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About This Item
Empirical Formula (Hill Notation):
C5H10N2O3
CAS Number:
Molecular Weight:
146.14
NACRES:
NA.32
PubChem Substance ID:
UNSPSC Code:
12352209
MDL number:
Beilstein/REAXYS Number:
1723796
Product Name
D-Glutamine, ≥98% (HPLC)
InChI
1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)/t3-/m1/s1
SMILES string
N[C@H](CCC(N)=O)C(O)=O
InChI key
ZDXPYRJPNDTMRX-GSVOUGTGSA-N
assay
≥98% (HPLC)
form
powder
color
white
application(s)
cell analysis
Quality Level
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Related Categories
Application
D-Glutamine has been used to study its role in conferring protection against acetaldehyde-induced disruption of barrier function in Caco-2 cell monolayer.
Biochem/physiol Actions
Glutamine forms the central metabolite in amino acid transamination via a-ketoglutarate and glutamic acid. This amino acid is metabolized by different enzymes, such as glutaminase, present in liver, and glutamine synthetase, present in skeletal muscle. It is produced in the cytoplasm from other amino acids, predominantly from branched-chain amino acids and glutamate. It plays an essential role in ammonia metabolism and detoxification. Its skeletal muscle levels are significantly reduced post trauma, operation and inflammatory states. It servers as a prognostic marker in fatal sepsis during which its skeletal muscle levels are decreased by 90%.
General description
Glutamine is a non-essential and the most abundant free amino acid present in the human body. It is an important component of proteins and is one of the 20 proteinogenic amino acids. It forms 5-6% of bound amino acids.
Other Notes
Unnatural isomer of glutamine
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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G Thorsén et al.
Journal of chromatography. B, Biomedical sciences and applications, 745(2), 389-397 (2000-10-24)
A method is presented for the chiral analysis of amino acids in biological fluids using micellar electrokinetic chromatography (MEKC) and laser-induced fluorescence (LIF). The amino acids are derivatized with the chiral reagent (+/-)-1-(9-anthryl)-2-propyl chloroformate (APOC) and separated using a mixed
Smriti Shridhar et al.
Journal of biotechnology, 257, 13-21 (2017-03-18)
Chinese Hamster Ovary (CHO) cells are the preferred cell line for production of biopharmaceuticals. These cells are capable to grow without serum supplementation, but drastic changes in their phenotype occur during adaptation to protein-free growth, which typically include the change
Anna Ostrovskaya et al.
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Glioblastoma (GBM) is the most common and aggressive type of primary brain cancer. With median survival of less than 15 months, identification and validation of new GBM therapeutic targets is of critical importance. In this study we tested expression and performed
Erich Roth
The Journal of nutrition, 138(10), 2025S-2031S (2008-09-23)
Glutamine is the most abundant free amino acid of the human body. Besides its role as a constituent of proteins and its importance in amino acid transamination, glutamine has regulatory capacity in immune and cell modulation. Glutamine deprivation reduces proliferation
Antonella Marangoni et al.
PloS one, 15(1), e0227985-e0227985 (2020-01-17)
Pharyngeal gonorrhoea is a common sexually transmitted infection among 'men having sex with other men' (MSM). Neisseria gonorrhoeae (NG) pharyngeal infections are usually characterized by the absence of symptoms, acting as an important reservoir for their further spread. To the
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