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L-Glutamine

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Name

L-Glutamine

EINECS 200-292-1
CAS No. 56-85-9 Density 1.321 g/cm3
PSA 106.41000 LogP 0.06440
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 N/A 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;

Article Data 87

L-Glutamine Synthetic route

71989-20-3

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

56-85-9

L-glutamine

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

C42H33ClN4NiO4

A

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

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

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

56-85-9

L-glutamine

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

L-glutamic acid

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

56-85-9

L-glutamine

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

C5H10N2O3*H3N*ClH

56-85-9

L-glutamine

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

glutamic acid γ-hydrazide

56-85-9

L-glutamine

Conditions
ConditionsYield
With ethanol; nickel
55878-80-3

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

56-85-9

L-glutamine

Conditions
ConditionsYield
With ammonia Erwaermen des Reaktionsprodukts mit wss.Essigsaeure;
42749-49-5

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

56-85-9

L-glutamine

Conditions
ConditionsYield
With hydrogen bromide; acetic acid; phenol

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.

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