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616281

Sigma-Aldrich

L-Glutamic acid-2,3,3,4,4-d5

97 atom % D, 98% (CP)

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About This Item

Linear Formula:
HO2C(CD2)2CD(NH2)CO2H
Molecular Weight:
152.16
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.12

isotopic purity

97 atom % D

Quality Level

Assay

98% (CP)

form

solid

optical activity

[α]25/D +31°, c = 2 in 5 M HCl

mp

205 °C (dec.) (lit.)

mass shift

M+5

SMILES string

[2H]C([2H])(C(O)=O)C([2H])([2H])[C@]([2H])(N)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/i1D2,2D2,3D

InChI key

WHUUTDBJXJRKMK-NKXUJHECSA-N

Related Categories

Biochem/physiol Actions

Glutamic acid (or glutamate) functions as a neurotransmitter and also serves as a precursor to other neurotransmitters such as gamma-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.
Appl- L-Glutamic acid-2,3,3,4,4-d5 has been used as an internal standard in metabolomics and lipidomics profiling.

Packaging

This product may be available from bulk stock and can be packaged on demand. For information on pricing, availability and packaging, please contact Stable Isotopes Customer Service.

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

美国出口管控1C298产品

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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The biology of cancer: metabolic reprogramming fuels cell growth and proliferation.
DeBerardinis RJ
Cell Metabolism, 7(1), 11-20 (2008)
Flavia Bianchi et al.
Insects, 11(11) (2020-11-22)
The production of phagostimulant and attractive volatile organic compounds (VOCs) by yeasts can be exploited to improve the efficacy of attract-and-kill formulations against the spotted wing drosophila (SWD). This study evaluated the persistence over one week of a yeast-based formulation
Glutamic Acid, Twenty Years Later
S. Garattini
The Journal of Nutrition, 130(4), 901S-909S (2000)
Metabolomics and lipidomics using traveling-wave ion mobility mass spectrometry.
Paglia G and Astarita G
Nature Protocols, 12(4), 797-797 (2017)
Amino acids: metabolism, functions, and nutrition.
Wu G
Amino Acids, 37(1), 1-17 (2009)

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