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142-47-2

Basic Information
CAS No.: 142-47-2
Name: L-(+)Sodium glutamate
Article Data: 4
Molecular Structure:
Molecular Structure of 142-47-2 (L-(+)Sodium glutamate)
Formula: C5H8NNaO4
Molecular Weight: 169.113
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
EINECS: 205-538-1
Density: d20 (saturated water soln): 1.620
Melting Point: 232 °C
Boiling Point: 333.8 °C at 760 mmHg
Flash Point: 155.7 °C
Solubility: water: >=10 g/100 mL at 20 °C
Appearance: White or off-white crystalline powder with a slight peptone-like odor
Hazard Symbols: R20/21/22:;
Risk Codes: 20/21/22
PSA: 103.45000
LogP: -1.37130
Synthetic route
50-00-0

formaldehyd

74-90-8

hydrogen cyanide

142-47-2

monosodium L-glutamate

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;
112-39-0

hexadecanoic acid methyl ester

142-47-2

monosodium L-glutamate

monosodium palmitoyl-L-glutamate

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

methyl n-dodecanoate

142-47-2

monosodium 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%
142-47-2

monosodium L-glutamate

sodium L-α-amino-n-butyrate

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%
56-45-1

L-serin

142-47-2

monosodium L-glutamate

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%
672-15-1

L-homoserine

142-47-2

monosodium L-glutamate

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%
142-47-2

monosodium L-glutamate

56-40-6

glycine

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%
56-41-7

L-alanin

142-47-2

monosodium L-glutamate

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%
52-90-4

L-Cysteine

142-47-2

monosodium L-glutamate

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;
760-78-1

2-aminopentanoic acid

142-47-2

monosodium L-glutamate

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%
Raw Materials
98-79-3
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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.

Consensus Reports

Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

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.