1. Metabolic Enzyme/Protease Apoptosis Cell Cycle/DNA Damage
  2. Endogenous Metabolite Apoptosis DNA/RNA Synthesis
  3. L-Asparagine monohydrate

L-Asparagine monohydrate is an essential amino acid for leukemic cells and a substrate for L-Asparaginase. L-Asparaginase is a potent anti-leukemic enzyme that promotes asparagine (Asn) and glutamine (Gln) depletion and inhibits protein biosynthesis in lymphoblasts. Removal of L-asparagine from plasma by L-Asparaginase results in inhibition of RNA and DNA synthesis and subsequent apoptosis. L-Asparaginase has cell-killing ability in vitro and in vivo, and selectively inhibits the growth of cancer cells with low asparagine synthetase (AASNS) expression. L-Asparagine monohydrate can be used as a biomarker and sensor for the study of childhood acute lymphoblastic leukemia.

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L-Asparagine monohydrate Chemical Structure

L-Asparagine monohydrate Chemical Structure

CAS No. : 5794-13-8

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10 mM * 1 mL in Water In-stock
1 g In-stock
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Based on 3 publication(s) in Google Scholar

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Description

L-Asparagine monohydrate is an essential amino acid for leukemic cells and a substrate for L-Asparaginase. L-Asparaginase is a potent anti-leukemic enzyme that promotes asparagine (Asn) and glutamine (Gln) depletion and inhibits protein biosynthesis in lymphoblasts. Removal of L-asparagine from plasma by L-Asparaginase results in inhibition of RNA and DNA synthesis and subsequent apoptosis. L-Asparaginase has cell-killing ability in vitro and in vivo, and selectively inhibits the growth of cancer cells with low asparagine synthetase (AASNS) expression. L-Asparagine monohydrate can be used as a biomarker and sensor for the study of childhood acute lymphoblastic leukemia[1][2][3][4][5].

IC50 & Target

Human Endogenous Metabolite

 

Microbial Metabolite

 

In Vitro

L-Asparagine monohydrate is the biological substrate of L-Asparaginase. The potential side effects of L-Asparaginase are causing normal cell death and inducing inflammation, metabolic disorders and neurotoxicity after use. The toxic side effects of L-Asparaginase may be caused by the action of glutaminase in it[1].
L-Asparagine monohydrate and L-Asparaginase have also been used to develop biosensors for analyzing asparagine levels in leukemia or food industry. In application, the characteristics of L-Asparagine monohydrate hydrolysis, which produces ammonium ions and causes pH changes, can be used to determine the level of L-Asparagine monohydrate by color and absorbance changes[1].
L-Asparaginase can preferentially kill leukemia cells, and the leukemia cell killing rate can be accurately measured using leukemia cell surface markers. L-Asparaginase showed no significant dose response at doses of 0.0001-0.1 IU/mL[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

L-Asparagine monohydrate is widely found in bacteria, fungi, actinomycetes, plants and animals. L-Asparagine monohydrate from Escherichia coli (E. coli) and Enterobacter chrysanthemi (E. chrysanthemi) has been used to acute lymphoblastic leukemia (ALL) research, and has made progress in the subcutaneous Gardner 6C3HED lymphosarcoma model established in mice[1].
In the NOD.Cg-PRKDCscidIL2RGtm1Wjl (NSG) mouse model, L-Asparaginase (1000 or 5000 IU/kg; intraperitoneal injection; once a day for 3 consecutive days) significantly depletes L-Asparagine monohydrate in the blood; in the high-dose group, L-Asparagine monohydrate also recoveres slowly after the cessation of L-Asparaginase injection[3].
When L-Asparaginase is encapsulated in red blood cells (ASP-RBC) and given to Swiss mice by intravenous injection (200 or 1000 IU/kg), the depletion time of L-Asparagine monohydrate in their plasma is prolonged. In the 1000 IU/kg dose group, levels of L-Asparagine monohydrate remains undetectable for up to 14 days, and the half-life of the enzyme is 9-10 days[4].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Molecular Weight

150.13

Formula

C4H10N2O4

CAS No.
Appearance

Solid

Color

White to off-white

SMILES

N[C@H](C(O)=O)CC(N)=O.[H]O[H]

Structure Classification
Initial Source
Shipping

Room temperature in continental US; may vary elsewhere.

Storage

Store at room temperature, keep dry and cool

In solvent -80°C 2 years
-20°C 1 year
Solvent & Solubility
In Vitro: 

H2O : 20 mg/mL (133.22 mM; Need ultrasonic)

DMSO : < 1 mg/mL (insoluble or slightly soluble)

Preparing
Stock Solutions
Concentration Solvent Mass 1 mg 5 mg 10 mg
1 mM 6.6609 mL 33.3045 mL 66.6089 mL
5 mM 1.3322 mL 6.6609 mL 13.3218 mL
View the Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.

* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.

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  • Dilution Calculator

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

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This equation is commonly abbreviated as: C1V1 = C2V2

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In Vivo Dissolution Calculator
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Purity & Documentation

Purity: ≥99.0%

References

Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.

Optional Solvent Concentration Solvent Mass 1 mg 5 mg 10 mg 25 mg
H2O 1 mM 6.6609 mL 33.3045 mL 66.6089 mL 166.5223 mL
5 mM 1.3322 mL 6.6609 mL 13.3218 mL 33.3045 mL
10 mM 0.6661 mL 3.3304 mL 6.6609 mL 16.6522 mL
15 mM 0.4441 mL 2.2203 mL 4.4406 mL 11.1015 mL
20 mM 0.3330 mL 1.6652 mL 3.3304 mL 8.3261 mL
25 mM 0.2664 mL 1.3322 mL 2.6644 mL 6.6609 mL
30 mM 0.2220 mL 1.1101 mL 2.2203 mL 5.5507 mL
40 mM 0.1665 mL 0.8326 mL 1.6652 mL 4.1631 mL
50 mM 0.1332 mL 0.6661 mL 1.3322 mL 3.3304 mL
60 mM 0.1110 mL 0.5551 mL 1.1101 mL 2.7754 mL
80 mM 0.0833 mL 0.4163 mL 0.8326 mL 2.0815 mL
100 mM 0.0666 mL 0.3330 mL 0.6661 mL 1.6652 mL

* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.

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L-Asparagine monohydrate
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