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M8304

Sigma-Aldrich

Malic acid

meets USP/NF testing specifications

Synonym(s):

DL-Malic acid, (±)-2-Hydroxysuccinic acid, DL-Hydroxybutanedioic acid

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About This Item

Linear Formula:
HO2CCH2CH(OH)CO2H
CAS Number:
Molecular Weight:
134.09
Beilstein/REAXYS Number:
1723539
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.21

agency

meets USP/NF testing specifications

Quality Level

vapor density

4.6 (vs air)

vapor pressure

<0.1 mmHg ( 20 °C)

form

solid

autoignition temp.

644 °F

mp

131-133 °C (lit.)

application(s)

pharmaceutical (small molecule)

SMILES string

OC(CC(O)=O)C(O)=O

InChI

1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)

InChI key

BJEPYKJPYRNKOW-UHFFFAOYSA-N

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General description

Malic acid is a dicarboxylic acid that can be prepared by hydration of maleic acid or fumaric acid. Its ability to prevent the oxidative degradation of lipids has been assessed. The impact of malic acid in the alteration of calcium chloride crystal morphology has been studied. The dissolution kinetics of kaolinite in malic acid have been reported. This product is a high quality pharmacopoeia product that meets the testing specifications of USP (United States Pharmacopoeia). It can be employed in research and pilot studies.

Application


  • Microbiome-metabolomics analysis reveals abatement effects of itaconic acid on odorous compound production in Arbor Acre broilers.: This study explores the role of itaconic acid in reducing odorous compounds in poultry through microbiome and metabolomics analysis (Zhu et al., 2023).

  • Influence of Carbon Sources on the Phenolic Compound Production by Euglena gracilis Using an Untargeted Metabolomic Approach.: The research investigates the impact of various carbon sources on phenolic compound production in Euglena gracilis through metabolomics (Bernard and Guéguen, 2022).

  • Polymalic acid for translational nanomedicine.: This review highlights the biomedical applications of polymalic acid, focusing on its role in nanomedicine and sustainable production methods (Huang et al., 2022).

  • Integrated Proteomics and Metabolomics Analysis of Nitrogen System Regulation on Soybean Plant Nodulation and Nitrogen Fixation.: The study examines the regulatory effects of nitrogen on soybean nodulation and nitrogen fixation using proteomics and metabolomics techniques (Lyu et al., 2022).

  • Sustainable production and biomedical application of polymalic acid from renewable biomass and food processing wastes.: This paper discusses the sustainable production of polymalic acid from biomass and its biomedical applications (Zou et al., 2021).

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

397.4 °F

flash_point_c

203 °C

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Dissolution of kaolinite induced by citric, oxalic, and malic acids.
Wang X, et al.
Journal of Colloid and Interface Science, 290(2), 481-488 (2005)
Preservation of lipids with malic acid.
Berger SE, et al.
Journal of the American Oil Chemists' Society, 47(5), 168-170 (1970)
Metabolic engineering of Escherichia coli for the production of malic acid.
Moon SY, et al.
Biochemical Engineering Journal, 40(2), 312-320 (2008)
Habit modification of calcium carbonate in the presence of malic acid.
Mao Z and Huang J.
Journal of Solid State Chemistry, 180(2), 453-460 (2007)
G Anneroth et al.
Scandinavian journal of dental research, 88(3), 214-218 (1980-06-01)
Two saliva stimulating drugs, solutions of Hybrin and malic acid were in an in vitro study found to have a heavy demineralizing effect on the root surface of the dental hard tissue. Consequently the drugs cannot be recommended to patients

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