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
Boc-L-Glutamic acid 1-benzyl ester Boc-L-Glutamic acid 1-benzyl ester 30924-93-7 C17H23NO6
Fmoc-L-Glutamic acid 1-tert-butyl ester Fmoc-L-Glutamic acid 1-tert-butyl ester 84793-07-7 C24H27NO6
Z-D-GLU-OH Z-D-GLU-OH 63648-73-7 C13H15NO6
L-Glutamic acid dimethyl ester hydrochloride L-Glutamic acid dimethyl ester hydrochloride 23150-65-4 C7H14ClNO4
N-Cbz-D-glutamic acid alpha-benzyl ester N-Cbz-D-glutamic acid alpha-benzyl ester 65706-99-2 C20H21NO6
Z-GLU-OME Z-GLU-OME 5672-83-3 C14H17NO6
BOC-PYR-OH BOC-PYR-OH 53100-44-0 C10H15NO5
Fmoc-L-glutamic acid Fmoc-L-glutamic acid 121343-82-6 C20H19NO6
L-GLUTAMINE METHYL ESTER HYDROCHLORIDE L-GLUTAMINE METHYL ESTER HYDROCHLORIDE 32668-14-7 C6H13ClN2O3
3-HYDROXY-3-METHYLGLUTARIC ACID 3-HYDROXY-3-METHYLGLUTARIC ACID 503-49-1 C6H10O5
BOC-PYR-OET BOC-PYR-OET 144978-12-1 C12H19NO5
Boc-L-beta-homoglutamic acid 6-benzyl ester Boc-L-beta-homoglutamic acid 6-benzyl ester 218943-30-7 C18H25NO6
N-(p-Aminobenzoyl)glutamic acid N-(p-Aminobenzoyl)glutamic acid 4271-30-1 C12H14N2O5
L-Glutamic acid 5-cyclohexyl ester L-Glutamic acid 5-cyclohexyl ester 112471-82-6 C11H19NO4
L-Glutamic acid 5-methyl ester L-Glutamic acid 5-methyl ester 1499-55-4 C6H11NO4
DL-Pyroglutamic acid DL-Pyroglutamic acid 149-87-1 C5H7NO3
Methyl L-pyroglutamate Methyl L-pyroglutamate 4931-66-2 C6H9NO3
Fmoc-D-glutamic acid gamma-tert-butyl ester Fmoc-D-glutamic acid gamma-tert-butyl ester 104091-08-9 C24H27NO6
Boc-D-Glu-OBzl Boc-D-Glu-OBzl 34404-30-3 C17H23NO6
Boc-L-beta-glutamic acid 5-benzyl ester Boc-L-beta-glutamic acid 5-benzyl ester 254101-10-5 C17H23NO6
L-Glutamic acid alpha-benzyl ester L-Glutamic acid alpha-benzyl ester 13030-09-6 C12H15NO4
Fmoc-N-methyl-L-glutamic acid 5-tert-butyl ester Fmoc-N-methyl-L-glutamic acid 5-tert-butyl ester 200616-40-6 C25H29NO6
Fmoc-L-beta-homoglutamic acid 6-tert-butyl ester Fmoc-L-beta-homoglutamic acid 6-tert-butyl ester 203854-49-3 C25H29NO6
Boc-L-Glutamic acid Boc-L-Glutamic acid 2419-94-5 C10H17NO6
L(+)-Monosodium glutamate monohydrate L(+)-Monosodium glutamate monohydrate 6106-04-3 C5H12NNaO5
BZ-GLU-OH BZ-GLU-OH 6094-36-6 C12H13NO5
N-(p-Tolylsulphonyl)-L-glutamic acid N-(p-Tolylsulphonyl)-L-glutamic acid 4816-80-2 C12H15NO6S
N-tert-Butoxycarbonyl-L-glutamic acid gamma-tert-butyl ester N-tert-Butoxycarbonyl-L-glutamic acid gamma-tert-butyl ester 13726-84-6 C14H25NO6
Fmoc-L-glutamic acid-gamma-benzyl ester Fmoc-L-glutamic acid-gamma-benzyl ester 123639-61-2 C27H25NO6
H-Glu-OMe H-Glu-OMe 6384-08-3 C6H11NO4
L-Glutamic acid dibenzyl ester 4-toluenesulfonate L-Glutamic acid dibenzyl ester 4-toluenesulfonate 2791-84-6 C26H29NO7S
Ethyl D-(-)-pyroglutamate Ethyl D-(-)-pyroglutamate 68766-96-1 C7H11NO3
Boc-D-Glutamic acid 5-benzyl ester Boc-D-Glutamic acid 5-benzyl ester 35793-73-8 C17H23NO6
FMOC-GLN(TRT)-OPFP FMOC-GLN(TRT)-OPFP 132388-65-9 C45H33F5N2O5
FMOC-GLU(OTBU)-OH H2O FMOC-GLU(OTBU)-OH H2O 204251-24-1 C24H29NO7
L-Glutamic acid 5-tert-butyl 1-methyl ester hydrochloride L-Glutamic acid 5-tert-butyl 1-methyl ester hydrochloride 6234-01-1 C10H20ClNO4
FMOC-GLU(OTBU)-OPFP FMOC-GLU(OTBU)-OPFP 86061-04-3 C30H26F5NO6
L-beta-Homoglutamic acid hydrochloride L-beta-Homoglutamic acid hydrochloride 61884-74-0 C6H12ClNO4
Boc-L-glutamic acid 5-cyclohexyl ester Boc-L-glutamic acid 5-cyclohexyl ester 73821-97-3 C16H27NO6
Ethyl L-pyroglutamate Ethyl L-pyroglutamate 7149-65-7 C7H11NO3
Boc-L-glutamic acid 1-tert-butyl ester Boc-L-glutamic acid 1-tert-butyl ester 24277-39-2 C14H25NO6
N-Acetyl-DL-glutamic acid N-Acetyl-DL-glutamic acid 5817-08-3 C7H11NO5
Boc-L-Glutamic acid 5-benzylester Boc-L-Glutamic acid 5-benzylester 13574-13-5 C17H23NO6
BOC-D-GLU(OTBU)-OH BOC-D-GLU(OTBU)-OH 104719-63-3 C14H25NO6
BOC-GLU-OME BOC-GLU-OME 72086-72-7 C11H19NO6
L-(+)-Glutamic acid hydrochloride L-(+)-Glutamic acid hydrochloride 138-15-8 C5H10ClNO4
BOC-D-GLU-OH BOC-D-GLU-OH 34404-28-9 C10H17NO6
Diethyl L-glutamate hydrochloride Diethyl L-glutamate hydrochloride 1118-89-4 C9H18ClNO4
Boc-L-Pyroglutamic acid methyl ester Boc-L-Pyroglutamic acid methyl ester 108963-96-8 C11H17NO5
Cbz-L-Glutamic acid 1-benzyl ester Cbz-L-Glutamic acid 1-benzyl ester 3705-42-8 C20H21NO6
BOC-GLU(OFM)-OH BOC-GLU(OFM)-OH 123417-18-5 C24H27NO6
L-Lysine L-glutamate L-Lysine L-glutamate 5408-52-6 C11H23N3O6
(S)-2-Benzyloxycarbonylamino-pentanedioic acid 5-benzyl ester (S)-2-Benzyloxycarbonylamino-pentanedioic acid 5-benzyl ester 5680-86-4 C20H21NO6
N-Cbz-L-Glutamic acid 5-tert-butyl ester N-Cbz-L-Glutamic acid 5-tert-butyl ester 3886-08-6 C17H23NO6
Z-D-GLU(OME)-OH Z-D-GLU(OME)-OH 27025-24-7 C14H17NO6
Fmoc-L-Glutamic acid gamma-methyl ester Fmoc-L-Glutamic acid gamma-methyl ester 145038-50-2 C21H21NO6
POLY-L-GLUTAMIC ACID SODIUM SALT POLY-L-GLUTAMIC ACID SODIUM SALT 26247-79-0 C15H23N3O10
H-D-GLU(OBZL)-OBZL P-TOSYLATE H-D-GLU(OBZL)-OBZL P-TOSYLATE 19898-41-0 C26H29NO7S
BOC-D-GLU-OME BOC-D-GLU-OME 55227-00-4 C11H19NO6
FMOC-D-GLA(OTBU)2-OH FMOC-D-GLA(OTBU)2-OH 111662-65-8 C29H35NO8
EC 1.4.1.3 EC 1.4.1.3 9029-11-2 NULL
D-GLUTAMINE METHYL ESTER HYDROCHLORIDE D-GLUTAMINE METHYL ESTER HYDROCHLORIDE 74817-54-2 C6H13ClN2O3
DIMETHYL DL-GLUTAMATE HYDROCHLORIDE DIMETHYL DL-GLUTAMATE HYDROCHLORIDE 13515-99-6 C7H14ClNO4
H-L-MEGLU-OH HCL H-L-MEGLU-OH HCL 6753-62-4 C6H11NO4
FMOC-D-GLU-OTBU FMOC-D-GLU-OTBU 109745-15-5 C24H27NO6
ELASTATINAL ELASTATINAL 51798-45-9 C21H36N8O7
AC-GLU(OTBU)-OH AC-GLU(OTBU)-OH 84192-88-1 C11H19NO5
H-GLU(AMC)-OH H-GLU(AMC)-OH 72669-53-5 C15H16N2O5
(R)-N-BOC-5-METHOXYCARBONYL-2-PYRROLIDINONE (R)-N-BOC-5-METHOXYCARBONYL-2-PYRROLIDINONE 128811-48-3 C11H17NO5
H-D-GLU(OBZL)-OH H-D-GLU(OBZL)-OH 2578-33-8 C12H15NO4
L-Glutamic acid α-tert·butyl ester L-Glutamic acid α-tert·butyl ester 45120-30-7 C9H17NO4
Pemetrexed disodium hemipentahydrate Pemetrexed disodium hemipentahydrate 357166-30-4 C20H24N5NaO7
D-2-HYDROXYPENTANEDIOIC ACID DISODIUM SALT D-2-HYDROXYPENTANEDIOIC ACID DISODIUM SALT 103404-90-6 C5H9NaO5
P-NITROBENZOYL-L-GLUTAMIC ACID P-NITROBENZOYL-L-GLUTAMIC ACID 6758-40-3 C12H12N2O7
D-Glutamic acid 1-tert-butyl ester D-Glutamic acid 1-tert-butyl ester 25456-76-2 C9H17NO4
(2S,4R)-4-METHYLGLUTAMIC ACID (2S,4R)-4-METHYLGLUTAMIC ACID 31137-74-3 C6H11NO4
1-BOC-D-PYROGLUTAMIC ACID ETHYL ESTER
1-BOC-D-PYROGLUTAMIC ACID ETHYL ESTER 144978-35-8 C12H19NO5
DL-2-METHYLGLUTAMIC ACID DL-2-METHYLGLUTAMIC ACID 71-90-9 C6H11NO4
4-FLUORO-DL-GLUTAMIC ACID 4-FLUORO-DL-GLUTAMIC ACID 2708-77-2 C5H8FNO4
PTH-L-GLUTAMIC ACID PTH-L-GLUTAMIC ACID 5624-27-1 C12H12N2O3S
(R)-N-Boc-glutamic acid-1,5-dimethyl ester (R)-N-Boc-glutamic acid-1,5-dimethyl ester 59279-60-6 C12H21NO6
tert-butyl 5-oxo-L-prolinate tert-butyl 5-oxo-L-prolinate 35418-16-7 C9H15NO3
PHTHALOYL-L-GLUTAMIC ANHYDRIDE PHTHALOYL-L-GLUTAMIC ANHYDRIDE 25830-77-7 C13H9NO5
H-D-GLU(OME)-OME HCL H-D-GLU(OME)-OME HCL 27025-25-8 C7H14ClNO4
N-PHTHALOYL-L-GLUTAMIC ACID N-PHTHALOYL-L-GLUTAMIC ACID 340-90-9 C13H11NO6
N-(4-AMINOBENZOYL)-L-GLUTAMIC ACID DIETHYL ESTER N-(4-AMINOBENZOYL)-L-GLUTAMIC ACID DIETHYL ESTER 13726-52-8 C16H22N2O5
PHTHALYL-DL-GLUTAMIC ACID PHTHALYL-DL-GLUTAMIC ACID 2301-52-2 C13H11NO6
2-KETO-D-GLUCONIC ACID HEMICALCIUM SALT 2-KETO-D-GLUCONIC ACID HEMICALCIUM SALT 3470-37-9 C12H18CaO14
gamma-Benzyl L-glutamate gamma-Benzyl L-glutamate 1676-73-9 C12H15NO4
DL-Glutamic acid monohydrate DL-Glutamic acid monohydrate 19285-83-7 C5H11NO5
Z-D-GLU(OTBU)-OH Z-D-GLU(OTBU)-OH 51644-83-8 C17H23NO6
L-Glutamic acid di-tert-butyl ester hydrochloride L-Glutamic acid di-tert-butyl ester hydrochloride 32677-01-3 C13H26ClNO4
L-Glutamic acid 5-tert-butyl ester L-Glutamic acid 5-tert-butyl ester 2419-56-9 C9H17NO4
FMOC-GLU-OALL FMOC-GLU-OALL 144120-54-7 C23H23NO6
Methotrexate disodium salt Methotrexate disodium salt 7413-34-5 C20H23N8NaO5
Fmoc-L-glutamic acid 5-tert-butyl ester Fmoc-L-glutamic acid 5-tert-butyl ester 71989-18-9 C24H27NO6
N-Cbz-L-glutamic acid N-Cbz-L-glutamic acid 1155-62-0 C13H15NO6
Z-PYR-OH Z-PYR-OH 32159-21-0 C13H13NO5
H-GLU(OET)-OH H-GLU(OET)-OH 1119-33-1 C7H13NO4
FMOC-GLU(OALL)-OH FMOC-GLU(OALL)-OH 133464-46-7 C23H23NO6
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