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76523

Supelco

L-Glutamine

certified reference material, TraceCERT®

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Synonym(s):
Levoglutamide, L-Glutamic acid 5-amide, (S)-2,5-Diamino-5-oxopentanoic acid
Linear Formula:
H2NCOCH2CH2CH(NH2)CO2H
CAS Number:
56-85-9
Molecular Weight:
146.14
Beilstein/REAXYS Number:
1723797
EC Number:
200-292-1
MDL number:
MFCD00008044
PubChem Substance ID:
329767164

Quality Level

300

grade

certified reference material
TraceCERT®

product line

TraceCERT®

form

neat

analyte chemical class(es)

amino acids, peptides, proteins

application(s)

HPLC: suitable
gas chromatography (GC): suitable

color

white

mp

185 °C (dec.) (lit.)

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format

neat

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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General description

L-glutamine is found to be one of the most abundant amino acid in blood stream. It is useful in a number of biochemical processes like production of other amino acids, glucose, nucleotides, protein, and glutathione. It may also be used as a supplement to increase the intestinal villous height, maintain mucosal integrity and stimulate gut mucosal cellular proliferation. It may also find applications in the treatment of chemotherapy and radiotherapy, since it has the tendency to suppress gut and oral-toxic side effects.
This certified reference material (CRM) is produced and certified in accordance with ISO/IEC 17025 and ISO 17034. This CRM is traceable to primary material from an NMI, e.g. NIST or NMIJ.
Certified content by quantitative NMR incl. uncertainty and expiry date are given on the certificate.
Download your certificate at: http://www.sigma-aldrich.com.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Legal Information

TraceCERT is a registered trademark of Sigma-Aldrich Co. LLC

storage_class_code

13 - Non Combustible Solids

WGK Germany

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

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Therapeutic considerations of L-glutamine: a review of the literature
LAM
Alternative Medicine Review, 4, 239-248 (1999)
Misty R Jenkins et al.
The Journal of experimental medicine, 212(3), 307-317 (2015-03-04)
Failure of cytotoxic T lymphocytes (CTLs) or natural killer (NK) cells to kill target cells by perforin (Prf)/granzyme (Gzm)-induced apoptosis causes severe immune dysregulation. In familial hemophagocytic lymphohistiocytosis, Prf-deficient infants suffer a fatal "cytokine storm" resulting from macrophage overactivation, but...
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...
Nobuko Akiyama et al.
The Journal of experimental medicine, 211(12), 2425-2438 (2014-11-12)
Medullary thymic epithelial cells (mTECs) expressing the autoimmune regulator AIRE and various tissue-specific antigens (TSAs) are critical for preventing the onset of autoimmunity and may attenuate tumor immunity. However, molecular mechanisms controlling mTEC development remain elusive. Here, we describe the...
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