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G1251

Sigma-Aldrich

L-Glutamic acid

ReagentPlus®, ≥99% (HPLC)

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Synonym(s):
(S)-2-Aminopentanedioic acid, Glu
Linear Formula:
HO2CCH2CH2CH(NH2)CO2H
CAS Number:
56-86-0
Molecular Weight:
147.13
Beilstein:
1723801
EC Number:
200-293-7
MDL number:
MFCD00002634
eCl@ss:
32160406
PubChem Substance ID:
24895052
NACRES:
NA.26

product line

ReagentPlus®

Assay

≥99% (HPLC)

form

powder

technique(s)

microbiological culture: suitable

color

white to off-white

mp

205 °C (dec.) (lit.)

solubility

1 M HCl: soluble 100 mg/mL

density

1.54 g/cm3 at 20 °C

cation traces

C: 40.4-41.2%
N: 9.2-9.8%

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) , 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 to enhance endogenous acetylcholine overflow. It has been used as a supplement in the growth medium of meat-Spoiling Pseudomonas fragi 72.

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.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Mixed carbon source utilization of meat-spoiling Pseudomonas fragi 72 in relation to oxygen limitation and carbon dioxide inhibition.
Molin G.
Applied and Environmental Microbiology, 49(6), 1442-1447 (1985)
Glutamic acid, twenty years later.
Garattini S
The Journal of Nutrition, 130, 901S-909S (2000)
Cristina Giaroni et al.
European journal of pharmacology, 476(1-2), 63-69 (2003-09-13)
Several reports suggest that enteric cholinergic neurons are subject to a tonic inhibitory modulation, whereas few studies are available concerning the role of facilitatory pathways. Glutamate, the main excitatory neurotransmitter in the central nervous system (CNS), has recently been described
The biology of cancer: metabolic reprogramming fuels cell growth and proliferation.
DeBerardinis RJ
Cell Metabolism, 7(1), 11-20 (2008)
Maarten E Witte et al.
Neuron, 101(4), 615-624 (2019-01-29)
Axon loss determines persistent disability in multiple sclerosis patients. Here, we use in vivo calcium imaging in a multiple sclerosis model to show that cytoplasmic calcium levels determine the choice between axon loss and survival. We rule out the endoplasmic reticulum
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Chromatograms

application for HPLC

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