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Merck
CN

M7397

L-(−)-Malic acid

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:
Molecular Weight:
134.09
UNSPSC Code:
12352205
NACRES:
NA.75
PubChem Substance ID:
EC Number:
202-601-5
Beilstein/REAXYS Number:
1723541
MDL number:
Assay:
≥95% (titration)
Form:
powder
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biological source

microbial

Quality Level

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

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.


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pictograms

Exclamation mark

signalword

Warning

hcodes

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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Invertebrate Tissue Culture, 11-11 (2012)
Inhibition of brain tumor growth by intravenous poly (beta-L-malic acid) nanobioconjugate with pH-dependent drug release
Ding H, et al.
Proceedings of the National Academy of Sciences of the USA, 107(42), 18143-18148 (2010)
Biotechnology, 238-238 (1990)



Global Trade Item Number

SKUGTIN
M7397-100G04061834061953
M7397-25G04061834061960
M7397-500G04061834061977