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Key Documents

W368401

Sigma-Aldrich

L-Glutamine

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:
Molecular Weight:
146.14
FEMA Number:
3684
Beilstein:
1723797
EC Number:
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
17.007
NACRES:
NA.21

biological source

synthetic

Quality Level

optical activity

[α]/D 29 to 33°, c = 2% in 1 M HCl

mp

185 °C (dec.) (lit.)

solubility

H2O: very soluble 14.6 g/L (completely)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

Organoleptic

milk

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

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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.

Disclaimer

For R&D or non-EU Food use. Not for retail sale.

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Pelin Sahlén et al.
Genome biology, 16, 156-156 (2015-08-28)
Although the locations of promoters and enhancers have been identified in several cell types, we still have limited information on their connectivity. We developed HiCap, which combines a 4-cutter restriction enzyme Hi-C with sequence capture of promoter regions. Applying the
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
Lisa A Reynolds et al.
Journal of immunology (Baltimore, Md. : 1950), 193(6), 2984-2993 (2014-08-13)
Helminth parasites remain one of the most common causes of infections worldwide, yet little is still known about the immune signaling pathways that control their expulsion. C57BL/6 mice are chronically susceptible to infection with the gastrointestinal helminth parasite Heligmosomoides polygyrus.
Kohichi Matsunaga et al.
The Journal of cell biology, 190(4), 511-521 (2010-08-18)
Autophagy is a catabolic process that allows cells to digest their cytoplasmic constituents via autophagosome formation and lysosomal degradation. Recently, an autophagy-specific phosphatidylinositol 3-kinase (PI3-kinase) complex, consisting of hVps34, hVps15, Beclin-1, and Atg14L, has been identified in mammalian cells. Atg14L

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