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112577

L-(−)-Malic acid

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

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

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:

12352106

NACRES:

NA.22

PubChem Substance ID:

24847101

EC Number:

202-601-5

Beilstein/REAXYS Number:

1723541

MDL number:

MFCD00064213

Assay:

97%

Form:

powder

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Properties

Quality Level

200

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.)

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

Description

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.

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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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Reversible enzymic protection of the alpha-amino group of amino acid derivatives using an aminopeptidase A.

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

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)

Examining a synchrotron-based approach for in situ analyses of Al speciation in plant roots.

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

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Global Trade Item Number

SKU	GTIN
112577-25G	04061838700056
112577-100G	04061838700049