Merck
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G3126

Sigma-Aldrich

L-Glutamine

ReagentPlus®, ≥99% (HPLC)

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Synonym(s):
(S)-2,5-Diamino-5-oxopentanoic acid, L-Glutamic acid 5-amide, Levoglutamide
Linear Formula:
H2NCOCH2CH2CH(NH2)CO2H
CAS Number:
Molecular Weight:
146.14
Beilstein:
1723797
EC Number:
MDL number:
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26

Quality Level

product line

ReagentPlus®

Assay

≥99% (HPLC)

form

powder

impurities

≤0.2% free ammonia.
~0.5% Glutamic acid

color

white to off-white

mp

185 °C (dec.) (lit.)

solubility

1 M HCl: 50 mg/mL, clear to slightly hazy, colorless

cation traces

<0.2% (Ammonia (NH3))

application(s)

cell analysis
peptide synthesis

functional group

amide

storage temp.

room temp

SMILES string

N[C@@H](CCC(N)=O)C(O)=O

InChI

1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)/t3-/m0/s1

InChI key

ZDXPYRJPNDTMRX-VKHMYHEASA-N

Gene Information

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1 of 4

This Item
49419G6392PHL83798
L-Glutamine ReagentPlus&#174;, &#8805;99% (HPLC)

Sigma-Aldrich

G3126

L-Glutamine

-
L-Glutamine BioUltra, &#8805;99.5% (NT)

Sigma-Aldrich

49419

L-Glutamine

Premium Grade
L-Glutamine &#947;-irradiated, BioXtra, suitable for cell culture

Sigma-Aldrich

G6392

L-Glutamine

-
L-Glutamine phyproof&#174; Reference Substance

PHL83798

L-Glutamine

-
assay

≥99% (HPLC)

assay

≥99.5% (NT)

assay

-

assay

≥98.0% (HPLC)

form

powder

form

powder

form

powder

form

crystals

impurities

≤0.2% free ammonia., ~0.5% Glutamic acid

impurities

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

impurities

endotoxin, tested

impurities

-

color

white to off-white

color

white

color

white to faint yellow

color

-

mp

185 °C (dec.) (lit.)

mp

185 °C (dec.) (lit.)

mp

185 °C (dec.) (lit.)

mp

185 °C (dec.) (lit.)

General description

L-Glutamine is a versatile amino acid that plays an essential role in various metabolic processes within the human body. This non-essential amino acid is naturally abundant and contributes significantly to several vital functions. One of its primary functions is acting as the primary carrier of nitrogen in the body. It serves as the transport vehicle for nitrogen, which is a fundamental building block for many biological processes. Additionally, L-Glutamine is a major energy source for numerous types of cells, ensuring they have the energy they need to function optimally.

Moreover, L-Glutamine is essential for maintaining a delicate balance of ammonia in the body. This balance is crucial for preventing toxic ammonia levels. This amino acid facilitates the conversion of glutamic acid to glutamine, a process central to ammonia regulation. L-Glutamine is not only involved in nitrogen transport and energy production but also serves as a key player in various metabolic pathways. It participates in the biosynthesis of proteins, similar to other amino acids. Furthermore, it plays a significant role in the synthesis of urea and purines, vital components for nucleic acid production. L-Glutamine is also a vital resource for generating cellular energy, working closely with glucose for this purpose.

Another essential function of L-Glutamine is its contribution to nitrogen donation for multiple anabolic processes. These processes are vital for building crucial molecules, including purines, which are crucial for DNA production. This amino acid also provides carbon, replenishing the citric acid cycle, a central process in energy production within cells. L-Glutamine is a critical amino acid, acting as a nitrogen carrier, energy source, and contributing to protein synthesis and ammonia regulation. Its versatile functions make it a molecule of significant interest in the fields of cell biology, biochemical research, and metabolomics investigations.

Application

L-Glutamine has been used to study the effects of amino acids in promoting food consumption in Drosophila melanogaster.It has also been used to study non-enzymatic gluconeogenesis.

Biochem/physiol Actions

L-glutamine is the most abundant amino acid in the body. It is essential for the synthesis of L-asparagine. L-glutamic acid aids the incorporation of NH4+ into biomolecules.
L-Glutamine is an essential amino acid that is a crucial component of culture media that serves as a major energy source for cells in culture. L-Glutamine is very stable as a dry powder and as a frozen solution. In liquid media or stock solutions, however, L-glutamine degrades relatively rapidly. Optimal cell performance usually requires supplementation of the media with L-glutamine prior to use.

Features and Benefits

  • Can be used in Metabolomics and Biochemical research
  • High-quality compound suitable for multiple research applications

Legal Information

ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

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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Advances in Food and Nutrition Research, 58-58 (1917)
The Natural Health Dictionary: Your comprehensive A-to Z guide for healing with herbs, nutrition, supplements, and secret remedies (2011)
Lehninger Principles of Biochemistry Edition 4th (2005)
An internal sensor detects dietary amino acids and promotes food consumption in Drosophila
Zhe Yang
Nature, 1-36 (2017)
Nonenzymatic gluconeogenesis-like formation of fructose 1,6-bisphosphate in ice.
Messner CB
Proceedings of the National Academy of Sciences of the USA, 114(28), 7403-7407 (2017)

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