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Sigma-Aldrich

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

97 atom % D, 98% (CP)

Linear Formula:
HO2C(CD2)2CD(NH2)CO2H
Molecular Weight:
152.16
MDL number:
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

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1 of 4

This Item
656771643874749850
assay

98% (CP)

assay

95% (CP)

assay

99% (CP)

assay

95% (CP)

form

solid

form

solid

form

solid

form

solid

mp

205 °C (dec.) (lit.)

mp

205 °C (dec.)

mp

205 °C (dec.) (lit.)

mp

205 °C (dec) (lit.)

mass shift

M+5

mass shift

M+1

mass shift

M+10

mass shift

M+11

optical activity

[α]25/D +31°, c = 2 in 5 M HCl

optical activity

[α]25/D +31.0°, c = 2 in 5 M HCl

optical activity

[α]25/D +31.0°, c = 2 in 5 M HCl

optical activity

-

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.

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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The biology of cancer: metabolic reprogramming fuels cell growth and proliferation.
DeBerardinis RJ
Cell Metabolism, 7(1), 11-20 (2008)
Glutamic Acid, Twenty Years Later
S. Garattini
The Journal of Nutrition, 130(4), 901S-909S (2000)
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
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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