Malic acid

CAS# 6915-15-7

Malic acid

Catalog No. BCN2699----Order now to get a substantial discount!

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Chemical structure

Malic acid

3D structure

Chemical Properties of Malic acid

Cas No. 6915-15-7 SDF Download SDF
PubChem ID 525 Appearance Powder
Formula C4H6O5 M.Wt 134.09
Type of Compound Miscellaneous Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 2-hydroxybutanedioic acid
SMILES C(C(C(=O)O)O)C(=O)O
Standard InChIKey BJEPYKJPYRNKOW-UHFFFAOYSA-N
Standard InChI InChI=1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Malic acid

The herbs of Scutellaria barbata D. Don

Biological Activity of Malic acid

DescriptionMalic acid is a dicarboxylic acid that is naturally found in fruits such as apples and pears. It plays a role in many sour or tart foods. Malic acid supplementation may be useful for conservative treatment of calcium renal stone disease by virtue of its capacity to induce these effects.
TargetsCalcium Channel
In vitro

Efficacy of malic acid against Listeria monocytogenes attached to poultry skin during refrigerated storage.[Pubmed: 23776283]

Poult Sci. 2013 Jul;92(7):1936-41.

This work evaluated the effect of Malic acid washing on the growth of Listeria monocytogenes on poultry legs stored at 4°C for 8 d.
METHODS AND RESULTS:
Fresh inoculated chicken legs were dipped into a 1 or 2% Malic acid solution (vol/vol) for 5 min or distilled water (control). Surface pH values, sensorial characteristics (odor, color, texture, and overall appearance) and L. monocytogenes, mesophile, psychrotroph, and Enterobacteriaceae counts were evaluated after treatment (d 0) and after 1, 3, 6, and 8 d of storage at 4°C. Legs washed with 2% Malic acid showed a significant (P < 0.05) inhibitory effect on L. monocytogenes compared with control legs, with a decrease of about 1.66 log units after treatment. Sensory quality was not adversely affected by Malic acid. Treatments with Malic acid reduced bacterial growth and preserved reasonable sensorial quality after storage at 4°C for 6 d.
CONCLUSIONS:
This study demonstrates that, although Malic acid did reduce populations of L. monocytogenes on poultry, it did not completely inactivate the pathogen. The application of Malic acid may be used as an additional hurdle contributing to extend the shelf life of raw poultry.

In vivo

Malic acid supplementation increases urinary citrate excretion and urinary pH: implications for the potential treatment of calcium oxalate stone disease.[Pubmed: 24059642]

J Endourol. 2014 Feb;28(2):229-36.

Raising urinary pH and citrate excretion with alkali citrate therapy has been a widely used treatment in calcium nephrolithiasis. Citrate lowers ionized Ca(+2) concentrations and inhibits calcium salt precipitation. Conservative alternatives containing citrate such as fruit juices have been investigated and recommended. Any compound that induces systemic alkalosis will increase citraturia. Malate, a polycarboxylic anion like citrate, is a potential candidate for chelating Ca(+2) and for inducing systemic alkalinization. We undertook to investigate these possibilities.
METHODS AND RESULTS:
Theoretical modeling of Malic acid's effects on urinary Ca(+2) concentration and supersaturation (SS) of calcium salts was achieved using the speciation program JESS. Malic acid (1200 mg/day) was ingested for 7 days by eight healthy subjects. Urines (24 hours) were collected at baseline and on day 7. They were analyzed for routine lithogenic components, including pH and citrate. Chemical speciation and SS were calculated in both urines. Modeling showed that complexation between calcium and malate at physiological concentrations of the latter would have no effect on SS. Administration of the supplement induced statistically significant increases in pH and citraturia. The calculated concentration of Ca(+2) and concomitant SS calcium oxalate (CaOx) decreased after supplementation, but these were not statistically significant. SS for the calcium phosphate salts hydroxyapatite and tricalcium phosphate increased significantly as a consequence of the elevation in pH, but values for brushite and octacalcium phosphate did not change significantly.
CONCLUSIONS:
We speculate that consumption of Malic acid induced systemic alkalinization leading to reduced renal tubular reabsorption and metabolism of citrate, and an increase in excretion of the latter. The decrease in SS(CaOx) was caused by enhanced complexation of Ca(+2) by citrate. We conclude that Malic acid supplementation may be useful for conservative treatment of calcium renal stone disease by virtue of its capacity to induce these effects.

Malic acid Dilution Calculator

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Malic acid Molarity Calculator

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Preparing Stock Solutions of Malic acid

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 7.4577 mL 37.2884 mL 74.5768 mL 149.1536 mL 186.4419 mL
5 mM 1.4915 mL 7.4577 mL 14.9154 mL 29.8307 mL 37.2884 mL
10 mM 0.7458 mL 3.7288 mL 7.4577 mL 14.9154 mL 18.6442 mL
50 mM 0.1492 mL 0.7458 mL 1.4915 mL 2.9831 mL 3.7288 mL
100 mM 0.0746 mL 0.3729 mL 0.7458 mL 1.4915 mL 1.8644 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Malic acid

Malic acid supplementation increases urinary citrate excretion and urinary pH: implications for the potential treatment of calcium oxalate stone disease.[Pubmed:24059642]

J Endourol. 2014 Feb;28(2):229-36.

BACKGROUND AND PURPOSE: Raising urinary pH and citrate excretion with alkali citrate therapy has been a widely used treatment in calcium nephrolithiasis. Citrate lowers ionized Ca(+2) concentrations and inhibits calcium salt precipitation. Conservative alternatives containing citrate such as fruit juices have been investigated and recommended. Any compound that induces systemic alkalosis will increase citraturia. Malate, a polycarboxylic anion like citrate, is a potential candidate for chelating Ca(+2) and for inducing systemic alkalinization. We undertook to investigate these possibilities. MATERIALS AND METHODS: Theoretical modeling of Malic acid's effects on urinary Ca(+2) concentration and supersaturation (SS) of calcium salts was achieved using the speciation program JESS. Malic acid (1200 mg/day) was ingested for 7 days by eight healthy subjects. Urines (24 hours) were collected at baseline and on day 7. They were analyzed for routine lithogenic components, including pH and citrate. Chemical speciation and SS were calculated in both urines. RESULTS: Modeling showed that complexation between calcium and malate at physiological concentrations of the latter would have no effect on SS. Administration of the supplement induced statistically significant increases in pH and citraturia. The calculated concentration of Ca(+2) and concomitant SS calcium oxalate (CaOx) decreased after supplementation, but these were not statistically significant. SS for the calcium phosphate salts hydroxyapatite and tricalcium phosphate increased significantly as a consequence of the elevation in pH, but values for brushite and octacalcium phosphate did not change significantly. CONCLUSIONS: We speculate that consumption of Malic acid induced systemic alkalinization leading to reduced renal tubular reabsorption and metabolism of citrate, and an increase in excretion of the latter. The decrease in SS(CaOx) was caused by enhanced complexation of Ca(+2) by citrate. We conclude that Malic acid supplementation may be useful for conservative treatment of calcium renal stone disease by virtue of its capacity to induce these effects.

Efficacy of malic acid against Listeria monocytogenes attached to poultry skin during refrigerated storage.[Pubmed:23776283]

Poult Sci. 2013 Jul;92(7):1936-41.

This work evaluated the effect of Malic acid washing on the growth of Listeria monocytogenes on poultry legs stored at 4 degrees C for 8 d. Fresh inoculated chicken legs were dipped into a 1 or 2% Malic acid solution (vol/vol) for 5 min or distilled water (control). Surface pH values, sensorial characteristics (odor, color, texture, and overall appearance) and L. monocytogenes, mesophile, psychrotroph, and Enterobacteriaceae counts were evaluated after treatment (d 0) and after 1, 3, 6, and 8 d of storage at 4 degrees C. Legs washed with 2% Malic acid showed a significant (P < 0.05) inhibitory effect on L. monocytogenes compared with control legs, with a decrease of about 1.66 log units after treatment. Sensory quality was not adversely affected by Malic acid. Treatments with Malic acid reduced bacterial growth and preserved reasonable sensorial quality after storage at 4 degrees C for 6 d. This study demonstrates that, although Malic acid did reduce populations of L. monocytogenes on poultry, it did not completely inactivate the pathogen. The application of Malic acid may be used as an additional hurdle contributing to extend the shelf life of raw poultry.

Description

Malic acid is a dicarboxylic acid that is naturally found in fruits such as apples and pears. It plays a role in many sour or tart foods.

Keywords:

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