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G9003

Sigma-Aldrich

D-Glutamine

≥98% (HPLC)

Synonyme(s) :

D-2-Aminoglutaramic acid, D-Glutamic acid 5-amide

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About This Item

Formule empirique (notation de Hill):
C5H10N2O3
Numéro CAS:
5959-95-5
Poids moléculaire :
146.14
Numéro Beilstein :
1723796
Numéro MDL:
MFCD00065607
Code UNSPSC :
12352209
ID de substance PubChem :
24895357
Nomenclature NACRES :
NA.32

product name

D-Glutamine, ≥98% (HPLC)

Pureté

≥98% (HPLC)

Forme

powder

Couleur

white

Application(s)

cell analysis

Chaîne SMILES 

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-/m1/s1

Clé InChI

ZDXPYRJPNDTMRX-GSVOUGTGSA-N

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Description générale

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.

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.

Actions biochimiques/physiologiques

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%.

Autres remarques

Unnatural isomer of glutamine

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

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Indra Saptiama et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 25(18), 4843-4855 (2019-01-18)
The effective utilization of various biomolecules for creating a series of mesoporous boehmite (γ-AlOOH) and gamma-alumina (γ-Al2 O3 ) nanosheets with unique hierarchical multilayered structures is demonstrated. The nature and concentration of the biomolecules strongly influence the degree of the
A Seth et al.
American journal of physiology. Gastrointestinal and liver physiology, 287(3), G510-G517 (2004-08-28)
Role of L-glutamine in the protection of intestinal epithelium from acetaldehyde-induced disruption of barrier function was evaluated in Caco-2 cell monolayer. L-Glutamine reduced the acetaldehyde-induced decrease in transepithelilal electrical resistance and increase in permeability to inulin and lipopolysaccharide in a
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
Mingbang Wang et al.
mSystems, 4(1) (2019-02-01)
Changes in the gut microenvironment may influence the pathogenesis of autism spectrum disorders (ASD). Here, we investigated the composition of the gut microbiota and metabolites in children with ASD. Ninety-two children with ASD and 42 age-matched children exhibiting typical development
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