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G9003

Sigma-Aldrich

D-Glutamine

≥98% (HPLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C5H10N2O3
CAS Number:
5959-95-5
Molecular Weight:
146.14
Beilstein:
1723796
MDL number:
MFCD00065607
UNSPSC Code:
12352209
PubChem Substance ID:
24895357
NACRES:
NA.32

product name

D-Glutamine, ≥98% (HPLC)

Assay

≥98% (HPLC)

form

powder

color

white

application(s)

cell analysis

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-/m1/s1

InChI key

ZDXPYRJPNDTMRX-GSVOUGTGSA-N

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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.

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%.

Other Notes

Unnatural isomer of glutamine

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

G9003-100MG-KC:
G9003-BULK:
G9003-5G:
G9003-1G:
G9003-250MG:
G9003-10G:
G9003-VAR:
G9003-100MG:

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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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
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
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
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
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
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