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Merck

G6392

Sigma-Aldrich

L-Glutamine

γ-irradiated, BioXtra, suitable for cell culture

Synonym(s):

(S)-2,5-Diamino-5-oxopentanoic acid, L-Glutamic acid 5-amide, Levoglutamide

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About This Item

Linear Formula:
H2NCOCH2CH2CH(NH2)CO2H
CAS Number:
56-85-9
Molecular Weight:
146.14
Beilstein:
1723797
EC Number:
200-292-1
MDL number:
MFCD00008044
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24895254
NACRES:
NA.75

Key Documents

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Quality Level

200

sterility

γ-irradiated

product line

BioXtra

form

powder

packaging

vial of 0.292 g

technique(s)

cell culture | mammalian: suitable

impurities

endotoxin, tested

color

white to faint yellow

mp

185 °C (dec.) (lit.)

solubility

H2O: 10 mL/vial, clear to slightly hazy

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

rat ... Ggt1(116568)

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Application

L-Glutamine has been used as a media supplement:
  • for cochlear organotypic culturing
  • in Iscove′s modified Dulbecco′s medium for HeLa cells culturing
  • in Dulbecco′s modified Eagle′s medium for primary hepatocyte cell culturing

Qualified for use in cell culture applications, especially serum-free cell culture.

Biochem/physiol Actions

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.
Glutamine mediates protein turnover via cellular mTOR (mammalian target of rapamycin) signalling. It is also known to be associated with the inhibition of apoptosis.
L-glutamine is an essential amino acid that is a crucial component of culture media, and serves as a major energy source for cells in culture. Optimal cell performance usually requires supplementation of the medium with L-glutamine prior to use.

Packaging

50 mL amber serum vial with rubber stopper.

Preparation Note

Prepares a 200 mM solution when reconstituted to 10 mL with sterile water.

Other Notes

The dipeptide L-Ala-LGln is frequently used in modern serum-free media formulations because it provides a more stable form of glutamine in vitro.

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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Certificates of Analysis (COA)

Lot/Batch Number
SLCF8950
SLCB7305
SLBW7296
SLBR7287V
SLBP8447V

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The signal peptide anchors apolipoprotein M in plasma lipoproteins and prevents rapid clearance of apolipoprotein M from plasma
Christoffersen C, et al.
The Journal of Biological Chemistry, 283(27), 18765-18772 (2008)
Cisplatin ototoxicity in rat cochlear organotypic cultures
Ding D, et al.
Hearing Research, 282(1-2), 196-203 (2011)
Nonresonant confocal Raman imaging of DNA and protein distribution in apoptotic cells
Uzunbajakava N, et al.
Biophysical Journal, 84(6), 3968-3981 (2003)
Rebekah M Samsonraj et al.
Stem cells (Dayton, Ohio), 33(6), 1878-1891 (2015-03-11)
This study sought to identify critical determinants of mesenchymal stem cell (MSC) potency using in vitro and in vivo attributes of cells isolated from the bone marrow of age- and sex-matched donors. Adherence to plastic was not indicative of potency
Pablo Hernández-Varas et al.
Nature communications, 6, 7524-7524 (2015-06-26)
Cell-matrix adhesions are central mediators of mechanotransduction, yet the interplay between force and adhesion regulation remains unclear. Here we use live cell imaging to map time-dependent cross-correlations between vinculin-mediated tension and adhesion complex area, revealing a plastic, context-dependent relationship. Interestingly
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L-Glutamine in Cell Culture

Importance and uses of glutamine in hybridoma and mammalian cell culture

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Chromatograms

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