G6392

Sigma-Aldrich

L-Glutamine

γ-irradiated, BioXtra, suitable for cell culture

Synonym(s):
Levoglutamide, L-Glutamic acid 5-amide, (S)-2,5-Diamino-5-oxopentanoic acid
Linear Formula:
H2NCOCH2CH2CH(NH2)CO2H
CAS Number:
Molecular Weight:
146.14
Beilstein/REAXYS Number:
1723797
EC Number:
MDL number:
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.75

Quality Level

sterility

γ-irradiated

product line

BioXtra

form

powder

packaging

vial of 0.292 g

application(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

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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

Biochem/physiol Actions

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.
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.

Packaging

50 mL amber serum vial with rubber stopper.

Suitability

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

Reconstitution

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.

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

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  4. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  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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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)
Nonresonant confocal Raman imaging of DNA and protein distribution in apoptotic cells
Uzunbajakava N, et al.
Biophysical Journal, 84(6), 3968-3981 (2003)
Cisplatin ototoxicity in rat cochlear organotypic cultures
Ding D, et al.
Hearing Research, 282(1-2), 196-203 (2011)
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...
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...
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