Skip to Content
MilliporeSigma

02288

L-(−)-Malic acid

ReagentPlus®, ≥99%

Synonym(s):

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

Slide 1 of 1
Sign In to View Organizational & Contract Pricing

Select a Size

10 G

$31.30

50 G

$108.00

$31.30

Available to ship TODAYDetails

Request a Bulk Order
Ships Every 4 weeks

About This Item

Linear Formula:
HO2CCH2CH(OH)CO2H
CAS Number:
97-67-6
Molecular Weight:
134.09
Beilstein/REAXYS Number:
1723541
EC Number:
202-601-5
MDL number:
MFCD00064213
UNSPSC Code:
51113400
PubChem Substance ID:
329747409
NACRES:
NA.22

Key Documents

View All Documentation

Skip To

Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Quality Level

100

product line

ReagentPlus®

assay

≥99%

optical activity

[α]20/D −30±2°, c = 5.5% in pyridine

impurities

≤0.3% water

ign. residue

≤0.1% (as SO4)

mp

101-103 °C (lit.)

cation traces

Fe: ≤10 mg/kg

functional group

carboxylic acid
hydroxyl

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

Looking for similar products? Visit Product Comparison Guide

Compare Similar Items

View Full Comparison

Show Differences

1 of 4

This Item
M6413112577M7397
L-(−)-Malic acid ReagentPlus®, ≥99%

Sigma-Aldrich

02288

L-(−)-Malic acid

L-(−)-Malic acid BioXtra, ≥95%

Sigma-Aldrich

M6413

L-(−)-Malic acid

L-(−)-Malic acid 97%, optical purity ee: 99% (GLC)

Sigma-Aldrich

112577

L-(−)-Malic acid

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

Sigma-Aldrich

M7397

L-(−)-Malic acid

assay

≥99%

assay

≥95%

assay

97%

assay

≥95% (titration)

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

200

mp

101-103 °C (lit.)

mp

101-103 °C (lit.)

mp

101-103 °C (lit.)

mp

101-103 °C (lit.)

product line

ReagentPlus®

product line

BioXtra

product line

-

product line

BioReagent

optical activity

[α]20/D −30±2°, c = 5.5% in pyridine

optical activity

-

optical activity

[α]20/D −27°, c = 5.5 in pyridine

optical activity

-

impurities

≤0.3% water

impurities

≤0.01% Phosphorus (P), ≤0.1% Insoluble matter

impurities

-

impurities

-

Application

L-(−)-Malic acid can be used:
  • As a carboxylate ligand in the preparation of a variety of chiral metal malates and coordination polymers.[1][2]
  • In the preparation of poly(malic acid), which is a biodegradable, bioabsorbable and water-soluble polymer.[3]
  • As a key ingredient in the total synthesis of (+)-australine[4], (+)-brasilenyne[5], epothilones B and D.[6]

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

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
BCCM8518
BCCH1350
BCCF5987
BCBW4666

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

Total syntheses of epothilones B and D.
Mulzer J, et al.
The Journal of Organic Chemistry, 65(22), 7456-7467 (2000)
Magnus Hansson
Microscopy research and technique, 67(2), 90-99 (2005-07-23)
In the present investigation the relationship between the sympathetic nervous system and the endocardial levels of receptor binding sites for natriuretic peptides and the plasma content of atrial natriuretic peptide were analyzed in rats. In order to destruct the cardiac
Synthesis, Structure and Magnetic properties of Chiral and Nonchiral Transition?Metal Malates.
Beghidja A, et al.
Chemistry?A European Journal , 12(29), 7627-7638 (2006)
L C Katwa et al.
The Biochemical journal, 283 ( Pt 3), 727-735 (1992-05-01)
Certain nucleotides were found to regulate the binding of the Escherichia coli heat-stable enterotoxin (STa) to its receptor in pig intestinal brush border membranes. ATP and adenine nucleotide analogues inhibited 125I-STa binding, while guanine nucleotide analogues stimulated binding, with maximal
Improved synthesis with high yield and increased molecular weight of poly (α, β-malic acid) by direct polycondensation.
Kajiyama T, et al.
Biomacromolecules, 5(1), 169-174 (2004)
View All Related Papers

Questions

Reviews

No rating value

Active Filters

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