure of 56-85-9 (L-Glutamine)
  • Hazard Symbols IrritantXi
  • Synonyms (S)-2,5-Diamino-5-oxopentanoic acid;Glutamine (VAN);L-Glutamid;Glutamine (USP);(2S)-2-amino-4-carbamoylbutanoic acid;(2S)-2-amino-4-carbamoyl-butanoic acid;L-2-Aminoglutaramic acid;Pentanoic acid, 2,5-diamino-5-oxo-, (S)-;Glutamine [USAN];(2S)-2-azaniumyl-4-carbamoyl-butanoate;Levoglutamina;Cebrogen;Levoglutamidum [INN-Latin];L-(+)-Glutamine;Glumin (amino acid);Levoglutamid;Miglu-P;Levoglutamide [DCF:INN];L-Glutamic acid .gamma.-amide;2-Aminoglutaramic acid;Levoglutamida [INN-Spanish];L-Glutamic acid gamma-amide;Levoglutamide;Glavamin;Glutamic acid 5-amide;(2S)-2,5-diamino-5-oxopentanoic acid;Glutamic acid amide;2,5-Diamino-5-oxopentanoic acid, (S)-;L(+)-Glutamine;L(+)-Glutamic acid-5-amide;H-Gln-OH;Glutamine (P347);Glutamine;L-Glutamine FCC5;L-Gln-OH;L-Glutamine;L-Glutamine FCC4;L-2-Aminoglutaramidic acid;2-Aminoglutaramic acid, L-;L-Glutamic acid 5-amide;2-amino-4-carbamoyl-butanoic acid;
  • PSA 106.41000
  • LogP 0.06440

Synthetic route

N2-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-glutamine
71989-20-3

N2-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-glutamine

L-glutamine
56-85-9

L-glutamine

Conditions
ConditionsYield
With sodium azide In N,N-dimethyl-formamide at 50℃; for 24h;97%
C42H33ClN4NiO4

C42H33ClN4NiO4

A

L-glutamine
56-85-9

L-glutamine

(R)-N-(2-benzoyl-4-chlorophenyl)-2-[3,5-dihydro-4H-dinaphtho[2,1-c:1',2'-e]azepine-4-yl]acetamide

(R)-N-(2-benzoyl-4-chlorophenyl)-2-[3,5-dihydro-4H-dinaphtho[2,1-c:1',2'-e]azepine-4-yl]acetamide

Conditions
ConditionsYield
With hydrogenchloride; water In methanol at 30℃; for 2h;A n/a
B 95%
With hydrogenchloride In methanol; water at 30℃; for 2h;A 0.05 g
B 95%
4-carbamoyl-2-[(E,Z)-4,4,4-trifluoro-3-oxo-1-butenylamino]butanoic acid

4-carbamoyl-2-[(E,Z)-4,4,4-trifluoro-3-oxo-1-butenylamino]butanoic acid

L-glutamine
56-85-9

L-glutamine

Conditions
ConditionsYield
With hydrogenchloride In methanol at 70℃; for 20h;92%
4-carbamoyl-2-[(E,Z)-4,4,4-trichloro-3-oxo-1-butenylamino]butanoic acid

4-carbamoyl-2-[(E,Z)-4,4,4-trichloro-3-oxo-1-butenylamino]butanoic acid

L-glutamine
56-85-9

L-glutamine

Conditions
ConditionsYield
With hydrogenchloride In methanol at 70℃; for 20h;85%
L-glutamic acid
56-86-0

L-glutamic acid

L-glutamine
56-85-9

L-glutamine

Conditions
ConditionsYield
With phosphoenolpyruvic acid; Imidazole-HCl buffer; ammonium chloride; adenosine 5'-diphosphate; magnesium chloride at 37℃; for 6h; pyruvate kinase, glutamine synthetase;79%
With ammonia unter der Einwirkung von Enzym-Praeparaten aus verschiedenen tierischen Geweben;
With ammonia unter der Einwirkung von Streptococcus-Arten in Gegenwart von d-Glucose;
(S)-3-(5'-oxo-9λ4-boraspiro[bicyclo[3.3.1]nonane-9,2'-[1,3,2]oxazaborolidin]-4'-yl)propanamide

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

L-glutamine
56-85-9

L-glutamine

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran; water at 20℃; for 5h;79%
C5H10N2O3*H3N*ClH

C5H10N2O3*H3N*ClH

L-glutamine
56-85-9

L-glutamine

Conditions
ConditionsYield
With ruthenium nanoparticles dispersed in a polyvinylpyrrolidone matrix; amberlyst A-21 In methanol; dichloromethane59%
glutamic acid γ-hydrazide
1820-73-1

glutamic acid γ-hydrazide

L-glutamine
56-85-9

L-glutamine

Conditions
ConditionsYield
With ethanol; nickel
N-trityl-L-glutamic acid 5-methyl ester
55878-80-3

N-trityl-L-glutamic acid 5-methyl ester

L-glutamine
56-85-9

L-glutamine

Conditions
ConditionsYield
With ammonia Erwaermen des Reaktionsprodukts mit wss.Essigsaeure;
5-amino-2(S)-{[(4-methylphenyl)sulfonyl]amino}-5-oxopentanoic acid
42749-49-5

5-amino-2(S)-{[(4-methylphenyl)sulfonyl]amino}-5-oxopentanoic acid

L-glutamine
56-85-9

L-glutamine

Conditions
ConditionsYield
With hydrogen bromide; acetic acid; phenol
(S)-4-Carbamoyl-2-[2-(4-methoxy-phenyl)-2-oxo-ethoxycarbonylamino]-butyric acid
125219-08-1

(S)-4-Carbamoyl-2-[2-(4-methoxy-phenyl)-2-oxo-ethoxycarbonylamino]-butyric acid

A

L-glutamine
56-85-9

L-glutamine

B

1-(4-methoxyphenyl)ethanone
100-06-1

1-(4-methoxyphenyl)ethanone

Conditions
ConditionsYield
Irradiation; mild conditions;
monosodium glutamate
142-47-2

monosodium glutamate

L-glutamine
56-85-9

L-glutamine

Conditions
ConditionsYield
With ammonium chloride In water at 30℃; for 0.166667h; γ-glutamylmethylamide synthetase from Methylophaga sp. AA-30, 0.5 M Tris HCl buffer pH 7.5, 2.5 M 2-mercaptoethanol, 0.1 M MnCl2, 0.1 M ATP; relative enzyme activity compared to methylamine, Km;
Puwainaphycin E
142998-32-1

Puwainaphycin E

A

L-valine
72-18-4

L-valine

B

L-glutamine
56-85-9

L-glutamine

C

(2R,3R,4S)-3-Amino-2-hydroxy-4-methyl-hexadecanoic acid
138754-66-2

(2R,3R,4S)-3-Amino-2-hydroxy-4-methyl-hexadecanoic acid

D

L-proline
147-85-3

L-proline

Conditions
ConditionsYield
With hydrogenchloride at 100℃; for 24h; Further byproducts given;
Puwainaphycin B
142998-31-0

Puwainaphycin B

A

L-valine
72-18-4

L-valine

B

L-glutamine
56-85-9

L-glutamine

C

(2R,3R,4S)-3-Amino-2-hydroxy-4-methyl-14-oxo-octadecanoic acid

(2R,3R,4S)-3-Amino-2-hydroxy-4-methyl-14-oxo-octadecanoic acid

D

L-proline
147-85-3

L-proline

Conditions
ConditionsYield
With hydrogenchloride at 100℃; for 24h; Further byproducts given;
Nα,Nca-di-tert-butyloxycarbonylglutamine
98115-14-1

Nα,Nca-di-tert-butyloxycarbonylglutamine

L-glutamine
56-85-9

L-glutamine

Conditions
ConditionsYield
With hydrogen bromide In acetic acid
Boc-L-Glu-γ-DHA-CONHCH3

Boc-L-Glu-γ-DHA-CONHCH3

L-glutamine
56-85-9

L-glutamine

Conditions
ConditionsYield
With hydrogenchloride; water In acetic acid at 55℃; for 0.833333h;
(S)-2-amino-4-cyano-butyric acid
6232-22-0

(S)-2-amino-4-cyano-butyric acid

L-glutamine
56-85-9

L-glutamine

Conditions
ConditionsYield
With Tris-HCl buffer; N74D Escherichia coli asparagine synthetase B mutant; BIS-TRIS; magnesium chloride at 37℃; for 0.333333h; pH=6.5; Enzyme kinetics; Further Variations:; Reagents; pH-values; Hydrolysis;
-5-amide

-5-amide

L-glutamine
56-85-9

L-glutamine

Conditions
ConditionsYield
With sodium carbonate; hydrazine
-1-benzyl ester-5-amide

-1-benzyl ester-5-amide

L-glutamine
56-85-9

L-glutamine

Conditions
ConditionsYield
With methanol; palladium; acetic acid Hydrogenolyse;
-5-amide

-5-amide

L-glutamine
56-85-9

L-glutamine

Conditions
ConditionsYield
With palladium; acetic acid Hydrogenolyse;
With palladium; acetic acid Hydrogenolyse;
With phosphonium iodide; acetic acid at 40 - 50℃;
With palladium; acetic acid Hydrogenolyse;
With palladium; acetic acid Hydrogenolyse;
N2-benzyloxycarbonyl-L-glutamine methyl ester
13907-82-9, 2650-67-1

N2-benzyloxycarbonyl-L-glutamine methyl ester

aqueous NaOH

aqueous NaOH

A

glutamine
636-65-7

glutamine

B

L-glutamine
56-85-9

L-glutamine

Conditions
ConditionsYield
Ansaeuern mit wss. HCl und Hydrieren des Reaktionsgemisches an Palladium;
(S)-methyl 5-amino-4-{[(benzyloxy)carbonyl]amino}-5-oxopentanoate
51163-40-7

(S)-methyl 5-amino-4-{[(benzyloxy)carbonyl]amino}-5-oxopentanoate

aqueous NaOH

aqueous NaOH

A

glutamine
636-65-7

glutamine

B

L-glutamine
56-85-9

L-glutamine

Conditions
ConditionsYield
Ansaeuern mit wss. HCl und Hydrieren des Reaktionsgemisches an Palladium;
N-lauroyl-L-glutamine

N-lauroyl-L-glutamine

A

lauric acid
143-07-7

lauric acid

B

L-glutamine
56-85-9

L-glutamine

Conditions
ConditionsYield
With acylase I from pig kidney; water In glycerol at 37℃; for 3h; pH=7.5; Equilibrium constant;
Conditions
ConditionsYield
With (2R,3R,11R,12R)-(+)-18-crown-6-2,3,11,12-tetracarbonic acid
With R-(3,3'-dibromo-1,1'-binaphthyl)-20-crown-6 coated C18 silica gel column at 25℃; pH=2; Resolution of racemate;
(R)-2-((E)-(R)-4-{(2S,3S)-2-[(S)-2-({(S)-1-[(S)-1-(2-Amino-acetyl)-pyrrolidine-2-carbonyl]-pyrrolidine-2-carbonyl}-amino)-4-carbamoyl-butyrylamino]-3-methyl-pentanoylamino}-6-methyl-hept-2-enoylamino)-3-(1H-indol-3-yl)-propionic acid

(R)-2-((E)-(R)-4-{(2S,3S)-2-[(S)-2-({(S)-1-[(S)-1-(2-Amino-acetyl)-pyrrolidine-2-carbonyl]-pyrrolidine-2-carbonyl}-amino)-4-carbamoyl-butyrylamino]-3-methyl-pentanoylamino}-6-methyl-hept-2-enoylamino)-3-(1H-indol-3-yl)-propionic acid

A

2-[(2E,4R)-4-amino-6-methylhept-2-enoylamino]-(2R)-3-(indol-3-yl)propanoic acid

2-[(2E,4R)-4-amino-6-methylhept-2-enoylamino]-(2R)-3-(indol-3-yl)propanoic acid

B

L-isoleucine
73-32-5

L-isoleucine

C

L-glutamine
56-85-9

L-glutamine

D

glycine
56-40-6

glycine

E

Pro

Pro

Conditions
ConditionsYield
With sodium phosphate buffer; leucine amino peptidase at 37℃; pH=7.2; Title compound not separated from byproducts;
(R)-2-((E)-(S)-4-{(2S,3S)-2-[(S)-2-({(S)-1-[(S)-1-(2-Amino-acetyl)-pyrrolidine-2-carbonyl]-pyrrolidine-2-carbonyl}-amino)-4-carbamoyl-butyrylamino]-3-methyl-pentanoylamino}-6-methyl-hept-2-enoylamino)-3-(1H-indol-3-yl)-propionic acid

(R)-2-((E)-(S)-4-{(2S,3S)-2-[(S)-2-({(S)-1-[(S)-1-(2-Amino-acetyl)-pyrrolidine-2-carbonyl]-pyrrolidine-2-carbonyl}-amino)-4-carbamoyl-butyrylamino]-3-methyl-pentanoylamino}-6-methyl-hept-2-enoylamino)-3-(1H-indol-3-yl)-propionic acid

A

2-[(2E,4S)-4-amino-6-methylhept-2-enoylamino]-(2R)-3-(indol-3-yl)propanoic acid

2-[(2E,4S)-4-amino-6-methylhept-2-enoylamino]-(2R)-3-(indol-3-yl)propanoic acid

B

L-isoleucine
73-32-5

L-isoleucine

C

L-glutamine
56-85-9

L-glutamine

D

glycine
56-40-6

glycine

E

Pro

Pro

Conditions
ConditionsYield
With sodium phosphate buffer; leucine amino peptidase at 37℃; pH=7.2; Title compound not separated from byproducts;
monosodium L-glutamate
142-47-2

monosodium L-glutamate

L-glutamine
56-85-9

L-glutamine

Conditions
ConditionsYield
With Pseudomonas taetrolens Y-30 glutamine synthetase EC 6.3.1.2; ammonium chloride; magnesium chloride; imidazole buffer at 30℃; pH=8.0; Enzyme kinetics; Further Variations:; pH-values; Reagents;
Boc-Glu-OBn
30924-93-7

Boc-Glu-OBn

L-glutamine
56-85-9

L-glutamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
2: 1 N HCl, H2O / acetic acid / 0.83 h / 55 °C
View Scheme
L-glutamic acid dibenzyl ester hydrochloride
4561-10-8

L-glutamic acid dibenzyl ester hydrochloride

L-glutamine
56-85-9

L-glutamine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: triethylamine; CHCl3
2: methanol. sodium methylate
3: palladium; triethylamine; cyclohexane / Hydrogenation
4: methanol.NH3 / Erwaermen des Reaktionsprodukts mit wss.Essigsaeure
View Scheme
L-glutamine
56-85-9

L-glutamine

methyl 1-β-D-ribofuranosyl-1,2,4-triazole-3-carboximidate
120362-25-6

methyl 1-β-D-ribofuranosyl-1,2,4-triazole-3-carboximidate

1-β-D-ribofuranosyl-1,2,4-triazole-3-N-(α-carboxy-4'-butyramido)carboxamidine
142633-85-0

1-β-D-ribofuranosyl-1,2,4-triazole-3-N-(α-carboxy-4'-butyramido)carboxamidine

Conditions
ConditionsYield
In methanol for 168h; Ambient temperature;100%
L-glutamine
56-85-9

L-glutamine

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)-5-amino-2-ammonio-5-oxopentanoate

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

Conditions
ConditionsYield
In water pH=4.95; Cooling with ice;100%
L-glutamine
56-85-9

L-glutamine

nicotinic acid riboside 5'-monophosphate

nicotinic acid riboside 5'-monophosphate

(S)-4-amino-1-carboxy-4-oxobutan-1-aminium 1-((2R,3R,4S,5R)-5-(((hydrogenphosphonato)oxy)methyl)-3,4-dihydrotetrahydrofuran-2-yl)pyridine-1-ium-3-carboxylate

(S)-4-amino-1-carboxy-4-oxobutan-1-aminium 1-((2R,3R,4S,5R)-5-(((hydrogenphosphonato)oxy)methyl)-3,4-dihydrotetrahydrofuran-2-yl)pyridine-1-ium-3-carboxylate

Conditions
ConditionsYield
In water at 10℃; pH=Ca. 2.3 - 2.5;100%
L-glutamine
56-85-9

L-glutamine

nicotinic acid riboside 5'-monophosphate

nicotinic acid riboside 5'-monophosphate

bis((S)-4-amino-1-carboxy-4-oxobutan-1-aminium)-1-((2R,3S,4R,5R)-3,4-dihydroxy-5-((phosphonatooxy)methyl)tetrahydrofuran-2-yl)pyridin-1-ium-3-carboxylate

bis((S)-4-amino-1-carboxy-4-oxobutan-1-aminium)-1-((2R,3S,4R,5R)-3,4-dihydroxy-5-((phosphonatooxy)methyl)tetrahydrofuran-2-yl)pyridin-1-ium-3-carboxylate

Conditions
ConditionsYield
In water at 10℃; pH=Ca. 2.8;100%
L-glutamine
56-85-9

L-glutamine

ethanolamine
141-43-5

ethanolamine

nicotinic acid riboside 5'-monophosphate

nicotinic acid riboside 5'-monophosphate

2-hydroxyethan-1-aminium (S)-4-amino-1-carboxy-4-oxobutan-1-aminium 1-((2R,3R,4S,5R)-3,4-dihydroxy-5-((phosphonatooxy)methyl)tetrahydrofuran-2-yl)pyridin-1-ium-3-carboxylate

2-hydroxyethan-1-aminium (S)-4-amino-1-carboxy-4-oxobutan-1-aminium 1-((2R,3R,4S,5R)-3,4-dihydroxy-5-((phosphonatooxy)methyl)tetrahydrofuran-2-yl)pyridin-1-ium-3-carboxylate

Conditions
ConditionsYield
In water pH=2.1 - 5.06; Inert atmosphere; Cooling with ice;100%
L-glutamine
56-85-9

L-glutamine

acetic anhydride
108-24-7

acetic anhydride

N-acetyl-L-glutamine
2490-97-3

N-acetyl-L-glutamine

Conditions
ConditionsYield
In water for 0.0666667h; Irradiation;99%
With sodium hydroxide
L-glutamine
56-85-9

L-glutamine

Z-Thr(But)-ONSu
10068-65-2

Z-Thr(But)-ONSu

Z-L-Thr(tBu)-L-Gln-OH
138541-15-8

Z-L-Thr(tBu)-L-Gln-OH

Conditions
ConditionsYield
With sodium hydrogencarbonate In 1,4-dioxane; water for 48h; Ambient temperature;99%
potassium hexachloropalladate

potassium hexachloropalladate

L-glutamine
56-85-9

L-glutamine

trans-Pd(L-Gln-O)2
119363-27-8

trans-Pd(L-Gln-O)2

Conditions
ConditionsYield
With sodium hydroxide In water aq. soln. of K2PdCl6 and amino-acid was stirred and to the mixt. was dropped 1 N NaOH within 20 min, stirring was continued for 18 h; soln. was filtered, residue was washed with water, then ethanol and ether and dried in vac. over P2O5; elem. anal.;99%
L-glutamine
56-85-9

L-glutamine

α-carbobenzoxy-L-tryptophan p-nitrophenyl ester
16624-64-9

α-carbobenzoxy-L-tryptophan p-nitrophenyl ester

N-benzyloxycarbonyl-L-tryptophan-L-glutamine
1105050-57-4

N-benzyloxycarbonyl-L-tryptophan-L-glutamine

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran; water at 20℃;99%
L-glutamine
56-85-9

L-glutamine

benzyl chloroformate
501-53-1

benzyl chloroformate

Cbz-L-Gln
2650-64-8

Cbz-L-Gln

Conditions
ConditionsYield
With sodium carbonate In 1,4-dioxane; water at 0 - 20℃; Inert atmosphere;98%
With sodium hydroxide In water; toluene at 25 - 30℃; pH=11 - 12;88.5%
Stage #1: L-glutamine; benzyl chloroformate With sodium hydrogencarbonate In water; toluene at 20℃; Inert atmosphere;
Stage #2: With hydrogenchloride In water
86%
L-glutamine
56-85-9

L-glutamine

N-Benzyloxycarbonyl-N-trifluoromethylsulfonyl-4-trifluoromethylanilide
250296-57-2

N-Benzyloxycarbonyl-N-trifluoromethylsulfonyl-4-trifluoromethylanilide

Cbz-L-Gln
2650-64-8

Cbz-L-Gln

Conditions
ConditionsYield
With water; triethylamine In 1,4-dioxane at 20℃; for 1h; Acylation;98%
L-glutamine
56-85-9

L-glutamine

(R)-N-(2-benzoyl-4-chlorophenyl)-1-[(3,4-dichlorophenyl)methyl]-2-pyrrolidinecarboxamide
1644308-43-9

(R)-N-(2-benzoyl-4-chlorophenyl)-1-[(3,4-dichlorophenyl)methyl]-2-pyrrolidinecarboxamide

nickel(II) acetate tetrahydrate
6018-89-9

nickel(II) acetate tetrahydrate

C30H27Cl3N4NiO4

C30H27Cl3N4NiO4

Conditions
ConditionsYield
With potassium carbonate In methanol at 60℃; for 3h; Temperature;98%
L-glutamine
56-85-9

L-glutamine

9-methoxy-9-BBN
38050-71-4

9-methoxy-9-BBN

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

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

Conditions
ConditionsYield
In methanol; hexane for 1h; Reflux;98%
manganese (II) nitrate tetrahydrate

manganese (II) nitrate tetrahydrate

L-glutamine
56-85-9

L-glutamine

Mn(OC(O)CH(NH2)CH2CH2C(O)NH2)2

Mn(OC(O)CH(NH2)CH2CH2C(O)NH2)2

Conditions
ConditionsYield
With lithium hydroxide In ethanol refluxing (1.5 h), Mn-salt addn., refluxing (1.5 h); filtering (room temp.), drying (25°C); elem. anal.;95.3%
L-glutamine
56-85-9

L-glutamine

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

Boc-Gln-OH
13726-85-7

Boc-Gln-OH

Conditions
ConditionsYield
95%
Stage #1: L-glutamine With sodium hydroxide In 1,4-dioxane; water Large scale;
Stage #2: di-tert-butyl dicarbonate In 1,4-dioxane at 0 - 20℃; for 4h; Reagent/catalyst; Solvent; Temperature; Large scale;
90.7%
With sodium hydroxide In 1,4-dioxane for 1h;90%
L-glutamine
56-85-9

L-glutamine

cholin hydroxide
123-41-1

cholin hydroxide

2-hydroxyethyltrimethylammonium L-glutaminate
1361335-92-3

2-hydroxyethyltrimethylammonium L-glutaminate

Conditions
ConditionsYield
In water at 3℃; for 48h; Darkness;95%
L-glutamine
56-85-9

L-glutamine

phenyl isothiocyanate
103-72-0

phenyl isothiocyanate

3-(5-oxo-1-phenyl-2-thioxoimidazolidin-4-yl)propanamide
29588-05-4

3-(5-oxo-1-phenyl-2-thioxoimidazolidin-4-yl)propanamide

Conditions
ConditionsYield
With triethylamine In water; N,N-dimethyl-formamide at 20℃; for 3h;95%
L-glutamine
56-85-9

L-glutamine

2,2-bis(4'-nitrophenyl)ethyl-N-succinimidyl carbonate
116869-01-3

2,2-bis(4'-nitrophenyl)ethyl-N-succinimidyl carbonate

Nα-<2,2-bis(4'-nitrophenyl)ethoxycarbonyl>-glutamine
138296-31-8

Nα-<2,2-bis(4'-nitrophenyl)ethoxycarbonyl>-glutamine

Conditions
ConditionsYield
With triethylamine In 1,4-dioxane; water Ambient temperature;94%
Z-Lys(-Boc)-Osu
3338-34-9

Z-Lys(-Boc)-Osu

L-glutamine
56-85-9

L-glutamine

Z-Lys(Boc)-Gln-OH
68171-87-9

Z-Lys(Boc)-Gln-OH

Conditions
ConditionsYield
With sodium hydroxide In 1,4-dioxane at 0 - 20℃; for 123h;93%
L-glutamine
56-85-9

L-glutamine

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

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

N2-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-glutamine
71989-20-3

N2-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-glutamine

Conditions
ConditionsYield
With sodium carbonate In 1,4-dioxane; water at 0 - 20℃;93%
With sodium carbonate In tetrahydrofuran; water84%
Stage #1: L-glutamine With N-cyclohexyl-cyclohexanamine In acetone at 20℃;
Stage #2: N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide With sodium carbonate In water; acetonitrile at 0 - 20℃; pH=8;
Stage #3: With potassium hydrogensulfate In water; acetonitrile pH=2 - 3;
54%
L-glutamine
56-85-9

L-glutamine

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

5-amino-2(S)-{[(4-methylphenyl)sulfonyl]amino}-5-oxopentanoic acid
42749-49-5

5-amino-2(S)-{[(4-methylphenyl)sulfonyl]amino}-5-oxopentanoic acid

Conditions
ConditionsYield
With magnesium oxide In water at 5℃;92%
With sodium hydroxide In 1,4-dioxane for 2.5h;73%
With sodium hydroxide In water at 80 - 90℃;58%
L-glutamine
56-85-9

L-glutamine

tetraethylammonium hydroxide
77-98-5

tetraethylammonium hydroxide

tetraethylammonium L-glutaminate
1248586-10-8

tetraethylammonium L-glutaminate

Conditions
ConditionsYield
In water at 20℃; for 2h;91%
L-glutamine
56-85-9

L-glutamine

2,7-disulfo-9-fluorenylmethoxycarbonyl chloride

2,7-disulfo-9-fluorenylmethoxycarbonyl chloride

C20H18N2O11S2(2-)*2Na(1+)

C20H18N2O11S2(2-)*2Na(1+)

Conditions
ConditionsYield
With sodium hydrogencarbonate In water at 20℃; for 0.5h; pH=8.5;90.8%
4-hydroxy[1]benzopyran-2-one
1076-38-6

4-hydroxy[1]benzopyran-2-one

L-glutamine
56-85-9

L-glutamine

orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

N-(methylene-4-oxocoumarinyl)-L-glutamine

N-(methylene-4-oxocoumarinyl)-L-glutamine

Conditions
ConditionsYield
In isopropyl alcohol for 2h; Heating;90%
L-glutamine
56-85-9

L-glutamine

3,5-dinitro-1-(4-nitrophenyl)-4-pyridone
74197-40-3

3,5-dinitro-1-(4-nitrophenyl)-4-pyridone

A

4-nitro-aniline
100-01-6

4-nitro-aniline

B

(S)-4-Carbamoyl-2-(3,5-dinitro-4-oxo-4H-pyridin-1-yl)-butyric acid

(S)-4-Carbamoyl-2-(3,5-dinitro-4-oxo-4H-pyridin-1-yl)-butyric acid

Conditions
ConditionsYield
In pyridine; water for 2h; Ambient temperature;A n/a
B 90%
L-glutamine
56-85-9

L-glutamine

benzyl (4-(chlorocarbonyl)phenyl)(methyl)carbamate
66891-86-9

benzyl (4-(chlorocarbonyl)phenyl)(methyl)carbamate

N2-<4-<<(benzyloxy)carbonyl>methylamino>benzoyl>-L-glutamine
96845-85-1

N2-<4-<<(benzyloxy)carbonyl>methylamino>benzoyl>-L-glutamine

Conditions
ConditionsYield
With sodium hydroxide In 1,4-dioxane at 0 - 5℃;90%
L-glutamine
56-85-9

L-glutamine

ethylamine
75-04-7

ethylamine

Conditions
ConditionsYield
With recombinant Bacillus subtilis γ-glutamyltranspeptidase In water at 37℃; for 5h; pH=10; Concentration; pH-value; Temperature; Enzymatic reaction;90%
With glutaminase from Pseudomonas nitroreducens IFO 12694; imidazole buffer In water at 30℃; relative rate of glutamyl transfer;
biosynthesis by immobilized cells of Pseudomonas nitroreducens;
With recombinant Pseudomonas nitroreducens IFO12694 γ-glutamyltranspeptidase at 30℃; for 0.333333h; pH=10.5; aq. buffer; Enzymatic reaction;
With glutaminase immobilised on SBA-15 type mesoporous silica at 20℃; for 1h; Reagent/catalyst; pH-value; Temperature; Flow reactor; Enzymatic reaction;

L-Glutamine Consensus Reports

  L-Glutamine (CAS NO.77668-42-9) is reported in EPA TSCA Inventory.

L-Glutamine Specification

L-Glutamine, with the IUPAC Name of (2S)-2,5-Diamino-5-oxopentanoic acid, is one kind of white crystalline powder. And its Classification Code are including Dietary supplement; Drug / Therapeutic Agent; Human Data; Mutation data. L-Glutamine(CAS NO.56-85-9) is the most abundant amino acid (building block of protein) in the body. The popular amino acid L-Glutamine is found in protein powders, beans, meats, fish, poultry, dairy products, and of course. It is used in the gut and immune system to maintain optimal performance. 60% of free-form amino acids floating in skeletal muscles is L-Glutamine.

Physical properties about L-Glutamine are: (1)ACD/LogP: -1.576; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): -4.08; (4)ACD/LogD (pH 7.4): -4.08; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 1.00; (8)ACD/KOC (pH 7.4): 1.00; (9)#H bond acceptors: 5; (10)#H bond donors: 5; (11)#Freely Rotating Bonds: 5; (12)Index of Refraction: 1.524; (13)Molar Refractivity: 33.837 cm3; (14)Molar Volume: 110.546 cm3; (15)Polarizability: 13.414 10-24cm3; (16)Surface Tension: 64.588996887207 dyne/cm; (17)Density: 1.322 g/cm3; (18)Flash Point: 223.272 °C; (19)Enthalpy of Vaporization: 77.128 kJ/mol; (20)Boiling Point: 445.568 °C at 760 mmHg

Uses of L-Glutamine:
1). L-Glutamine (CAS NO.77668-42-9) has been studied extensively over the past 10–15 years and has been shown to be useful in treatment of serious illnesses, injury, trauma, burns, cancer and its treatment related side-effects as well as in wound healing for postoperative patients.
2). Glutamine is also marketed as a supplement used for muscle growth in weightlifting, bodybuilding, endurance, and other sports.
3). Glutamine has also been taken to enhance brain function as it fuels two of the brain's most important neurotransmitters.
4). It has also been used in the treatment of ADHD, anxiety,and depression.
5). It has also been used in recovery programs to break sugar craving cycles in alcoholics and assist diabetics in the management of sugar cravings.
6). It is also used as an anti-inflammatory in the treatment of autoimmune diseases and preserves Glutathione levels in the liver.

You can still convert the following datas into molecular structure:
(1)InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)/t3-/m0/s1;
(2)InChIKey=ZDXPYRJPNDTMRX-VKHMYHEASA-N;
(3)SmilesC([C@@H](C(=O)O)N)CC(N)=O

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man TDLo oral 27mg/kg/1W-I (27mg/kg) BEHAVIORAL: EUPHORIA American Journal of Psychiatry. Vol. 141, Pg. 1302, 1984.
mouse LD50 oral 21700mg/kg (21700mg/kg)   Drugs in Japan Vol. 6, Pg. 228, 1982.
rat LD50 oral 7500mg/kg (7500mg/kg)   Drugs in Japan Vol. 6, Pg. 228, 1982.

Post buying leads

About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia

Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog

©2008 LookChem.com,License: ICP

NO.:Zhejiang16009103

complaints:service@lookchem.com Desktop View