Merck
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112577

Sigma-Aldrich

L-(−)-Malic acid

97%, optical purity ee: 99% (GLC)

Synonym(s):
L-Hydroxybutanedioic acid, (S)-(−)-2-Hydroxysuccinic acid
Linear Formula:
HO2CCH2CH(OH)CO2H
CAS Number:
Molecular Weight:
134.09
Beilstein:
1723541
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

form

powder

optical activity

[α]20/D −27°, c = 5.5 in pyridine

optical purity

ee: 99% (GLC)

mp

101-103 °C (lit.)

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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General description

L-(-)-Malic acid is an organic acid that is commonly found in wine. It plays an important role in wine microbiological stability.

Application

L-(-)-Malic acid is a selective α-amino protecting reagent for amino acid derivatives. It is also a versatile synthon for the preparation of chiral compounds including κ-opioid receptor agonists, 1α,25-dihydroxyvitamin D3 analogue, and phoslactomycin B.

Packaging

25, 100 g in poly bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

Kinetic determination of L (-) malic acid in wines using sequential injection analysis.
Segundo MA and Rangel AOSS.
Analytica Chimica Acta, 499(1), 99-106 (2003)
Bioorganic & Medicinal Chemistry Letters, 2, 1713-1713 (1992)
I Yoshpe-Besançon et al.
Biotechnology and applied biochemistry, 18 ( Pt 1), 93-102 (1993-08-01)
In previous papers we have reported that an aminopeptidase A (EC 3.4.11.7) purified from Staphylococcus chromogenes was able to catalyse the introduction of L-malic acid at the N-terminus of Tyr and Phe derivatives. We now show that this enzyme can
Zhigen Li et al.
Journal of synchrotron radiation, 27(Pt 1), 100-109 (2019-12-24)
Aluminium (Al) K- and L-edge X-ray absorption near-edge structure (XANES) has been used to examine Al speciation in minerals but it remains unclear whether it is suitable for in situ analyses of Al speciation within plants. The XANES analyses for
Tetrahedron Letters, 48, 5601-5601 (2007)

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