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G6392

Sigma-Aldrich

L-Glutamine

γ-irradiated, BioXtra, suitable for cell culture

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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:
56-85-9
Molecular Weight:
146.14
Beilstein:
1723797
EC Number:
200-292-1
MDL number:
MFCD00008044
eCl@ss:
32160406
PubChem Substance ID:
24895254
NACRES:
NA.75

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

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.

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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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)
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)
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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Articles

L-Glutamine in Cell Culture

Importance and uses of glutamine in hybridoma and mammalian cell culture

Protocols

Protocol Guide: WST-1 Assay for Cell Proliferation and Viability

WST-1 assay protocol for measuring cell viability, proliferation, activation and cytotoxicity. Instructions for WST-1 reagent preparation and examples of applications. Frequently asked questions and troubleshooting guide for WST-1 assay.

Protocol Guide: XTT Assay for Cell Viability and Proliferation

XTT assay protocol for measuring cell viability, proliferation, activation and cytotoxicity. Instructions for XTT reagent preparation and examples of applications.

MTT Assay Protocol for Cell Viability and Proliferation

MTT assay protocol for measuring cell viability, proliferation and cytotoxicity. Instructions for MTT reagent preparation and examples of applications.

Chromatograms

application for HPLCapplication for HPLC

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