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49449

Sigma-Aldrich

L-Glutamic acid

≥99.5% (NT), BioUltra

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Synonym(s):
(S)-2-Aminopentanedioic acid, Glu
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 line

BioUltra

Quality Level

Assay

≥99.5% (NT)

form

powder

optical activity

[α]20/D +31.5±1.0°, c = 5% in 5 M HCl

impurities

insoluble matter, passes filter test
≤0.5% foreign amino acids

ign. residue

≤0.05% (as SO4)

loss

≤0.05% loss on drying, 20 °C (HV)

color

white

mp

205 °C (dec.) (lit.)

solubility

1 M HCl: 1 M at 20 °C, clear, colorless

density

1.54 g/cm3 at 20 °C

anion traces

chloride (Cl-): ≤100 mg/kg
sulfate (SO42-): ≤200 mg/kg

cation traces

Al: ≤5 mg/kg
Ba: ≤5 mg/kg
Bi: ≤5 mg/kg
Ca: ≤200 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤5 mg/kg
Fe: ≤5 mg/kg
K: ≤50 mg/kg
Li: ≤5 mg/kg
Mg: ≤5 mg/kg
Mn: ≤5 mg/kg
Mo: ≤5 mg/kg
NH4+: ≤100 mg/kg
Na: ≤200 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Sr: ≤5 mg/kg
Zn: ≤5 mg/kg

λ

1 M in 1 M HCl

UV absorption

λ: 260 nm Amax: 0.1
λ: 280 nm Amax: 0.1

application(s)

cell analysis

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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Biochem/physiol Actions

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

Other Notes

Lesion-sparing agent, has excitotoxic properties; May function as precipitating agent in protein crystallization; Growth requirement of various microorganisms

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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CRC Handbook of Microbiology, 4, 1-1 (1974)
Excitotoxic amino acids as neuroendocrine research tools.
J W Olney et al.
Methods in enzymology, 103, 379-393 (1983-01-01)
Protein crystallization: the growth of large-scale single crystals.
G L Gilliland et al.
Methods in enzymology, 104, 370-381 (1984-01-01)
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
Steffen Gonda et al.
Frontiers in neuroanatomy, 14, 571351-571351 (2020-12-08)
NMDA receptors are important players for neuronal differentiation. We previously reported that antagonizing NMDA receptors with APV blocked the growth-promoting effects evoked by the overexpression of specific calcium-permeable or flip-spliced AMPA receptor subunits and of type I transmembrane AMPA receptor

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