D-Glutamine

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;Amino ACIDS SERIES;pharmacetical;chiral;Biochemistry;Amino Acids and Derivatives
Mol File:5959-95-5.mol
D-Glutamine Structure
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)
pka2.27±0.10(Predicted)
form Powder
color White
Water Solubility 42.53g/L(temperature not stated)
BRN 1723796
InChIKeyZDXPYRJPNDTMRX-GSVOUGTGSA-N
LogP-1.576 (est)
CAS DataBase Reference5959-95-5(CAS DataBase Reference)
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 Information
ProviderLanguage
SigmaAldrich English
ACROS English
D-Glutamine Usage And Synthesis
Chemical Propertieswhite crystalline powder
UsesD-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.
UsesD-Glutamine has been used to study its role in conferring protection against acetaldehyde-induced disruption of barrier function in Caco-2 cell monolayer.
DefinitionChEBI: The D-enantiomer of glutamine.
General DescriptionGlutamine 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 ActionsGlutamine 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%.
D-Glutamine Preparation Products And Raw materials
Preparation ProductsBoc-D-Glutamine
Glutamic acid G-V-L-S-N-V-I-G-Y-L-K-K-L-G-T-G-A-L-N-A-V-L-K-Q BOC-GLN-ONP ALA-D-GAMMA-GLU-LYS-D-ALA-D-ALA H-D-GLU(AMC)-OH H-D-GLU(GLY-OH)-OH Ascoric Acid BOC-D-GLN(XAN)-OH D-Glutamine L-Glutamic acid Folic acid 9-FLUORENYLMETHOXYCARBONYL-D-GLUTAMINE FMOC-N-DELTA-TRITYL-D-GLUTAMINE BOC-D-GLN(TRT)-OH Transglutaminase DIMETHYL 5-(2-([3-CHLORO-5-(TRIFLUOROMETHYL)-2-PYRIDINYL]AMINO)ETHYL)-4,6-DIOXOTETRAHYDRO-2H-PYRROLO[3,4-D]ISOXAZOLE-3,3(3AH)-DICARBOXYLATE Boc-D-Glutamine Citric acid

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