Product Name

  • Name

    L-(+)Sodium glutamate

  • EINECS 205-538-1
  • CAS No. 142-47-2
  • Article Data4
  • CAS DataBase
  • Density d20 (saturated water soln): 1.620
  • Solubility water: >=10 g/100 mL at 20 °C
  • Melting Point 232 °C
  • Formula C5H8NNaO4
  • Boiling Point 333.8 °C at 760 mmHg
  • Molecular Weight 169.113
  • Flash Point 155.7 °C
  • Transport Information
  • Appearance White or off-white crystalline powder with a slight peptone-like odor
  • Safety
  • Risk Codes 20/21/22
  • Molecular Structure Molecular Structure of 142-47-2 (L-(+)Sodium glutamate)
  • Hazard Symbols R20/21/22:;
  • Synonyms L-Sodium glutamate hydrate; L-Glutamic acid monosodium salt hydrate; L-(+)Sodium Glutamate; L-Glutamic Acid Sodium Salt; L-(+)Sodium glutamate; (S)-2-Aminopentanedioic acid,L-Glutamic acid monosodium salt,Glu; 查看更多英文别名 收起
  • PSA 103.45000
  • LogP -1.37130

Synthetic route

formaldehyd
50-00-0

formaldehyd

hydrogen cyanide
74-90-8

hydrogen cyanide

monosodium L-glutamate
142-47-2

monosodium L-glutamate

L-glutamic acid N,N-diacetic acid tetra sodium salt

L-glutamic acid N,N-diacetic acid tetra sodium salt

Conditions
ConditionsYield
Stage #1: formaldehyd; hydrogen cyanide; monosodium L-glutamate In water at 20 - 60℃; for 0.25h;
Stage #2: With water; sodium hydroxide at 25 - 110℃; for 5h; Product distribution / selectivity;		94%
Stage #1: formaldehyd; hydrogen cyanide; monosodium L-glutamate In water at 45 - 60℃; for 0.25h;
Stage #2: With sodium hydroxide In water at 25 - 110℃; for 5h; Temperature;
...Expand
hexadecanoic acid methyl ester
112-39-0

hexadecanoic acid methyl ester

monosodium L-glutamate
142-47-2

monosodium L-glutamate

monosodium palmitoyl-L-glutamate

monosodium palmitoyl-L-glutamate

Conditions
ConditionsYield
With magnesium oxide; potassium oxide at 20 - 40℃; for 3h; pH=9 - 12;90.56%
methyl n-dodecanoate
111-82-0

methyl n-dodecanoate

monosodium L-glutamate
142-47-2

monosodium L-glutamate

sodium hydrogen N-(1-oxododecyl)-L-glutamate

sodium hydrogen N-(1-oxododecyl)-L-glutamate

Conditions
ConditionsYield
With magnesium oxide; potassium oxide at 20 - 40℃; for 3h; pH=10 - 13;88.67%
monosodium L-glutamate
142-47-2

monosodium L-glutamate

sodium L-α-amino-n-butyrate

sodium L-α-amino-n-butyrate

L-γ-glutamyl-L-α-aminobutyric acid
16869-42-4

L-γ-glutamyl-L-α-aminobutyric acid

Conditions
ConditionsYield
With adenosine 5'-triphosphate sodium salt; magnesium chloride; bovine serum albumin at 30℃; for 24h; γ-glutamylcysteine synthetase from Proteus mirabilis, pH 8.5;80.5%
L-serin
56-45-1

L-serin

monosodium L-glutamate
142-47-2

monosodium L-glutamate

(S)-2-amino-5-((S)-1-carboxy-2-hydroxyethylamino)-5-oxopentanoic acid
5875-35-4

(S)-2-amino-5-((S)-1-carboxy-2-hydroxyethylamino)-5-oxopentanoic acid

Conditions
ConditionsYield
With adenosine 5'-triphosphate sodium salt; magnesium chloride; bovine serum albumin at 30℃; for 24h; γ-glutamylcysteine synthetase from Proteus mirabilis, pH 8.5;72.5%
L-homoserine
672-15-1

L-homoserine

monosodium L-glutamate
142-47-2

monosodium L-glutamate

γ-glutamyl-L-homoserine

γ-glutamyl-L-homoserine

Conditions
ConditionsYield
With adenosine 5'-triphosphate sodium salt; magnesium chloride; bovine serum albumin at 30℃; for 24h; γ-glutamylcysteine synthetase from Proteus mirabilis, pH 8.5;68.5%
monosodium L-glutamate
142-47-2

monosodium L-glutamate

glycine
56-40-6

glycine

(S)-2-Amino-4-(carboxymethyl-carbamoyl)-butyric acid
1948-29-4

(S)-2-Amino-4-(carboxymethyl-carbamoyl)-butyric acid

Conditions
ConditionsYield
With adenosine 5'-triphosphate sodium salt; magnesium chloride; bovine serum albumin at 30℃; for 24h; γ-glutamylcysteine synthetase from Proteus mirabilis, pH 8.5;62.5%
L-alanin
56-41-7

L-alanin

monosodium L-glutamate
142-47-2

monosodium L-glutamate

H-γ-L-Glu-L-Ala-OH
5875-41-2

H-γ-L-Glu-L-Ala-OH

Conditions
ConditionsYield
With adenosine 5'-triphosphate sodium salt; magnesium chloride; bovine serum albumin at 30℃; for 24h; γ-glutamylcysteine synthetase from Proteus mirabilis, pH 8.5;56.3%
L-Cysteine
52-90-4

L-Cysteine

monosodium L-glutamate
142-47-2

monosodium L-glutamate

N-L-γ-glutamyl-L-cysteine
636-58-8

N-L-γ-glutamyl-L-cysteine

Conditions
ConditionsYield
With adenosine 5'-triphosphate sodium salt; magnesium chloride; bovine serum albumin at 30℃; for 24h; γ-glutamylcysteine synthetase from Proteus mirabilis, pH 8.5;55.5%
With Escherichia coli γ-glutamylcysteine synthetase; potassium chloride; adenosine 5'-triphosphate sodium salt; magnesium chloride In aq. buffer at 25℃; pH=8; Kinetics; Reagent/catalyst; Enzymatic reaction;
2-aminopentanoic acid
760-78-1

2-aminopentanoic acid

monosodium L-glutamate
142-47-2

monosodium L-glutamate

γ-glutamyl-DL-norvaline

γ-glutamyl-DL-norvaline

Conditions
ConditionsYield
With adenosine 5'-triphosphate sodium salt; magnesium chloride; bovine serum albumin at 30℃; for 24h; γ-glutamylcysteine synthetase from Proteus mirabilis, pH 8.5;43.5%
L-threonine
72-19-5

L-threonine

monosodium L-glutamate
142-47-2

monosodium L-glutamate

γ-glutamyl-L-threonine

γ-glutamyl-L-threonine

Conditions
ConditionsYield
With adenosine 5'-triphosphate sodium salt; magnesium chloride; bovine serum albumin at 30℃; for 24h; γ-glutamylcysteine synthetase from Proteus mirabilis, pH 8.5;37.1%
L-isoleucine
73-32-5

L-isoleucine

monosodium L-glutamate
142-47-2

monosodium L-glutamate

γ-glutamyl-L-isoleucine

γ-glutamyl-L-isoleucine

Conditions
ConditionsYield
With adenosine 5'-triphosphate sodium salt; magnesium chloride; bovine serum albumin at 30℃; for 24h; γ-glutamylcysteine synthetase from Proteus mirabilis, pH 8.5;37.1%
2-amino-4-mercaptobutyric acid
454-29-5

2-amino-4-mercaptobutyric acid

monosodium L-glutamate
142-47-2

monosodium L-glutamate

γ-glutamyl-DL-homocysteine

γ-glutamyl-DL-homocysteine

Conditions
ConditionsYield
With adenosine 5'-triphosphate sodium salt; magnesium chloride; bovine serum albumin at 30℃; for 24h; γ-glutamylcysteine synthetase from Proteus mirabilis, pH 8.5;36.1%
Tau
107-35-7

Tau

monosodium L-glutamate
142-47-2

monosodium L-glutamate

Glutaurine
56488-60-9

Glutaurine

Conditions
ConditionsYield
With adenosine 5'-triphosphate sodium salt; magnesium chloride; bovine serum albumin at 30℃; for 24h; γ-glutamylcysteine synthetase from Proteus mirabilis, pH 8.5;24.5%
L-valine
72-18-4

L-valine

monosodium L-glutamate
142-47-2

monosodium L-glutamate

γ-L-glutamyl-L-valine
2746-34-1

γ-L-glutamyl-L-valine

Conditions
ConditionsYield
With adenosine 5'-triphosphate sodium salt; magnesium chloride; bovine serum albumin at 30℃; for 24h; γ-glutamylcysteine synthetase from Proteus mirabilis, pH 8.5;24%
L-asparagine
70-47-3

L-asparagine

monosodium L-glutamate
142-47-2

monosodium L-glutamate

γ-glutamyl-L-aspargine

γ-glutamyl-L-aspargine

Conditions
ConditionsYield
With adenosine 5'-triphosphate sodium salt; magnesium chloride; bovine serum albumin at 30℃; for 24h; γ-glutamylcysteine synthetase from Proteus mirabilis, pH 8.5;23.3%
lauric acid
143-07-7

lauric acid

monosodium L-glutamate
142-47-2

monosodium L-glutamate

N-dodecanoyl-L-glutamic acid
3397-65-7

N-dodecanoyl-L-glutamic acid

Conditions
ConditionsYield
With acylase I from pig kidney In water; glycerol at 37℃; for 66h; pH=7.5;22.7%
monosodium L-glutamate
142-47-2

monosodium L-glutamate

D-glucose
50-99-7, 59-23-4, 921-60-8, 1949-88-8, 1990-29-0, 2152-76-3, 2595-97-3, 2595-98-4, 3458-28-4, 4205-23-6, 5934-56-5, 5978-95-0, 5987-68-8, 6027-89-0, 6038-51-3, 7635-11-2, 10030-80-5, 15572-79-9, 19163-87-2, 23567-25-1, 26566-61-0, 30077-17-9, 31103-86-3, 39665-52-6, 40866-07-7, 58367-01-4, 58407-05-9, 58407-06-0, 83198-69-0, 83198-70-3, 83198-71-4, 93780-23-5, 145920-48-5

D-glucose

A

1-deoxy-1-<(1L)-1,3-dicarboxypropylamino>-D-fructose
31105-01-8

1-deoxy-1-<(1L)-1,3-dicarboxypropylamino>-D-fructose

B

1-<(2L)-2-carboxy-5-oxo-1-pyrrolidinyl>-1-deoxy-D-fructose
120520-49-2

1-<(2L)-2-carboxy-5-oxo-1-pyrrolidinyl>-1-deoxy-D-fructose

Conditions
ConditionsYield
In water at 60℃; for 0.75h;
...Expand
monosodium L-glutamate
142-47-2

monosodium L-glutamate

α-ketoglutarate monosodium salt
22202-68-2

α-ketoglutarate monosodium salt

Conditions
ConditionsYield
With glyoxylate In phosphate buffer at 30℃; for 0.333333h; pH=7.5; Enzyme kinetics; Further Variations:; Temperatures; pH-values; Reagents;
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;
monosodium L-glutamate
142-47-2

monosodium L-glutamate

ethylamine
75-04-7

ethylamine

N-ethyl-L-glutamine
3081-61-6, 5822-62-8, 17010-37-6, 34271-54-0

N-ethyl-L-glutamine

Conditions
ConditionsYield
With imidazole buffer; Pseudomonas taetrolens Y-30 glutamine synthetase EC 6.3.1.2; magnesium chloride; ATP at 30℃; pH=11.0; Enzyme kinetics; Further Variations:; pH-values; Reagents;
With D-glucose; dried baker's yeast cells; Pseudomonas taetrolens Y-30 glutamine synthetase EC 6.3.1.2; 5'-adenosine monophosphate; magnesium chloride In phosphate buffer at 30℃;
monosodium L-glutamate
142-47-2

monosodium L-glutamate

methylamine
74-89-5

methylamine

N-(γ-glutamyl)methylamine
3081-62-7

N-(γ-glutamyl)methylamine

Conditions
ConditionsYield
With imidazole buffer; Pseudomonas taetrolens Y-30 glutamine synthetase EC 6.3.1.2; magnesium chloride; ATP at 30℃; pH=8.5; Enzyme kinetics; Further Variations:; pH-values; Reagents;
ethanamine hydrochloride
557-66-4

ethanamine hydrochloride

monosodium L-glutamate
142-47-2

monosodium L-glutamate

N-ethyl-L-glutamine
3081-61-6, 5822-62-8, 17010-37-6, 34271-54-0

N-ethyl-L-glutamine

Conditions
ConditionsYield
With baker's yeast; D-glucose; 5'-adenosine monophosphate; manganese(ll) chloride In phosphate buffer at 30℃; for 48h; pH=7.0;
With 1H-imidazole; ATP; magnesium chloride; Methylovorus mays No. 9 theanine-forming enzyme In water at 30℃; pH=7.75; Enzyme kinetics;
NAD
53-84-9

NAD

monosodium L-glutamate
142-47-2

monosodium L-glutamate

A

α-ketoglutarate
144509-68-2

α-ketoglutarate

B

NADH
58-68-4

NADH

Conditions
ConditionsYield
With potassium phosphate buffer at 37℃; pH=7.7; Enzyme kinetics;
...Expand
methylamine hydrochloride
593-51-1

methylamine hydrochloride

monosodium L-glutamate
142-47-2

monosodium L-glutamate

N-(γ-glutamyl)methylamine
3081-62-7

N-(γ-glutamyl)methylamine

Conditions
ConditionsYield
With 1H-imidazole; ATP; magnesium chloride; Methylovorus mays No. 9 theanine-forming enzyme In water at 30℃; pH=7.75; Enzyme kinetics;
monosodium L-glutamate
142-47-2

monosodium L-glutamate

L-Glutamic acid gamma monohydroxamate
1955-67-5

L-Glutamic acid gamma monohydroxamate

Conditions
ConditionsYield
With 1H-imidazole; hydroxylamine; magnesium chloride; Methylovorus mays No. 9 theanine-forming enzyme In water at 30℃; pH=7.75; Enzyme kinetics;
monosodium L-glutamate
142-47-2

monosodium L-glutamate

TFA-γ-Glu(α-OMe)-Ala-OMe
1647-38-7

TFA-γ-Glu(α-OMe)-Ala-OMe

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 56.3 percent / sodium ATP, MgCl2, bovine serum albumin / 24 h / 30 °C / γ-glutamylcysteine synthetase from Proteus mirabilis, pH 8.5
2: methanol
3: 18 h / 20 °C
View Scheme
monosodium L-glutamate
142-47-2

monosodium L-glutamate

(S)-2-Amino-4-((S)-1-methoxycarbonyl-ethylcarbamoyl)-butyric acid methyl ester

(S)-2-Amino-4-((S)-1-methoxycarbonyl-ethylcarbamoyl)-butyric acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 56.3 percent / sodium ATP, MgCl2, bovine serum albumin / 24 h / 30 °C / γ-glutamylcysteine synthetase from Proteus mirabilis, pH 8.5
2: methanol
View Scheme
conc H2 SO4

conc H2 SO4

N-benzyl-L-pyroglutamic acid
38854-94-3, 78964-11-1, 7535-59-3

N-benzyl-L-pyroglutamic acid

monosodium L-glutamate
142-47-2

monosodium L-glutamate

methyl (2S)-1-benzyl-5-pyrrolidone-2-carboxylate
103301-78-6, 143317-59-3, 57171-00-3

methyl (2S)-1-benzyl-5-pyrrolidone-2-carboxylate

Conditions
ConditionsYield
With sodium borohydrid; sodium hydrogencarbonate; benzaldehyde In methanol; sodium hydroxide; water; toluene
...Expand

Monosodium glutamate History

Although traditional Asian cuisine had often used seaweed extract, which contains high concentrations of glutamic acid, MSG was not isolated until 1907. MSG was subsequently patented by Ajinomoto Corporation of Japan in 1909.

Monosodium glutamate Consensus Reports

Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

Monosodium glutamate Specification

Monosodium glutamate, also known as sodium glutamate or MSG, is the sodium salt of glutamic acid, one of the most abundant naturally occurring non-essential amino acids. The Monosodium Glutamate is an organic compound with the formula C5H8NNaO4. The IUPAC name of this chemical is sodium 2-amino-5-hydroxy-5-oxopentanoate. With the CAS registry number 142-47-2, it is also named as L-Glutamic acid monosodium salt. The product's classification codes are Food additives; Human Data; Mutation data; Reproductive Effect. Besides, it is a white or off-white crystalline powder with a slight peptone-like odor, which should be stored in a closed cool and dry place.

Physical properties about Monosodium Glutamate are: (1)ACD/LogP: -1.435; (2)ACD/LogD (pH 5.5): -4.70; (3)ACD/LogD (pH 7.4): -4.93; (4)ACD/BCF (pH 5.5): 1.00; (5)ACD/BCF (pH 7.4): 1.00; (6)ACD/KOC (pH 5.5): 1.00; (7)ACD/KOC (pH 7.4): 1.00; (8)#H bond acceptors: 5; (9)#H bond donors: 4; (10)#Freely Rotating Bonds: 5; (11)Flash Point: 155.7 °C; (12)Enthalpy of Vaporization: 63.39 kJ/mol; (13)Boiling Point: 333.8 °C at 760 mmHg; (14)Vapour Pressure: 2.55E-05 mmHg at 25°C

Preparation of Monosodium Glutamate: this chemical can be prepared by rice, starch or molasses. Chemical reaction equation is as follows:
(C6H10O5)N[H2O]→C6H12O6[NH3,O2] →C5H9NO4[Na2CO3] →C5H8NNaO4

Uses of Monosodium Glutamate: The Monosodium Glutamate is used as a food additive and is commonly marketed as a flavour enhancer. It is acceptable for celiacs following a gluten-free diet. But only the naturally occurring L-glutamate form is used as a flavour enhancer.

You can still convert the following datas into molecular structure:
(1)InChI=1S/C5H9NO4.Na/c6-3(5(9)10)1-2-4(7)8;/h3H,1-2,6H2,(H,7,8)(H,9,10);/q;+1/p-1/t3-;/m0./s1;
(2)InChIKey=LPUQAYUQRXPFSQ-DFWYDOINSA-M;
(3)Smiles[C@H](CCC(=O)O)(C(=O)[O-])N.[Na+]

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LD50 subcutaneous 8gm/kg (8000mg/kg)   Personal Communication from A.G. Ebert, International Glutamate Technical Committee, 85 Walnu St., Watertown, MA 02172, Nov. 19, 1973Vol. 19NOV1973,
guinea pig LD50 intraperitoneal 15gm/kg (15000mg/kg)   FAO Nutrition Meetings Report Series. Vol. 53A, Pg. 424, 1974.
human TDLo intravenous 714ug/kg (.714mg/kg) BEHAVIORAL: HEADACHE Science. Vol. 163, Pg. 826, 1969.
human TDLo oral 43mg/kg (43mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING

BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)		 Hygiene and Sanitation Vol. 36(9), Pg. 364, 1971.
man TDLo oral 3571ug/kg (3.571mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" Lancet. Vol. 1, Pg. 988, 1987.
mouse LD50 intraperitoneal 3800mg/kg (3800mg/kg)   Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 227, Pg. 214, 1955.
mouse LD50 intravenous 30gm/kg (30000mg/kg)   FAO Nutrition Meetings Report Series. Vol. 53A, Pg. 424, 1974.
mouse LD50 oral 11400mg/kg (11400mg/kg)   Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 227, Pg. 214, 1955.
 
mouse LD50 subcutaneous 8200mg/kg (8200mg/kg) BEHAVIORAL: EXCITEMENT

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD		 Oyo Yakuri. Pharmacometrics. Vol. 15, Pg. 433, 1978.
rat LD50 intraperitoneal 4253mg/kg (4253mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: TETANY		 Hoppe-Seyler's Zeitschrift fuer Physiologische Chemie. Vol. 300, Pg. 97, 1955.
rat LD50 intravenous 3300mg/kg (3300mg/kg) AUTONOMIC NERVOUS SYSTEM: OTHER (DIRECT) PARASYMPATHOMIMETIC

SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE

BEHAVIORAL: ATAXIA		 Oyo Yakuri. Pharmacometrics. Vol. 15, Pg. 433, 1978.
rat LD50 oral 16600mg/kg (16600mg/kg)   Farmaco, Edizione Pratica. Vol. 27, Pg. 19, 1972.
 
rat LD50 subcutaneous 5580mg/kg (5580mg/kg) LUNGS, THORAX, OR RESPIRATION: CYANOSIS

BEHAVIORAL: ATAXIA

BEHAVIORAL: TREMOR		 Oyo Yakuri. Pharmacometrics. Vol. 15, Pg. 433, 1978.
women TDLo oral 50mg/kg (50mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA New England Journal of Medicine. Vol. 305, Pg. 1154, 1981.

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