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605166

Sigma-Aldrich

L-Glutamine-13C5

98 atom % 13C, 95% (CP)

Synonym(s):

(S)-2,5-Diamino-5-oxopentanoic acid-13C5, L-Glutamic acid 5-amide-13C5, L-Glutamine-ul-13C, 13C Labeled glutamine

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About This Item

Linear Formula:
H2N13CO(13CH2)213CH(NH2)13CO2H
CAS Number:
Molecular Weight:
151.11
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.12

isotopic purity

98 atom % 13C

Assay

95% (CP)

form

solid

optical activity

[α]25/D +33.0°, c = 2 in 5 M HCl

mp

185 °C (dec.) (lit.)

mass shift

M+5

SMILES string

[H][13C@](N)([13CH2][13CH2][13C](N)=O)[13C](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/i1+1,2+1,3+1,4+1,5+1

InChI key

ZDXPYRJPNDTMRX-WIAREEORSA-N

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General description

L-Glutamine plays an important role in nucleotide synthesis. It functions as a critical fuel for lymphocytes and gut epithelial cells. L-Glutamine is essential in the endogenous synthesis of glutathione. It is an essential amino acid, which is useful in stressful conditions. L-Glutamine is involved in protein synthesis, wound healing, regulating acid-base balance, cellular differentiation, acts as an energy source and modulates the immune system.

Application

L-Glutamine-13C5 has been used for gas chromatography-mass spectrometry (GC-MS) of RAW264.7 cells. It has also been used for metabolomics analysis in p53Mut-parental mesenchymal stem cells (MSCs) or p53Mut-MSC-tumor lines.

Packaging

This product may be available from bulk stock and can be packaged on demand. For information on pricing, availability and packaging, please contact Stable Isotopes Customer Service.

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Mutant p53-dependent mitochondrial metabolic alterations in a mesenchymal stem cell-based model of progressive malignancy
Lonetto G, et al.
Cell Death and Differentiation, 1-1 (2018)
Kyung-Hee Kim et al.
Oncotarget, 8(68), 112598-112609 (2018-01-20)
We searched for metabolic biomarkers that may predict the prognosis of patients with intrahepatic cholangiocarcinoma (IHCC). To this end, a total of 237 serum samples were obtained from IHCC patients (
Surgical Critical Care, An Issue of Surgical Clinics - E-Book (2012)
TiO2 nanoparticles cause mitochondrial dysfunction, activate inflammatory responses, and attenuate phagocytosis in macrophages: A proteomic and metabolomic insight
Chen Q, et al.
Redox Biology, 15, 266-276 (2018)
Leonie Drews et al.
Disease models & mechanisms, 13(10) (2020-09-13)
Astrocyte dysfunction is a primary factor in hepatic encephalopathy (HE) impairing neuronal activity under hyperammonemia. In particular, the early events causing ammonia-induced toxicity to astrocytes are not well understood. Using established cellular HE models, we show that mitochondria rapidly undergo

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