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G6392 Sigma-Aldrich

L-Glutamine

γ-irradiated, BioXtra, suitable for cell culture

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

  • CAS Number 56-85-9

  • Linear Formula H2NCOCH2CH2CH(NH2)CO2H

  • Molecular Weight 146.14

  •  Beilstein/REAXYS Number 1723797

  •  EC Number 200-292-1

  •  MDL number MFCD00008044

  •  eCl@ss 32160406

  •  PubChem Substance ID 24895254

  •  NACRES NA.75

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Properties

Related Categories Amino Acids, Amino Acids and Vitamins, Amino acids, Apoptosis and Cell Cycle, Cell Biology,
Quality Level   200
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   rat ... Ggt1(116568)

Description

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.

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 1
RTECS 
MA2275100
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Frequently Asked Questions

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.
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.
How do I find price and availability?
There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote. USA customers: 1-800-325-3010 or view local office numbers.
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.
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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Protocols & Articles

Articles

HPLC Analysis of Glutamine Enantiomers on Astec® CHIROBIOTIC® T (23 °C)

From our library of Articles, Sigma-Aldrich presents HPLC Analysis of Glutamine Enantiomers on Astec® CHIROBIOTIC® T (23 °C)
Keywords: Chromatography, High performance liquid chromatography

Protocols

Protocol Guide: MTT Assay for Cell Viability and Proliferation

The MTT assay is used to measure cellular metabolic activity as an indicator of cell viability, proliferation and cytotoxicity. This colorimetric assay is based on the reduction of a yellow tetrazoli...
Keywords: Antibiotics, Cancer, Cell proliferation, Enzyme-linked immunosorbent assay, Growth factors, Indicators, Metabolism, Reductions

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

The measurement of cell proliferation and cell viability has become a key technique in the life sciences. The need for sensitive, reliable, fast and easy methods has led to the development of several...
Keywords: Absorption, Antibiotics, Apoptosis, Cancer, Cell culture, Cell proliferation, Enzyme-linked immunosorbent assay, Growth factors, Pharmaceutical, Phase transitions

Protocol Guide: XTT Assay for Cell Viability and Proliferation

The non-radioactive, colorimetric assay system using XTT (sodium 3´-[1- (phenylaminocarbonyl)- 3,4- tetrazolium]-bis (4-methoxy6-nitro) benzene sulfonic acid hydrate) was first described by Scudiero,...
Keywords: Antibiotics, Cell proliferation, Enzyme-linked immunosorbent assay, Growth factors, Indicators, Metabolism, Reductions

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Cell Culture Troubleshooting Guide

Cell culture has become one of the most fundamental techniques for modeling biological systems, and is of increasing importance in the biotechnology and pharmaceutical sectors as well as an essential...
Keywords: Antibiotics, Apoptosis, Cell attachment, Cell culture, Cryopreservation, Filtration, Growth factors, Pharmaceutical, Phase transitions

Clearance Sale - Up to 50% off!

With a broad portfolio of widely-cited reagents and kits supported by industry-leading expertise, we help you get the most out of your life science research.
Keywords: Cell culture, DNA purification, Growth factors, High performance liquid chromatography, Polymerase chain reaction, Purification, Thin layer chromatography

L-Glutamine in Cell Culture

Importance and uses of glutamine in serum-free eukaryotic, including hybridoma and mammalian, cell cultures.
Keywords: Alternative energy, Cell culture, Culture media, Deaminations, Metabolism, Oxidations, Transaminations, Vitamins

Peer-Reviewed Papers
15

References

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