Skip to Content
Merck
All Photos(4)

Key Documents

View All Documentation

M9138

Sigma-Aldrich

L-(−)-Malic acid disodium salt

≥95% (titration)

Synonym(s):

L-Hydroxybutanedioic acid

Sign Into View Organizational & Contract Pricing
All Photos(4)

About This Item

Linear Formula:
C4H4O5Na2
CAS Number:
138-09-0
Molecular Weight:
178.05
EC Number:
205-313-8
MDL number:
MFCD00064542
UNSPSC Code:
12352001
PubChem Substance ID:
57654424
NACRES:
NA.22

Quality Level

200

Assay

≥95% (titration)

form

powder

SMILES string

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

InChI

1S/C4H6O5.2Na/c5-2(4(8)9)1-3(6)7;;/h2,5H,1H2,(H,6,7)(H,8,9);;/q;2*+1/p-2/t2-;;/m0../s1

InChI key

WPUMTJGUQUYPIV-JIZZDEOASA-L

Application

L-(−)-Malic acid disodium salt is a disodium salt of L-malic acid that is used as a resolving agent to separate enantiomers of certain racemic compounds. It is also used as a chiral auxiliary in organic synthesis for the preparation of a wide range of organic compounds.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
SLCK4862
123F5624

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Duoduo Chen et al.
Molecular microbiology, 87(6), 1237-1244 (2013-01-26)
Nicotine is an environmental toxicant in tobacco waste, imposing a serious hazard for human health. Some bacteria including Pseudomonas spp. strains are able to metabolize nicotine to non-toxic compounds. The pyrrolidine pathway of nicotine degradation in Pseudomonas putida S16 has
Euan Burton et al.
Canadian journal of microbiology, 58(12), 1378-1388 (2012-12-06)
Clostridium thermocellum is a Gram-positive thermophilic anaerobic bacterium with the ability to directly convert cellulosic biomass into useful products such as ethanol and hydrogen. In this study, a quantitative comparative proteomic analysis of the organism was performed to identify proteins
E González-Fandos et al.
Poultry science, 92(7), 1936-1941 (2013-06-19)
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. Fresh inoculated chicken legs were dipped into a 1 or 2% malic acid solution (vol/vol) for
Cuiyue Liang et al.
Plant physiology, 161(3), 1347-1361 (2013-01-24)
Low pH, aluminum (Al) toxicity, and low phosphorus (P) often coexist and are heterogeneously distributed in acid soils. To date, the underlying mechanisms of crop adaptation to these multiple factors on acid soils remain poorly understood. In this study, we
Frank Norbert Gellerich et al.
IUBMB life, 65(3), 180-190 (2013-02-13)
This review focuses on problems of the intracellular regulation of mitochondrial function in the brain via the (i) supply of mitochondria with ADP by means of ADP shuttles and channels and (ii) the Ca(2+) control of mitochondrial substrate supply. The
View All Related Papers

Articles

The Krebs Cycle — Harnessing Chemical Energy for Cellular Respiration

Get to know the Tricarboxylic acid (TCA) cycle to better inform your research in biochemistry, metabolomics, or related fields concerned with this metabolic pathway and its enzymes, by-products, or intermediates.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service