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G8415

Sigma-Aldrich

L-Glutamic acid

98.5-100.5%, suitable for cell culture, non-animal source, meets EP testing specifications

Synonym(s):

(S)-2-Aminopentanedioic acid, Glu

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About This Item

Linear Formula:
HO2CCH2CH2CH(NH2)CO2H
CAS Number:
56-86-0
Molecular Weight:
147.13
Beilstein/REAXYS Number:
1723801
EC Number:
200-293-7
MDL number:
MFCD00002634
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24895340
NACRES:
NA.26

product name

L-Glutamic acid, from non-animal source, meets EP testing specifications, suitable for cell culture, 98.5-100.5%

biological source

non-animal source

Quality Level

300

agency

meets EP testing specifications

assay

98.5-100.5%

form

powder

technique(s)

cell culture | mammalian: suitable

impurities

endotoxin, tested

color

white

mp

205 °C (dec.) (lit.)

solubility

1 M HCl: 100 mg/mL

density

1.54 g/cm3 at 20 °C

anion traces

chloride (Cl-): ≤200 ppm
sulfate (SO42-): ≤200 ppm

cation traces

As: ≤1 ppm, passes test
Fe: ≤10 ppm, passes test
NH4+: ≤200 ppm, passes test

application(s)

pharmaceutical (small molecule)

SMILES string

N[C@@H](CCC(O)=O)C(O)=O

InChI

1S/C5H9NO4/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)/t3-/m0/s1

InChI key

WHUUTDBJXJRKMK-VKHMYHEASA-N

Gene Information

human ... CCR2(1231) , GRIA1(2890) , GRIA2(2891) , GRIA4(2893) , GRIK1(2897) , GRIK2(2898) , GRIK3(2899) , GRIK5(2901) , GRIN2B(2904) , GRM2(2912) , SLC1A1(6505) , SLC1A2(6506)
rat ... Gria1(50592) , Grik1(29559) , Grik2(54257) , Grik4(24406) , Grin2a(24409) , Grm1(24414) , Grm2(24415) , Grm3(24416) , Grm4(24417) , Grm5(24418) , Grm6(24419) , Grm7(81672) , Slc1a2(29482)

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Application

L-Glutamic acid has been used as a supplement in for cell culture media to culture hippocampal neurons and hT-PA (human tissue plasminogen activation) producing cell line.

Biochem/physiol Actions

Glutamic acid, or glutamate, the salt form of glutamic acid, functions as a neurotransmitter and also serves as a precursor to other neurotransmitters such as γ-aminobutyric acid. Glutamic acid also plays a key role in many metabolic pathways, that controls growth, reproduction, maintenance and immunity. It is converted to α-ketoglutarate, a key component of the TCA (tricarboxylic acid) cycle, and a precursor for the biosynthesis of nucleic acids and certain amino acids. In cells, glutamine is converted to glutamate by the enzyme glutaminase. Glutamine serves as a source of energy for rapidly dividing cells comprising lymphocytes, enterocytes, macrophages and tumors. Glutamine mediates protein turnover via cellular mTOR (mammalian target of rapamycin) signaling. It is also known to be associated with the inhibition of apoptosis.
An excitatory amino acid neurotransmitter that is an agonist at all subtypes of glutamate receptors (metabotropic, kainate, NMDA, and AMPA).

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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The Biology of Cancer: Metabolic Reprogramming Fuels Cell Growth and Proliferation
Cell Metabolism, 11-20 (2008)
Geometric effect of cell adhesive polygonal micropatterns on neuritogenesis and axon
guidance
Min Jee Jang and Yoonkey Nam
Journal of Neural Engineering (2012)
Differential Effect of Culture Temperature and Specific Growth Rate on CHO Cell Behavior in Chemostat Culture
Vergara M9
PLoS ONE, 9(4) (2001)
Glutamic Acid, Twenty Years Later
S. Garattini
The Journal of Nutrition, 130(4), 901S-909S (2000)
Aqueous micro-contact printing of cell-adhesive biomolecules for patterning neuronal cell cultures.
Jang MJ, et al.
BioChip Journal, 6(2), 107-113 (2012)
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Articles

Glutamine Metabolism is Dysregulated in Many Cancer Cells

Sigma-Aldrich presents an article about how proliferatively active cells require both a source of carbon and of nitrogen for the synthesis of macromolecules. Although a large proportion of tumor cells utilize aerobic glycolysis and shunt metabolites away from mitochondrial oxidative phosphorylation, many tumor cells exhibit increased mitochondrial activity.

Chromatograms

application for HPLC

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