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27606

Sigma-Aldrich

DL-Malic acid

meets analytical specification of FCC, E296, 99-100.5% (alkalimetric)

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Synonym(s):
(±)-2-Hydroxysuccinic acid, DL-Hydroxybutanedioic acid
Linear Formula:
HO2CCH2CH(OH)CO2H
CAS Number:
6915-15-7
Molecular Weight:
134.09
Beilstein:
1723539
EC Number:
230-022-8
MDL number:
MFCD00064212
UNSPSC Code:
12352106
PubChem Substance ID:
57648231
NACRES:
NA.25

vapor density

4.6 (vs air)

Quality Level

200

vapor pressure

<0.1 mmHg ( 20 °C)

Assay

99-100.5% (alkalimetric)

form

solid

optical activity

[α]/D −0.10 to +0.10°

autoignition temp.

644 °F

quality

meets analytical specification of FCC, E296

technique(s)

IR spectroscopy: suitable

impurities

≤0.05% maleic acid
≤0.1% water insoluble matter
≤1% fumaric acid

ign. residue

≤0.1% (as SO4)

mp

129-133 °C
131-133 °C (lit.)

solubility

acetone: soluble 17.75 g/ 100 gm at 20 °C
diethyl ether: soluble 0.84 g/100 gm at 20 °C
dioxane: soluble 22.70 g/100 gm at 20 °C
ethanol: soluble 45.53 g/100 gm at 20 °C
methanol: soluble 82.70 g/100 g at 20 °C
water: soluble 55.8 g/100 gm at 20 °C
benzene: insoluble

cation traces

As: ≤3 mg/kg
Hg: ≤1 mg/kg
Pb: ≤2 mg/kg

suitability

complies for identity (IR)

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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Application

DL-Malic acid is an organic acid used for studying the impact on ultrasound pasteurization. It has also been used to culture Pichia membraneafaciens.

Biochem/physiol Actions

Malic acid is a dicarboxylic acid and an important regulatory metabolite. It has been implicated in process of fruit ripening. Malic acid is important for the starch metabolism; low malic acid content results in transient accumulation of starch. Mitochondrial-malate metabolism modulates ADP-glucose pyrophosphorylase activity and redox status of plastids.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319

Hazard Classifications

Eye Irrit. 2

WGK

WGK 1

Flash Point(F)

397.4 °F

Flash Point(C)

203 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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S Z Salleh-Mack et al.
Ultrasonics sonochemistry, 14(3), 323-329 (2006-09-13)
The objectives of this research were to study the effects of temperature, sugar concentration (8, 12, and 16 g/100ml), organic acids (citric and malic acids) and pH (2.5 and 4.0) on ultrasound pasteurization. The model organism used for the research
L-Malic acid production by polyacrylamide gel entrapped Pichia membranaefaciens.
Biotechnology Letters, 7, 329-334 (1985)
Danilo C Centeno et al.
The Plant cell, 23(1), 162-184 (2011-01-18)
Despite the fact that the organic acid content of a fruit is regarded as one of its most commercially important quality traits when assessed by the consumer, relatively little is known concerning the physiological importance of organic acid metabolism for
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
Hugo Oliveira et al.
PloS one, 9(10), e108376-e108376 (2014-10-08)
Resistance rates are increasing among several problematic Gram-negative pathogens, a fact that has encouraged the development of new antimicrobial agents. This paper characterizes a Salmonella phage endolysin (Lys68) and demonstrates its potential antimicrobial effectiveness when combined with organic acids towards
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