Skip to Content
Merck

M7397

L-(−)-Malic acid

suitable for cell culture, BioReagent, suitable for insect cell culture

Synonym(s):

(S)-(−)-2-Hydroxysuccinic acid, L-Hydroxybutanedioic acid

Sign In to View Organizational & Contract Pricing.

Select a Size

All Photos(4)

About This Item

Linear Formula:
HO2CCH2CH(OH)CO2H
CAS Number:
97-67-6
Molecular Weight:
134.09
UNSPSC Code:
12352205
NACRES:
NA.75
PubChem Substance ID:
24897161
EC Number:
202-601-5
Beilstein/REAXYS Number:
1723541
MDL number:
MFCD00064213

Product Name

L-(−)-Malic acid, suitable for cell culture, BioReagent, suitable for insect cell culture

InChI key

BJEPYKJPYRNKOW-REOHCLBHSA-N

InChI

1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)/t2-/m0/s1

SMILES string

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

biological source

microbial

product line

BioReagent

assay

≥95% (titration)

form

powder

technique(s)

cell culture | insect: suitable
cell culture | mammalian: suitable

mp

101-103 °C (lit.)

solubility

water: 100 mg/mL, clear to slightly hazy, colorless

Quality Level

200

Looking for similar products? Visit Product Comparison Guide

Related Categories

Application

Malic acid has been used:
  • to induce basal respiration in mitochondrial cell culture
  • to measure the mitochondrial ETC (electron transport chain) activity
  • as a component of mitochondrial substrate stock

Biochem/physiol Actions

Malic acid is a part of cellular metabolism. Its application is recognized in pharmaceutics. It is useful in the treatment of hepatic malfunctioning, effective against hyper-ammonemia. It is used as a part of amino acid infusion. Malic acid also serves as a nanomedicine in the treatment of brain neurological disorders. A TCA (Krebs cycle) intermediate and partner in the malic acid aspartate shuttle.

General description

Malic acid is used as a component of insect tissue culture. It is also useful as an acidulant in soft drinks, jams, fruit and vegetable juices.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000466821
0000466821
0000429349
0000429349
0000420097

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

Analysis of regional brain mitochondrial bioenergetics and susceptibility to mitochondrial inhibition utilizing a microplate based system
Sauerbeck A, et al.
Journal of Neuroscience Methods, 198(1), 36-43 (2011)
Invertebrate Tissue Culture, 11-11 (2012)
Continuous production of L-malic acid by immobilized Brevibacterium ammoniagenes cells
Yamamoto K, et al.
Europ. J. Appl. Microbiol. Biotechnol., 3(3), 169-183 (1976)
Biotechnology, 238-238 (1990)
Increased mitochondrial electron transport chain activity at complex I is regulated by N-acetylcysteine in lymphocytes of patients with systemic lupus erythematosus
Doherty E, et al.
Antioxidants & Redox Signaling, 21(1), 56-65 (2014)
View All Related Papers

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