112577
L-(−)-Malic acid
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:
Molecular Weight:
134.09
Beilstein:
1723541
EC Number:
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.22
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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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2
Storage Class Code
11 - Combustible Solids
WGK
WGK 1
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Bioorganic & Medicinal Chemistry Letters, 2, 1713-1713 (1992)
Kinetic determination of L (-) malic acid in wines using sequential injection analysis.
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Analytica Chimica Acta, 499(1), 99-106 (2003)
Tetrahedron Letters, 48, 5601-5601 (2007)
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Biotechnology and applied biochemistry, 18 ( Pt 1), 93-102 (1993-08-01)
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VWA8 (Von Willebrand A Domain Containing Protein 8) is a AAA+ ATPase that is localized to the mitochondrial matrix and is widely expressed in highly energetic tissues. Originally found to be higher in abundance in livers of mice fed a high
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