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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/REAXYS Number:
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

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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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)
Luigi F Agnati et al.
Pharmacological reviews, 55(3), 509-550 (2003-07-19)
The molecular basis for the known intramembrane receptor/receptor interactions among G protein-coupled receptors was postulated to be heteromerization based on receptor subtype-specific interactions between different types of receptor homomers. The discovery of GABAB heterodimers started this field rapidly followed by
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
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
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
View All Related Papers

Chromatograms

application for HPLC

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