Glutamic acid derivatives

Glutamic acid,Scientific name: α- aminoglutaric acid —so named because it is extracted from grains. α- aminoglutaric acid is widespread and almost can be found in all proteins. Glutamic acid is a protein hydrolysate, a colorless massive crystalline. It is soluble in water while insoluble in benzene, phenol and other organic solvent. Glutamic acid is an acidic amino acid because its aqueous solution is acidic. Under the physiological condition, glutamic acid unites with glycine and cysteine to form glutathione, a substance with important physiological function. Glutamic acid possesses umami, and its sodium salt is monosodium glutamate (MSG). MSG will decompose at high temperatures, and is vulnerable to great heat.

MSG is first discovered by Japanese chemist Ikeda. He discovered it by chance when he found the kelp soup containing a delicate flavour. On investigation, he has extracted 2g MSG from 100 kg kelp. A large number of MSG which called Ajinomoto have produced in Japan later. In 1930s, the Ajinomoto in China has produced by Shanghai TianChu Ajinomoto Factory. These products are exported to countries and receive the prestige. Hydrolyzing with natural gliadin or casein, adjusting pH to 3.3 to obtain glutamic acid precipitation, adding an appropriate amount of sodium hydroxide after separating can get MSG. MSG can also be synthesized but the cost is expensive, and they are usually still made by protein hydrolysis. After 1960s, Japanese use microbial fermentation to produce of glutamic acid. They put Curtobacterium, Chlorella, Bacillus into carbohydrate (mainly starch and glucose). Then they add urea, ammonium sulfate, ammonium chloride and an appropriate amount of biotin. These bacteria secrete large amounts of glutamic acid immediately to produce MSG. At present, China takes the method of fermentation to produce MSG. Glutamate can also combine with ammonia in the blood to form a nontoxic substance. So glutamate can also be used to treat diseases like hepatic coma and liver dysfunction during convalescence.

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Structure Chemical Name CAS MF
(2R,4R)-4-METHYLGLUTAMIC ACID HYDROCHLORIDE (2R,4R)-4-METHYLGLUTAMIC ACID HYDROCHLORIDE 166756-77-0 C6H11NO4.HCl
NR2A (Glutamate receptor2A) NR2A (Glutamate receptor2A)
MAGNESIUM GLUTAMATE MAGNESIUM GLUTAMATE C5H7MgNO4
N-[4-[2-(2-Amino-4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-L-glutamic acid 1,5-diethyl ester N-[4-[2-(2-Amino-4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-L-glutamic acid 1,5-diethyl ester 146943-43-3 C24H29N5O6
N-[4-[2-(2-Amino-4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-L-glutamic acid 1,5-dimethyl ester 4-methylbenzenesulfonate N-[4-[2-(2-Amino-4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-L-glutamic acid 1,5-dimethyl ester 4-methylbenzenesulfonate 1215090-73-5 C22H25N5O6.C7H8O3S
β-methylglutamic aci β-methylglutamic aci
N-Carbamoylglutamic acid diethyl ester N-Carbamoylglutamic acid diethyl ester 911658-62-3 C10H18N2O5
N-[4-[[(2-Amino-5-formyl-1,4,5,6,7,8-hexahydro-4-oxo-6-pteridinyl)methyl]amino]benzoyl]-L-glutamic acid disodium salt N-[4-[[(2-Amino-5-formyl-1,4,5,6,7,8-hexahydro-4-oxo-6-pteridinyl)methyl]amino]benzoyl]-L-glutamic acid disodium salt 163254-40-8 C20H21N7Na2O7
Fmoc-Glu(OBzl)-OH Fmoc-Glu(OBzl)-OH 132639-61-2
disodium N-(1-oxooctadecyl)-L-glutamate disodium N-(1-oxooctadecyl)-L-glutamate 38079-62-8 C23H41NNa2O5
CHOLESTERYL/BEHENYL/OCTYLDODECYL LAUROYL GLUTAMATE CHOLESTERYL/BEHENYL/OCTYLDODECYL LAUROYL GLUTAMATE C86H159NO5
Sodium lauroylglutamate Sodium lauroylglutamate C17H29NNa2O5
Boc-Glu-OMe(OMe) Boc-Glu-OMe(OMe)
Sydnogluton Sydnogluton 153216-47-8 C51H62Cl2F2N7O7
β-hydroxyglutamic ac β-hydroxyglutamic ac
Boc-D-Pyr-OBzl Boc-D-Pyr-OBzl 400626-71-3 C17H21NO5
BOC-Glu(OME)2 BOC-Glu(OME)2
F-Moc-Glu(OBut) F-Moc-Glu(OBut)
N-(4-[2-(2-Amino-4,7-dihydro-4-oxo-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl)-L-Glutamic Acid Diethyl Ester P-Tluensulfonic Acid salt N-(4-[2-(2-Amino-4,7-dihydro-4-oxo-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl)-L-Glutamic Acid Diethyl Ester P-Tluensulfonic Acid salt
CMDA CMDA 122665-73-0 C17H23ClN2O8S
L-Glutamic acid-γ-(4-methoxy-2-naphthylamide) L-Glutamic acid-γ-(4-methoxy-2-naphthylamide) C16H18N2O4
N-CBZ-L-glutamic acid-5-benzyl ester N-CBZ-L-glutamic acid-5-benzyl ester C20H21NO6
GAD-65 (glutamate decarboxylase) GAD-65 (glutamate decarboxylase)
p-Methylaminobenzoylglutamic acid diethyl ester p-Methylaminobenzoylglutamic acid diethyl ester C17H24N2O5
H-GLU-OME H-GLU-OME 6384-03-8 C16H22N2O4
Z-L-Glutamic acid γ-tert·butyl ester Z-L-Glutamic acid γ-tert·butyl ester
(2R)-5-Oxo-1,2-pyrrolidinedicarboxylic acid 1,2-bis(tert-butyl) ester (2R)-5-Oxo-1,2-pyrrolidinedicarboxylic acid 1,2-bis(tert-butyl) ester 205524-47-6 C14H23NO5
FMOC-alpha-glutaMine FMOC-alpha-glutaMine 292150-20-0 C20H20N2O5
D-GLUTAMIC-2,3,3,4,4-D5 ACID D-GLUTAMIC-2,3,3,4,4-D5 ACID 14341-88-9 C5H4D5NO4
H-DL-GLU-OH.H2O H-DL-GLU-OH.H2O
DL-Glutamic acid-15N DL-Glutamic acid-15N C5H9NO4
p-Methylaminobenzoylglutamic acid zinc salt p-Methylaminobenzoylglutamic acid zinc salt C13H14N2O5Zn
bis(5-oxo-L-prolinato-N1,O2)zinc bis(5-oxo-L-prolinato-N1,O2)zinc 15454-75-8 C10H12N2O6Zn
N-CBZ-L-glutamic acid-5-t-butyl ester N-CBZ-L-glutamic acid-5-t-butyl ester C17H23NO6
DISODIUM HYDROGENATED TALLOW GLUTAMATE DISODIUM HYDROGENATED TALLOW GLUTAMATE
Potassium lauroylglutamate Potassium lauroylglutamate C17H29K2NO5
N-[4-(Methylamino)benzoyl]-L-glutamic acid zinc salt N-[4-(Methylamino)benzoyl]-L-glutamic acid zinc salt 66104-81-2 C13H14N2O5Zn
N-Maleoyl L-glutaMic Acid N-Maleoyl L-glutaMic Acid C9H11NO7
DL-GLUTAMIC ACID MONOHYDROCHLORIDE DL-GLUTAMIC ACID MONOHYDROCHLORIDE C5H10ClNO4
sodium hydrogen N-(1-oxooctadecyl)-L-glutamate sodium hydrogen N-(1-oxooctadecyl)-L-glutamate 38517-23-6 C23H44NNaO5
N-(1-oxododecyl)-L-glutamic acid, compound with 2,2',2''-nitrilotrisethanol (1:1) N-(1-oxododecyl)-L-glutamic acid, compound with 2,2',2''-nitrilotrisethanol (1:1) 53576-49-1 C23H46N2O8
DL-Glutamic acid-1-14C DL-Glutamic acid-1-14C C5H9NO4
Anti-NR2A (Glutamate receptor2A) Anti-NR2A (Glutamate receptor2A)
COCOYL GLUTAMIC ACID COCOYL GLUTAMIC ACID
sodium L-glutamate sodium L-glutamate 16177-21-2 C5H9NO4.xNa
ALUMINUM HYDROGENATED TALLOW GLUTAMATE ALUMINUM HYDROGENATED TALLOW GLUTAMATE
DL-Glutamicacidsodiumsalt
DL-Glutamicacidsodiumsalt C5H7NNa2O4
glycyl-prolyl-glutamic acid glycyl-prolyl-glutamic acid 32302-76-4 C12H19N3O6
N-[4-[2-(2-Amino-4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-L-glutamic acid 1,1'-(1,2-ethanediyl) 5,5'-dimethyl ester 4-methylbenzenesulfonate N-[4-[2-(2-Amino-4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-L-glutamic acid 1,1'-(1,2-ethanediyl) 5,5'-dimethyl ester 4-methylbenzenesulfonate 1158917-06-6 C51H56N10O15S
N-[[(4-Methoxyphenyl)thio]carbonyl]-L-glutamic acid N-[[(4-Methoxyphenyl)thio]carbonyl]-L-glutamic acid 192203-60-4 C13H15NO6S
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