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
N-Cbz-L-glutamic acid 5-ethyl ester N-Cbz-L-glutamic acid 5-ethyl ester 35726-62-6 C15H19NO6
L-GLUTAMIC ACID MONOPOTASSIUM SALT L-GLUTAMIC ACID MONOPOTASSIUM SALT 19473-49-5 C5H10KNO4
H-GAMMA-GLU-GLU-OH H-GAMMA-GLU-GLU-OH 1116-22-9 C10H16N2O7
N,N-BIS(CARBOXYMETHYL)-L-GLUTAMIC ACID TETRASODIUM SALT N,N-BIS(CARBOXYMETHYL)-L-GLUTAMIC ACID TETRASODIUM SALT 51981-21-6 C9H14NNaO8
H-D-Glu-OBzl H-D-Glu-OBzl 79338-14-0 C12H15NO4
(S,S')-3-METHYL-1-(2-PIPERIDINOPHENYL)BUTYLAMINE, N-ACETYL-GLUTAMATE SALT (S,S')-3-METHYL-1-(2-PIPERIDINOPHENYL)BUTYLAMINE, N-ACETYL-GLUTAMATE SALT 219921-94-5 C23H37N3O5
Sodium lauroyl glutamate Sodium lauroyl glutamate 29923-31-7 C17H32NNaO5
D-PYROGLUTAMIC ACID TERT-BUTYL ESTER
D-PYROGLUTAMIC ACID TERT-BUTYL ESTER 205524-46-5 C9H15NO3
BOC-N-ME-GLU(OBZL)-OH BOC-N-ME-GLU(OBZL)-OH 200615-91-4 C18H25NO6
BOC-GLU(OME)-OH BOC-GLU(OME)-OH 45214-91-3 C11H19NO6
N-CARBAMYL-L-GLUTAMIC ACID N-CARBAMYL-L-GLUTAMIC ACID 1188-38-1 C6H10N2O5
DL-GLYCERIC ACID HEMICALCIUM SALT HYDRATE DL-GLYCERIC ACID HEMICALCIUM SALT HYDRATE 67525-74-0 C6H10CaO8
L-PYROGLUTAMIC ACID 4-METHYL-7-COUMARINYLAMIDE HYDRATE L-PYROGLUTAMIC ACID 4-METHYL-7-COUMARINYLAMIDE HYDRATE 66642-36-2 C15H14N2O4
DL-GLUTAMIC ACID HYDROCHLORIDE DL-GLUTAMIC ACID HYDROCHLORIDE 15767-75-6 C5H10ClNO4
Z-D-PYR-OH Z-D-PYR-OH 78339-57-8 C13H13NO5
N-Acetyl-D-glutamic acid N-Acetyl-D-glutamic acid 19146-55-5 C7H11NO5
MAGNESIUM L-GLUTAMATE TETRAHYDRATE MAGNESIUM L-GLUTAMATE TETRAHYDRATE 18543-68-5 C10H13MgN2O8-
PYRIDOXYLIDENE-L-GLUTAMIC ACID DIPOTASSIUM SALT PYRIDOXYLIDENE-L-GLUTAMIC ACID DIPOTASSIUM SALT 13934-03-7 C13H16N2O6
AC-MURAMYL-ALA-GLU-NH2 AC-MURAMYL-ALA-GLU-NH2 59331-38-3 C19H32N4O11
N-[(9H-FLUOREN-9-YLMETHOXY)CARBONYL]-D-GLUTAMIC ACID N-[(9H-FLUOREN-9-YLMETHOXY)CARBONYL]-D-GLUTAMIC ACID 104091-09-0 C20H19NO6
FMOC-GLU(ODMAB)-OH FMOC-GLU(ODMAB)-OH 172611-75-5 C40H44N2O8
5-Benzyl L-glutamate N-carboxyanhydride 5-Benzyl L-glutamate N-carboxyanhydride 3190-71-4 C13H13NO5
POLY(GLU, TYR) SODIUM SALT POLY(GLU, TYR) SODIUM SALT 97105-00-5 C14H21N2NaO7
L-GLUTAMIC ACID MONOPOTASSIUM SALT L-GLUTAMIC ACID MONOPOTASSIUM SALT 6382-01-0 C5H8NO4.K.H2O
(+/-)-THREO-3-METHYLGLUTAMIC ACID (+/-)-THREO-3-METHYLGLUTAMIC ACID 63088-04-0 C6H11NO4
Polyglutamic acid Polyglutamic acid 25513-46-6 C5H9NO4
L-GLUTAMIC ACID GAMMA-(3-CARBOXY-4-NITROANILIDE) AMMONIUM SALT L-GLUTAMIC ACID GAMMA-(3-CARBOXY-4-NITROANILIDE) AMMONIUM SALT 63699-78-5 C12H16N4O7
AC-GLU-OME AC-GLU-OME 17015-15-5 C8H13NO5
(2S,4S)-4-METHYLGLUTAMIC ACID (2S,4S)-4-METHYLGLUTAMIC ACID 6141-27-1 C6H11NO4
N-LAUROYL-L-GLUTAMIC ACID N-LAUROYL-L-GLUTAMIC ACID 3397-65-7 C17H31NO5
H-ALA-GLU-OH H-ALA-GLU-OH 13187-90-1 C8H14N2O5
N-Acetyl-D-glutamic acid N-Acetyl-D-glutamic acid 339072-10-5 C7H9NO5(-2)
L-GLUTAMIC-15N ACID L-GLUTAMIC-15N ACID 21160-87-2 C5H9NO4
H-D-Glu(Otbu)-OMe.HCL H-D-Glu(Otbu)-OMe.HCL 16948-36-0 C10H19NO4.ClH
FMOC-GLU-OBZL FMOC-GLU-OBZL 122350-52-1 C27H25NO6
H-GLY-TYR-PRO-GLY-GLN-VAL-OH H-GLY-TYR-PRO-GLY-GLN-VAL-OH 225779-44-2 C28H41N7O9
Z-N-ME-GLU(OTBU)-OH Z-N-ME-GLU(OTBU)-OH 42417-71-0 C18H25NO6
POLY-GAMMA-BENZYL L-GLUTAMATE POLY-GAMMA-BENZYL L-GLUTAMATE 25014-27-1 C12H15NO4
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 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-diethyl ester 4-methylbenzenesulfonate 165049-28-5 C31H37N5O9S
BOC-D-PYR-OH BOC-D-PYR-OH 160347-90-0 C10H15NO5
(+)-N-BENZOYLGLUTAMIC ACID (+)-N-BENZOYLGLUTAMIC ACID 58094-18-1 C12H13NO5
H-DL-GLA-OH H-DL-GLA-OH 56271-99-9 C6H9NO6
BENZYL 5-AMINO-4-[(TERT-BUTOXYCARBONYL)AMINO]-5-OXOPENTANOATE BENZYL 5-AMINO-4-[(TERT-BUTOXYCARBONYL)AMINO]-5-OXOPENTANOATE 292870-04-3 C17H24N2O5
POLY-L-PHENYLALANINE POLY-L-PHENYLALANINE 25191-15-5
POTASSIUM L-GLUTAMATE MONOHYDRATE POTASSIUM L-GLUTAMATE MONOHYDRATE C5H10KNO5
BOC-ALA-D-GLU(OBZL)-NH2 BOC-ALA-D-GLU(OBZL)-NH2 18814-49-8 C20H29N3O6
H-LYS-GLU-OH H-LYS-GLU-OH 45234-02-4 C11H21N3O5
L-Glutamic acid 1-tert-Butyl ester hydrochloride L-Glutamic acid 1-tert-Butyl ester hydrochloride 144313-55-3 C9H18ClNO4
3-hydroxyglutamic acid 3-hydroxyglutamic acid 533-62-0 C5H9NO5
Boc-L-glutamic acid γ-allyl ester Boc-L-glutamic acid γ-allyl ester 132286-79-4 C13H21NO6
N-Methyl-D-glutamic acid N-Methyl-D-glutamic acid 77481-28-8 C6H11NO4
H-GLU-PNA H-GLU-PNA 24032-35-7 C11H13N3O5
N-(4-NITROBENZOYL)-L-GLUTAMIC ACID DIETHYL ESTER N-(4-NITROBENZOYL)-L-GLUTAMIC ACID DIETHYL ESTER 7148-24-5 C16H20N2O7
FMOC-GLU-OFM FMOC-GLU-OFM 200616-18-8 C34H29NO6
Diethyl N-[5-[N-[(3,4-dihydro-2-methyl-4-oxo-6-quinazolinyl)methyl]-N-methylamino]-2-thenoyl]-L-glutamate Diethyl N-[5-[N-[(3,4-dihydro-2-methyl-4-oxo-6-quinazolinyl)methyl]-N-methylamino]-2-thenoyl]-L-glutamate 132463-02-6 C25H30N4O6S
GAMMA-GLU-CYS TRIFLUOROACETATE SALT GAMMA-GLU-CYS TRIFLUOROACETATE SALT 636-58-8 C8H14N2O5S
DL-GLUTAMIC-2,4,4-D3 ACID DL-GLUTAMIC-2,4,4-D3 ACID 96927-56-9 C5H9NO4
L-GLUTAMIC-2,3,3,4,4-D5 ACID L-GLUTAMIC-2,3,3,4,4-D5 ACID 2784-50-1 C5H4D5NO4
Diethyl N-[5-methylamino-2-thenoyl]-L-glutamate Diethyl N-[5-methylamino-2-thenoyl]-L-glutamate 112889-02-8 C15H22N2O5S
DL-Glu(OBzl)-OBzl Tosoh DL-Glu(OBzl)-OBzl Tosoh C19H21NO4·C7H8O3S
BOC-L-PYROGLUTAMIC ACID BENZYL ESTER BOC-L-PYROGLUTAMIC ACID BENZYL ESTER 113400-36-5 C17H21NO5
BOC-D-GLU-OTBU BOC-D-GLU-OTBU 73872-71-6 C14H25NO6
TOS-GLU-OH TOS-GLU-OH 4216-80-2 C19H14O3
H-GLN-ONB HBR H-GLN-ONB HBR 14349-18-9 C12H16BrN3O5
L-GLUTAMIC ACID GAMMA-(2,2,2-TRICHLOROETHYL) ESTER L-GLUTAMIC ACID GAMMA-(2,2,2-TRICHLOROETHYL) ESTER 92739-23-6 C7H10Cl3NO4
(2S,4S)-4-METHYLGLUTAMIC ACID HYDROCHLORIDE (2S,4S)-4-METHYLGLUTAMIC ACID HYDROCHLORIDE 160806-12-2 C6H11NO4.HCl
sodium hydrogen N-(1-oxotetradecyl)-L-glutamate sodium hydrogen N-(1-oxotetradecyl)-L-glutamate 38517-37-2 C19H34NNaO5
diethyl N-[4-(methylamino)benzoyl]-L-glutamate diethyl N-[4-(methylamino)benzoyl]-L-glutamate 2378-95-2 C17H24N2O5
FMOC-GLU(O-2-PHIPR)-OH FMOC-GLU(O-2-PHIPR)-OH 200616-39-3 C29H29NO6
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 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 155405-81-5 C22H25N5O6
Folic Acid-D4 Folic Acid-D4 171777-72-3 C19H15D4N7O6
H-D-GLU(OBZL)-OTBU HCL H-D-GLU(OBZL)-OTBU HCL 90159-60-7 C16H24ClNO4
(2S,3R)-3-METHYLGLUTAMIC ACID HYDROCHLORIDE SALT (2S,3R)-3-METHYLGLUTAMIC ACID HYDROCHLORIDE SALT 2445-97-8 C6H11NO4
Fmoc-Glu-OtBu Fmoc-Glu-OtBu 4793-07-7 C24H27NO6
l-Glutamic acid, N-coco acyl derivs., compds. with triethanolamine (1:1) l-Glutamic acid, N-coco acyl derivs., compds. with triethanolamine (1:1) 68187-29-1 C11H24N2O7
l-Glutamic acid, N-coco acyl derivs., monosodium salts l-Glutamic acid, N-coco acyl derivs., monosodium salts 68187-32-6 C5H9NO4?Na
FMOC-GLU(ODMAB)-OH FMOC-GLU(ODMAB)-OH 268730-86-5 C40H44N2O8
N-((5-(2-((6S)-2-Amino-1,4,5,6,7,8-hexahydro-4-oxopyrido[2,3-d]pyrimidin-6-yl)ethyl)-4-methyl-2-thienyl)carbonyl)-L-glutamic acid N-((5-(2-((6S)-2-Amino-1,4,5,6,7,8-hexahydro-4-oxopyrido[2,3-d]pyrimidin-6-yl)ethyl)-4-methyl-2-thienyl)carbonyl)-L-glutamic acid 446022-33-9 C20H25N5O6S
L-Glutamic acid, N-[(phenylmethoxy)carbonyl]-, 1-1-methylethyl) ester L-Glutamic acid, N-[(phenylmethoxy)carbonyl]-, 1-1-methylethyl) ester 88815-54-7 C16H21NO6
POLY(GAMMA-METHYL L-GLUTAMATE) POLY(GAMMA-METHYL L-GLUTAMATE) 25086-16-2 C6H11NO4
(S)-1-BENZYL-5-CARBOXY-2-PYRROLIDINONE (S)-1-BENZYL-5-CARBOXY-2-PYRROLIDINONE 7535-59-3 C12H13NO3
Glutamate dehydrogenase from bovine liver Glutamate dehydrogenase from bovine liver
SODIUM HYDROGENATED TALLOWOYL GLUTAMATE SODIUM HYDROGENATED TALLOWOYL GLUTAMATE
N-(4-Aminobenzoyl)-DL-glutamic acid N-(4-Aminobenzoyl)-DL-glutamic acid 4230-33-5 C12H14N2O5
l-Glutamic acid, N-coco acyl derivs., disodium salts l-Glutamic acid, N-coco acyl derivs., disodium salts 68187-30-4 C5H7NNa2O4
N-(1-oxooctadecyl)-L-glutamic acid N-(1-oxooctadecyl)-L-glutamic acid 3397-16-8 C23H43NO5
N-2,4-DNP-L-glutamic acid N-2,4-DNP-L-glutamic acid C11H11N3O8
L-Glutamic acid 5-(3-carboxy-4-nitroanilide)ammonium salt L-Glutamic acid 5-(3-carboxy-4-nitroanilide)ammonium salt C19H23N7O12
D-Glutamic Acid diethyl ester hydrochloride D-Glutamic Acid diethyl ester hydrochloride 1001-19-0 C9H18ClNO4
DIOCTYLDODECYL STEAROYL GLUTAMATE DIOCTYLDODECYL STEAROYL GLUTAMATE C51H99NO5
L-Lysine-L-glutamic acid L-Lysine-L-glutamic acid C11H23N3O6
Sodium cocoanutylglutamate Sodium cocoanutylglutamate
Fmoc-D-Glu-OtBu Fmoc-D-Glu-OtBu
4-DIMETHYL-L-GLUTAMIC ACID 4-DIMETHYL-L-GLUTAMIC ACID 151139-88-7 C7H13NO4
bis(2-octyldodecyl) N-(1-oxododecyl)-L-glutamate bis(2-octyldodecyl) N-(1-oxododecyl)-L-glutamate 82204-94-2 C57H111NO5
3-Hydroxyglutamic acid hydrochloride 3-Hydroxyglutamic acid hydrochloride C5H10ClNO5
NR2B (Glutamate receptor) NR2B (Glutamate receptor)
Anti-GAD-65 (glutamate decarboxylase) Anti-GAD-65 (glutamate decarboxylase)
DIOCTYLDODECETH-2 LAUROYL GLUTAMATE DIOCTYLDODECETH-2 LAUROYL GLUTAMATE
DIETHYL GLUTAMATE DIETHYL GLUTAMATE 16450-41-2 C9H17NO4
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