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W328502

Sigma-Aldrich

L-Glutamic acid

FCC

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
FEMA Number:
3285
Beilstein:
1723801
EC Number:
200-293-7
MDL number:
MFCD00002634
UNSPSC Code:
12164502
eCl@ss:
32160406
PubChem Substance ID:
24901609
NACRES:
NA.21

biological source

corn

Quality Level

400

grade

Kosher

reg. compliance

FCC
FDA 21 CFR 172.320
FDA 21 CFR 182.1045

Assay

98.5-101.5% dry basis (perchloric acid titration)

form

powder or crystals

optical activity

[α]20/D +32°, c = 10 in 2 M HCl

mp

205 °C (dec.) (lit.)

solubility

water: soluble 8.64 g/L at 25 °C

density

1.54 g/cm3 at 20 °C

cation traces

As: ≤3 ppm
Cd: ≤1 ppm
Hg: ≤1 ppm
Pb: ≤5 ppm

application(s)

flavors and fragrances

food allergen

no known allergens

Organoleptic

baked

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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General description

L-Glutamic acid is an amino acid mainly used as a flavor enhancer in the food industry. It occurs naturally in kelp. L-Glutamic acid is said to impart umami-like taste in ready-to-drink (RTD) green tea.

Biochem/physiol Actions

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

Disclaimer

For R&D or non-EU Food use. Not for retail sale.

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

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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Mechanistic studies on the formation of pyrazines by Maillard reaction between L-ascorbic acid and L-glutamic acid.
Yu AN, et al.
LWT--Food Science and Technology, 50(1), 64-71 (2013)
Kimberly J Dougherty et al.
Neuron, 80(4), 920-933 (2013-11-26)
Locomotion is controlled by spinal networks that generate rhythm and coordinate left-right and flexor-extensor patterning. Defined populations of spinal interneurons have been linked to patterning circuits; however, neurons comprising the rhythm-generating kernel have remained elusive. Here, we identify an ipsilaterally
Marijke De Bock et al.
Biochimica et biophysica acta, 1843(10), 2211-2232 (2014-04-29)
For decades, studies have been focusing on the neuronal abnormalities that accompany neurodegenerative disorders. Yet, glial cells are emerging as important players in numerous neurological diseases. Astrocytes, the main type of glia in the central nervous system , form extensive
Nils Muhlert et al.
Journal of neurology, neurosurgery, and psychiatry, 85(8), 833-839 (2014-01-17)
Glutamate is the principal excitatory neurotransmitter and is involved in normal brain function. Cognitive impairment is common in multiple sclerosis (MS), and understanding its mechanisms is crucial for developing effective treatments. We used structural and metabolic brain imaging to test
Ulrike Pannasch et al.
Nature neuroscience, 17(4), 549-558 (2014-03-04)
Astrocytes play active roles in brain physiology by dynamic interactions with neurons. Connexin 30, one of the two main astroglial gap-junction subunits, is thought to be involved in behavioral and basic cognitive processes. However, the underlying cellular and molecular mechanisms
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Chromatograms

application for HPLC

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