Name: L-(+)Sodium glutamate
SKU: 142-47-2

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Basic Information

Molecular Structure:
CAS No.:	142-47-2
Name:	L-(+)Sodium glutamate
Article Data:	4

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

Conditions	Yield
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

: 112-39-0
hexadecanoic acid methyl ester

: 142-47-2
monosodium L-glutamate

: monosodium palmitoyl-L-glutamate

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Downstream Products

56-86-0

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.

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History

Consensus Reports

Specification