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M7397

L-(−)-Malic acid

Name: <SC>L</SC>-(−)-Malic acid
Brand: SIGMA

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

Synonym(s):

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

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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

Assay:

≥95% (titration)

Form:

powder

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biological source

microbial

Quality Level

200

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

SMILES string

O[C@@H](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)/t2-/m0/s1

InChI key

BJEPYKJPYRNKOW-REOHCLBHSA-N

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Related Categories

Cell Culture & Analysis

Molecular Biology & Functional Genomics

Supplements for Cell Culture

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.

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.

pictograms

GHS07

signalword

Warning

hcodes

H315,H319

pcodes

P264 - P280 - P302 + P352 - P305 + P351 + P338 - P332 + P313 - P337 + P313

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

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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)

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)

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Global Trade Item Number

SKU	GTIN
M7397-100G	04061834061953
M7397-500G	04061834061977
M7397-25G	04061834061960

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