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Merck
CN

G8415

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
PubChem Substance ID:
24895340
eCl@ss:
32160406
UNSPSC Code:
12352209
NACRES:
NA.26
EC Number:
200-293-7
MDL number:
MFCD00002634
Beilstein/REAXYS Number:
1723801

Key Documents

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Product Name

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

form

powder

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

biological source

non-animal source

agency

meets EP testing specifications

assay

98.5-100.5%

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)

Quality Level

300

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

An excitatory amino acid neurotransmitter that is an agonist at all subtypes of glutamate receptors (metabotropic, kainate, NMDA, and AMPA).
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.

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000511643
0000511643
0000504846
0000504845
0000504845

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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)
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)
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Articles

Glutamine Metabolism in Cancer Cells

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

许多癌细胞中的谷氨酰胺代谢失调

本文介绍了增殖活性细胞为何需要碳源和氮源合成大分子。尽管大部分肿瘤细胞利用有氧糖酵解途径并分流线粒体氧化磷酸化代谢物，但许多肿瘤细胞表现出线粒体活性增加。

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