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G8540

Sigma-Aldrich

L-Glutamine

meets USP testing specifications, suitable for cell culture, 99.0-101.0%, from non-animal source

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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

biological source

non-animal source

Agency

meets USP testing specifications

Assay

99.0-101.0%

form

powder

optical activity

[α]20/D 31.5 to 33.0°, c = 10 in 2 M HCl
[α]20/D 6.3 to 7.3°, c = 4 in water

technique(s)

cell culture | mammalian: suitable

impurities

endotoxin, tested

color

white

mp

185 °C (dec.) (lit.)

solubility

H2O: 25 mg/mL

cation traces

As: ≤1 ppm
Fe: ≤10 ppm
NH4+: ≤0.10%

application(s)

agriculture

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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General description

L-Glutamine is the most abundant amino acid in mammalian blood and tissues. It is vital for biochemical and cell culture research. It supports cell growth, metabolism, and protein synthesis. In cell culture, it ensures cell viability, proliferation, and antibody production. In biochemical studies, L-Glutamine aids in metabolic pathways, biomolecule synthesis, and cellular processes.

Application

L-Glutamine amino acid has been used:

  • as a component of the serum-free medium to culture mice cochlear organotypic cells.
  • as a supplement in Dulbecco′s modified Eagle′s medium-nutrient mixture F-12 (DMEM/F-12) medium for culturing mice seminiferous tubule segments.
  • as a supplement in Roswell Park Memorial Institute (RPMI) 1640 medium to culture human monocytic cell line.

Biochem/physiol Actions

L-Glutamine or Glutamine powder serves as a precursor for the synthesis of peptides, proteins, nucleotides, purine, pyrimidine, amino sugars, and nucleic acids. It plays an important role in promoting and maintaining cellular functions. Many cells and tissues like the intestine, kidneys, neurons in the central nervous system (CNS), liver, and pancreatic β-cells utilize glutamine at higher levels for their functioning. Glutamine regulates acid-base homeostasis and catabolic signaling. Glutamine plays a vital role in nitrogen transport and maintains the cellular redox state.Glutamine provides the necessary nitrogen, carbon and the reducing equivalents required for cell growth and division during cell culture. 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.

Other Notes

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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

Certificates of Analysis (COA)

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  5. Is the molecular weight of L-Glutamine 146.14 or 146.15? The label information changed.

    Based on a molecular formula of C5H10N2O3, the molecular weight to seven significant figures is 146.1456. Over the years, this value may have been reported in Sigma-Aldrich documentation or on labels as either 146.15 (by rounding up) or 146.14 (by truncation). The material itself has not changed.

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