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G9003 Sigma-Aldrich

D-Glutamine

≥98% (HPLC)

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

  • CAS Number 5959-95-5

  • Empirical Formula (Hill Notation) C5H10N2O3

  • Molecular Weight 146.14

  •  Beilstein/REAXYS Number 1723796

  •  MDL number MFCD00065607

  •  PubChem Substance ID 24895357

  •  NACRES NA.32

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Properties

Related Categories Cell Biology, Cell Signaling and Neuroscience, Excitatory Amino Acids, Neuroscience, Neurotransmission,
Quality Level   100
assay   ≥98% (HPLC)
form   powder
application(s)   cell analysis: suitable
color   white
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

Description

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.

Packaging

1, 5, 10 g in poly bottle

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

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

HPLC Analysis of Glutamine Enantiomers on Astec® CHIROBIOTIC® T (23 °C)

From our library of Articles, Sigma-Aldrich presents HPLC Analysis of Glutamine Enantiomers on Astec® CHIROBIOTIC® T (23 °C)
Keywords: Chromatography, High performance liquid chromatography

HPLC Analysis of Glutamine Enantiomers on Astec® CHIROBIOTIC® T

From our library of Articles, Sigma-Aldrich presents HPLC Analysis of Glutamine Enantiomers on Astec® CHIROBIOTIC® T
Keywords: Chromatography, High performance liquid chromatography

Peer-Reviewed Papers
15

References

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