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490024

Sigma-Aldrich

L-Glutamine-(amide-15N)

98 atom % 15N

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About This Item

Fórmula lineal:
H215NCO(CH2)2CH(NH2)CO2H
Número de CAS:
59681-32-2
Peso molecular:
147.14
MDL number:
MFCD00084214
UNSPSC Code:
12352209
PubChem Substance ID:
24872517
NACRES:
NA.12

isotopic purity

98 atom % 15N

assay

99% (CP)

form

solid

optical activity

[α]25/D +33.0°, c = 2 in 5 M HCl

mp

185 °C (dec.) (lit.)

mass shift

M+1

SMILES string

N[C@@H](CCC([15NH2])=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/i7+1

InChI key

ZDXPYRJPNDTMRX-QQKKVIQDSA-N

General description

L-Glutamine is a branched chain, non-essential amino acid. It is one of the most abundant amino acid found in central nervous system (CNS), plasma and human skeletal muscle.(2) L- Glutamine is synthesized by transamination of glutamate catalyzed by glutamine synthetase.

Biochem/physiol Actions

L-Glutamine, a source of nitrogen, mainly contributes to the synthesis of proteins, peptides, purine, pyrimidine, nucleotides, nucleic acids and major precursor of neurotransmitter. It acts as a fuel for the proliferation of lymphocytes and macrophages of immune system, for intestinal tissue to maintain gut integrity and for insulin production.(4)(3) L-Glutamine is released by skeletal muscle during stress conditions.

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

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificados de análisis (COA)

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Glutamine and glutamate as vital metabolites
Newsholme P, et al.
Brazilian journal of medical and biological research, 36(2), 153-163 (2003)
The influence of oral L-glutamine supplementation on muscle strength recovery and soreness following unilateral knee extension eccentric exercise
Legault Z, et al.
International Journal of Sport Nutrition and Exercise Metabolism, 25(5), 417-426 null
Katarzyna Dąbrowska et al.
Neurochemistry international, 118, 225-232 (2018-07-19)
SN1, a system N amino acid transporter specific for astrocytes, is mainly responsible for export of newly synthesized L-glutamine from the cells. Astrocytic retention of L-glutamine which plays a critical role in ammonia-induced astrocytic swelling resulting in brain edema, could
Liangxian Cao et al.
Molecular cancer therapeutics, 18(1), 3-16 (2018-10-26)
PTC299 was identified as an inhibitor of VEGFA mRNA translation in a phenotypic screen and evaluated in the clinic for treatment of solid tumors. To guide precision cancer treatment, we performed extensive biological characterization of the activity of PTC299 and
Min Yuan et al.
Nature protocols, 14(2), 313-330 (2019-01-27)
Targeted tandem mass spectrometry (LC-MS/MS) has been extremely useful for profiling small molecules extracted from biological sources, such as cells, bodily fluids and tissues. Here, we present a protocol for analysing incorporation of the non-radioactive stable isotopes carbon-13 (13C) and
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