| Size | Price | Stock | Qty |
|---|---|---|---|
| 50mg |
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| 100mg |
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| 250mg |
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| 500mg |
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Purity: ≥98%
| Targets |
L-asparagine synthetase(Ki= 0.0023 M)
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|---|---|
| ln Vitro |
Aminomalonic acid (Ama) has been isolated from proteins of Escherichia coli and human atherosclerotic plaque. The presence of Ama has important biological implications because the malonic acid moiety potentially imparts calcium binding properties to protein. Ama was obtained by anaerobic alkaline hydrolysis and identified by chromatographic behavior, quantitative acid-mediated decarboxylation to glycine, and unambiguous gas chromatographic/mass spectral detection. The chromatographic, chemical, and mass spectral properties of naturally occurring Ama were identical to those of the synthetic compound. Amino acid analysis and GC/mass spectrometry also revealed the presence of beta-carboxyaspartic acid and gamma-carboxyglutamic acid in the base hydrolysate of human atherosclerotic plaque. The ratio of Ama to beta-carboxyaspartic acid to gamma-carboxyglutamic acid was 20:1:10, and the quantity of Ama per 1,000 glycine residues was 0.2. Ama is a relatively unstable, minor amino acid in complex structures such as bacteria or tissues. This may explain why it has escaped detection previously, despite intensive investigation[1].
Aminomalonic acid is a strong in vitro inhibitor of L-asparagine synthetase from Leukemia 5178Y/AR and from mouse pancreas; the agent is formally competitive with L-aspartic acid (Ki = 0.0023 M and 0.0015 M for the tumoral and pancreatic enzymes, respectively)[2]. |
| ln Vivo |
Since aminomalonic acid is unstable and inert in vivo as an inhibitor of L-asparagine synthetase, attempts were made to deliver it to the site of its intended action via precursors: the diamide (2-aminomalonamide), the diester (diethylaminomalonate), and the keto acid (ketomalonic acid). Each of these putative 'pro drugs' was shown to be susceptible to metabolism to aminomalonate by mammalian and bacterial enzymes, in vitro. In vivo, aminomalonamide failed to inhibit tumoral L-asparagine synthetase at any time period up to 24 h after its oral or intraperitoneal administration. The diester and keto acid were similarly inactive. However, with specialized techniques it was possible to demonstrate that the diamide significantly inhibited the amidation and/or incorporation of L-aspartic acid into the L-asparaginyl residues of protein. Chemical manipulations of aminomalonic acid aimed at introducing irreversibly reacting functions are warranted [2].
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| Cell Assay |
Aerobically grown E. coli, harvested in late logarithmic growth, were washed twice by resuspension in cold 0.14 M KCl. Cells were broken by grinding at 0C with twice their weight of alumina and TM buffer (50 mM Tris HCl/10 mM MgCI2, pH 7.5), which was added gradually to a final volume of 2.5 ml/g of cells. After a low speed centrifugation (10,000 rpm for 15 min at 40C; Sorvall'SS-34 rotor), supernatants were clarified (18,000 rpm for 25 min at 3YC; Spinco type 30 rotor), decanted to clean tubes, and subjected to high-speed centrifugation (40,000 rpm for 7.5 hr at 3YC; Spinco type 42.1 rotor). The clear upper two-thirds 'of the final supernatants were withdrawn by pipet. RNA was removed by the lithium chloride/uiea method (7). Cytosol proteins were precipitated by 10% trichloroacetic acid in ice for 1 hr and centrifuged (8,000 rpmi for 20 min at 40C in 15-ml Cbrex tubes; Sorvall SS-34 rotor).' Pellets were thoroughly washed in cold 95% ethanol, recentrifuged, and dried briefly under vacuum. Samples (0.3 g) were hydrolyzed in 3 ml of 2 M KOH with a nitrogen atmosphere at 1100C for 24 hr. Samples of moderately calcified atherosclerotic plaque from postmortem human aorta 'were frozen and then diced repeatedly with alternate refreezing. Calcium salts were not removed. The'resulting particles (0.3-0.5 'g) 'were hydrolyzed in 2 M KOH with a nitrogen atmosphere at 110'C for 24 hr [1].
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| References |
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| Additional Infomation |
Aminomalonic acid is an amino dicarboxylic acid that is malonic acid in which one of the methylene hydrogens has been replaced by an amino group. It has a role as a human metabolite and a Daphnia magna metabolite. It is functionally related to a malonic acid. It is a conjugate acid of an aminomalonate(1-).
Aminomalonic acid is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). Aminomalonic acid has been reported in Caenorhabditis elegans with data available. |
| Molecular Formula |
C3H5NO4
|
|---|---|
| Molecular Weight |
119.0761
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| Exact Mass |
119.021
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| CAS # |
1068-84-4
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| PubChem CID |
100714
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| Appearance |
White to off-white solid
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| Density |
1.7±0.1 g/cm3
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| Boiling Point |
402.6±40.0 °C at 760 mmHg
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| Melting Point |
240-245°C
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| Flash Point |
197.3±27.3 °C
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| Vapour Pressure |
0.0±2.0 mmHg at 25°C
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| Index of Refraction |
1.545
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| Source |
Endogenous metabolite
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| LogP |
-0.27
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| Hydrogen Bond Donor Count |
3
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| Hydrogen Bond Acceptor Count |
5
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| Rotatable Bond Count |
2
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| Heavy Atom Count |
8
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| Complexity |
107
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| Defined Atom Stereocenter Count |
0
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| SMILES |
O([H])C(C([H])(C(=O)O[H])N([H])[H])=O
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| InChi Key |
JINBYESILADKFW-UHFFFAOYSA-N
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| InChi Code |
InChI=1S/C3H5NO4/c4-1(2(5)6)3(7)8/h1H,4H2,(H,5,6)(H,7,8)
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| Chemical Name |
2-aminopropanedioic acid
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| HS Tariff Code |
2934.99.9001
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| 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)
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| Solubility (In Vitro) |
H2O : ~8.33 mg/mL (~69.95 mM)
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|---|---|
| Solubility (In Vivo) |
Solubility in Formulation 1: 5 mg/mL (41.99 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication (<60°C).
(Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 8.3977 mL | 41.9886 mL | 83.9772 mL | |
| 5 mM | 1.6795 mL | 8.3977 mL | 16.7954 mL | |
| 10 mM | 0.8398 mL | 4.1989 mL | 8.3977 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.
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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