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D-Glutamine

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D-Glutamine Basic information

Product Name:
D-Glutamine
Synonyms:
  • D(-)-GLUTAMIC ACID-5-AMIDE
  • D-GLUTAMIC ACID 5-AMIDE
  • D-GLUTAMINIC ACID 5-AMIDE
  • D(-)-GLUTAMINE
  • D-GLUTAMINE
  • D-GLUTAMINE extrapure
  • D-2-Aminoglutaramic acid, D-Glutamic acid 5-amide
  • Citric Acid, Monohydrate, Crystal, Reagent
CAS:
5959-95-5
MF:
C5H10N2O3
MW:
146.14
EINECS:
673-968-0
Product Categories:
  • Inhibitors
  • amino acid
  • Glutamine [Gln, Q]
  • Amino Acids and Derivatives
  • alpha-Amino Acids
  • Amino Acids
  • Biochemistry
  • Amino Acids and Derivatives
  • Amino ACIDS SERIES
  • pharmacetical
  • chiral
Mol File:
5959-95-5.mol
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D-Glutamine Chemical Properties

Melting point:
184-185 °C
alpha 
-32 º (589nm, c=10, N HCl)
Boiling point:
265.74°C (rough estimate)
Density 
1.3394 (rough estimate)
refractive index 
-33 ° (C=5, 5mol/L HCl)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
solubility 
Water (Slightly, Sonicated)
pka
2.27±0.10(Predicted)
form 
Powder
color 
White
Water Solubility 
42.53g/L(temperature not stated)
BRN 
1723796
InChIKey
ZDXPYRJPNDTMRX-GSVOUGTGSA-N
LogP
-1.576 (est)
CAS DataBase Reference
5959-95-5(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
36/37/39-26-27-24/25
WGK Germany 
3
HS Code 
29241900

MSDS

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D-Glutamine Usage And Synthesis

Chemical Properties

white crystalline powder

Uses

D-Glutamine is an unnatural isomer of L-Glutamine (G597000) that is present in human plasma an is a source of liberated ammonia. D-Glutamine can be synthesized by enzymatic means or can be found in cheeses, wine and vinegars as well. It is often used to determine the activity of Glutamine synthetase, an enzyme that is commonly found in the mammalian liver and brain that controls the use of nitrogen in cells.

Uses

D-Glutamine has been used to study its role in conferring protection against acetaldehyde-induced disruption of barrier function in Caco-2 cell monolayer.

Definition

ChEBI: The D-enantiomer of glutamine.

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.

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%.

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