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DL-Glutamine

Alias: DL-Glutamine; 6899-04-3; 585-21-7; 2,5-diamino-5-oxopentanoic acid; glutamin; H-DL-Gln-OH; Glutamine, DL-; 2-amino-4-carbamoylbutanoic acid;
Cat No.:V29615 Purity: ≥98%
DL-Glutamine may be used in pharmaceuticals and biochemical research.
DL-Glutamine
DL-Glutamine Chemical Structure CAS No.: 6899-04-3
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
250mg
500mg
Other Sizes

Other Forms of DL-Glutamine:

  • D-glutamine
  • Glutamine
Official Supplier of:
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Product Description
DL-Glutamine may be used in pharmaceuticals and biochemical research.
DL-Glutamine (CAS 6899-04-3) is a racemic mixture of the L- and D- enantiomers of the amino acid glutamine. With a molecular formula of C₅H₁₀N₂O₃ and a molecular weight of 146.14 g/mol, it is a white crystalline powder that is soluble in water. Glutamine is a fundamental metabolite and a polar amino acid that plays a crucial role in various biological processes, including protein synthesis, nucleotide biosynthesis, and neurotransmission. DL-Glutamine is used in biochemical research and drug synthesis.
Biological Activity I Assay Protocols (From Reference)
Targets
Endogenous Metabolite; Microbial Metabolite
DL-Glutamine does not have a specific therapeutic target but is a fundamental metabolite. L-Glutamine serves as a substrate for various enzymes, including glutaminase and glutamine synthetase, and is a precursor for the synthesis of proteins, nucleotides, and neurotransmitters. It is also a key energy source for rapidly dividing cells, such as immune cells and enterocytes. The D-enantiomer is not naturally occurring and is used primarily in research.
ln Vitro
Glutamine is an alpha-amino acid that consists of butyric acid bearing an amino substituent at position 2 and a carbamoyl substituent at position 4. It has a role as a fundamental metabolite. It is an alpha-amino acid and a polar amino acid. It contains a 3-amino-3-oxopropyl group. It is a conjugate base of a glutaminium. It is a conjugate acid of a glutaminate.
In vitro, glutamine is an essential nutrient for many cell types and is a standard component of cell culture media. It serves as a primary energy source and a precursor for the biosynthesis of other amino acids, nucleotides, and proteins. DL-Glutamine is used in research to study glutamine metabolism and its role in cell proliferation and survival.
ln Vivo
In vivo, glutamine is the most abundant amino acid in the blood and is critical for various physiological functions. It is a key regulator of acid-base balance, a nitrogen donor for many biosynthetic pathways, and a primary fuel for the immune system and intestinal cells. DL-Glutamine is not used clinically; L-glutamine is the biologically active form and is used as a dietary supplement, particularly in catabolic states.
Enzyme Assay
In vitro non-cell enzyme assays for glutamine typically involve measuring the activity of glutaminase, which converts glutamine to glutamate. In this assay, glutamine is incubated with the enzyme, and the production of glutamate or ammonia is measured. This is used to study the kinetics of glutaminase and the effects of potential inhibitors.
Cell Assay
In vitro cell-based assays for glutamine are fundamental to cell culture. Cells are cultured in media with varying concentrations of glutamine to study its effects on cell growth, metabolism, and survival. Its depletion is used to study metabolic stress and autophagy. These assays are standard in many areas of cell biology.
Animal Protocol
In vivo animal studies for glutamine often involve models of critical illness, such as sepsis or trauma, to study the effects of glutamine supplementation on recovery and immune function. Animals are fed diets supplemented with glutamine, and parameters like immune cell function, gut barrier integrity, and nitrogen balance are assessed.
ADME/Pharmacokinetics
DL-Glutamine has a molecular weight of 146.14 g/mol and a molecular formula of C₅H₁₀N₂O₃. It is a white crystalline powder that is soluble in water and slightly soluble in ethanol. It has a decomposition point of 185-186°C. As a small, polar amino acid, it is well-absorbed and participates in normal metabolic pathways. L-Glutamine has a short half-life in circulation.
Toxicity/Toxicokinetics
Glutamine is generally recognized as safe (GRAS) and is non-toxic. It is an endogenous metabolite. High doses may cause gastrointestinal distress. Standard laboratory safety precautions should be followed when handling the compound.
Additional Infomation
Glutamine is an α-amino acid composed of butyric acid, with an amino group at position 2 and a carbamoyl group at position 4. It is an important metabolite. Glutamine is an α-amino acid and also a polar amino acid. It contains a 3-amino-3-oxopropyl group. This 3-aminopropyl group is the conjugate base of glutamine and the conjugate acid of glutamate. DL-glutamine has been reported to exist in Drosophila melanogaster, alfalfa, and other organisms with relevant data. See also: Glutamine (note moved to).
DL-Glutamine is a racemic mixture of glutamine, a fundamental amino acid metabolite. It is used in biochemical research and drug synthesis. L-Glutamine is a key nutrient for cell culture and is used clinically as a dietary supplement. It is not approved as a drug but is used in research and as a nutritional supplement.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C5H10N2O3
Molecular Weight
146.1445
Exact Mass
146.069
Elemental Analysis
C, 41.09; H, 6.90; N, 19.17; O, 32.84
CAS #
6899-04-3
Related CAS #
D-Glutamine;5959-95-5;L-Glutamine;56-85-9
PubChem CID
738
Appearance
White to off-white solid powder
Density
1.3±0.1 g/cm3
Boiling Point
445.6±40.0 °C at 760 mmHg
Melting Point
177℃
Flash Point
223.3±27.3 °C
Vapour Pressure
0.0±2.3 mmHg at 25°C
Index of Refraction
1.524
LogP
-1.67
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
4
Heavy Atom Count
10
Complexity
146
Defined Atom Stereocenter Count
0
SMILES
C(CC(=O)N)C(C(=O)O)N
InChi Key
ZDXPYRJPNDTMRX-UHFFFAOYSA-N
InChi Code
InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)
Chemical Name
2,5-diamino-5-oxopentanoic acid
Synonyms
DL-Glutamine; 6899-04-3; 585-21-7; 2,5-diamino-5-oxopentanoic acid; glutamin; H-DL-Gln-OH; Glutamine, DL-; 2-amino-4-carbamoylbutanoic acid;
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
H2O : ~33.33 mg/mL (~228.07 mM)
DMSO : ~1 mg/mL (~6.84 mM)
Solubility (In Vivo)
Solubility in Formulation 1: 50 mg/mL (342.14 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 6.8428 mL 34.2138 mL 68.4275 mL
5 mM 1.3686 mL 6.8428 mL 13.6855 mL
10 mM 0.6843 mL 3.4214 mL 6.8428 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

Clinical Trial Information
Title:Trial of Enteral Glutamine on Clinical Outcomes in Critically Ill Patients
Status:Completed
updateDate:2018-10-16
Ctid:NCT02998931

Link: https://clinicaltrials.gov/ct2/show/NCT02998931

Conditions:Critical Illness|Enteral Nutrition|Multiple Organ Failure|Infection Complication|Inflammation
Interventions:Glutamin
Phase:Phase 3
Title:Trial of Enteral Glutamine on Intestinal Permeability in Critically Ill Patients
Status:Completed
updateDate:2018-04-10
Ctid:NCT03113240

Link: https://clinicaltrials.gov/ct2/show/NCT03113240

Conditions:Critical Illness|Enteral Nutrition|Intestinal Permeability
Interventions:Glutamin
Phase:Phase 3
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