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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:
Molecular Weight:
147.13
Beilstein:
1723801
EC Number:
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
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

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

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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

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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

Articles

Sigma article discusses tumor cell metabolic pathways, focusing on aerobic glycolysis and mitochondrial activity.

Chromatograms

application for HPLC

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