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DL-Asparagine (DL-Asparagine)

DL-Asparagine is a racemic mixture (racemate) of L-Aparagine and D-Aparagine enantiomers.
DL-Asparagine (DL-Asparagine)
DL-Asparagine (DL-Asparagine) Chemical Structure CAS No.: 3130-87-8
Product category: Endogenous Metabolite
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
250g
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Product Description
DL-Asparagine is a racemic mixture (racemate) of L-Aparagine and D-Aparagine enantiomers. DL-Asparagine may be utilized in bacterial growth media.
DL-Asparagine is a racemic mixture containing both D- and L-enantiomers of asparagine in equal amounts. With a molecular weight of 132.12 and formula C4H8N2O3, it is a non-essential, polar amino acid involved in protein synthesis and nitrogen metabolism. It is a Daphnia magna metabolite and an algal metabolite.
Biological Activity I Assay Protocols (From Reference)
Targets
Human Endogenous Metabolite
DL-Asparagine does not have a specific pharmacological target as it is a racemic mixture of amino acids. The L-form is naturally occurring and incorporated into proteins, while the D-form is useful in studying stereospecific enzymatic processes and peptide interactions. It is used in biochemical research to investigate amino acid transport, catabolism, and racemization.
ln Vitro
In vitro activity of DL-Asparagine is studied in the context of amino acid metabolism and bacterial growth. It has been used in growth media for bacteria. Its "activity" is reflected in its role as a nutrient and as a tool for studying stereospecific enzymatic processes. The racemic form allows for probing structural and functional differences between amino acid isomers.
ln Vivo
In vivo, DL-Asparagine is not a therapeutic agent. It may be utilized in bacterial growth media. In mammals, the L-form is the naturally occurring amino acid, while the D-form is present in trace amounts. The racemic mixture is used in research to study the metabolism and fate of both enantiomers in biological systems.
Enzyme Assay
In vitro enzyme assays with DL-Asparagine typically involve studying asparaginase or other amino acid-metabolizing enzymes to determine stereospecificity. The racemic mixture is used as a substrate to measure the activity of enzymes that distinguish between D- and L-enantiomers. Standard assays involve incubating with enzyme preparations and analyzing products by chromatographic methods.
Cell Assay
In vitro cell culture experiments with DL-Asparagine involve supplementing cell culture media with the racemic amino acid to study its effects on cell growth and metabolism. It is used in microbial culture media for bacterial growth. Cells are cultured with DL-asparagine, and endpoints include assessment of growth rates, amino acid uptake, and metabolic changes.
Animal Protocol
In vivo animal experiments with DL-Asparagine are not commonly performed as the compound is a research chemical. If used, it would be to study the metabolism of D- and L-amino acids in animal models. Its primary significance is in research as a tool for studying amino acid racemization and stereospecific enzymatic processes.
ADME/Pharmacokinetics
The pharmacokinetic (PK) properties of DL-Asparagine are not well characterized. The L-enantiomer is a naturally occurring amino acid with established absorption and metabolism. The D-enantiomer may be metabolized differently. As a racemic mixture, its PK properties would reflect the combined behavior of both enantiomers.
Toxicity/Toxicokinetics
DL-Asparagine has a low toxicity profile as it is an amino acid derivative. It is not considered a hazardous substance. For research use, standard laboratory safety practices are sufficient. It has a solubility of 50 mg/mL in water. Comprehensive toxicology studies have not been published for this compound.
References

[1]. dl-Asparaginium nitrate. Acta Crystallogr Sect E Struct Rep Online. 2009 Aug 19;65(Pt 9):o2180-1.

Additional Infomation
Asparagine is an α-amino acid in which a hydrogen atom on the α-carbon of glycine is replaced by a 2-amino-2-oxoethyl atom. It is a metabolite of Daphnia magna and algae. It is an α-amino acid, a dicarboxylic acid monoamide, and a polar amino acid. It contains a 2-amino-2-oxoethyl atom. It is the conjugate base of asparagine. It is the conjugate acid of asparagine acid. DL-Asparagine has been reported in Drosophila melanogaster, Trifolium repens, and several other organisms with relevant data. It is a non-essential amino acid involved in the metabolic regulation of nerve and brain tissue cell function. It is biosynthesized from aspartic acid and ammonia by asparagine synthase. (Excerpt from Concise Encyclopedia of Biochemistry and Molecular Biology, 3rd Edition) See also: Asparagine (note moved to).
DL-Asparagine is a racemic mixture of D- and L-asparagine used in biochemical research, microbial culture media, and metabolic studies. It is valuable for probing structural and functional differences between amino acid isomers and for studying amino acid transport, catabolism, and racemization. The compound is not a drug and has no therapeutic indications.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C4H8N2O3
Molecular Weight
132.12
Exact Mass
150.064
CAS #
3130-87-8
PubChem CID
236
Appearance
White to off-white solid powder
Density
1.4±0.1 g/cm3
Boiling Point
438.0±40.0 °C at 760 mmHg
Melting Point
220ºC
Flash Point
218.7±27.3 °C
Vapour Pressure
0.0±2.3 mmHg at 25°C
Index of Refraction
1.533
LogP
-1.51
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
3
Heavy Atom Count
9
Complexity
134
Defined Atom Stereocenter Count
0
InChi Key
DCXYFEDJOCDNAF-UHFFFAOYSA-N
InChi Code
InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)
Chemical Name
2,4-diamino-4-oxobutanoic 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: 50 mg/mL (378.44 mM)
Solubility (In Vivo)
Solubility in Formulation 1: 25 mg/mL (189.22 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 7.5689 mL 37.8444 mL 75.6888 mL
5 mM 1.5138 mL 7.5689 mL 15.1378 mL
10 mM 0.7569 mL 3.7844 mL 7.5689 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.

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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?
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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:
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g/mol

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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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.

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