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Key Documents

296880

Sigma-Aldrich

4-Methoxymandelic acid

98%

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About This Item

Linear Formula:
CH3OC6H4CH(OH)CO2H
CAS Number:
Molecular Weight:
182.17
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

98%

form

solid

mp

108-111 °C (lit.)

SMILES string

COc1ccc(cc1)C(O)C(O)=O

InChI

1S/C9H10O4/c1-13-7-4-2-6(3-5-7)8(10)9(11)12/h2-5,8,10H,1H3,(H,11,12)

InChI key

ITECRQOOEQWFPE-UHFFFAOYSA-N

General description

Chiral separation of the enantiomers of 4-methoxymandelic acid has been reported by a new liquid chromatographic method. The mechanism of veratryl alcohol-mediated oxidation of 4-methoxymandelic acid by lignin peroxidase has been studied by kinetic methods.

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Radical cation cofactors in lignin peroxidase catalysis.
P J Harvey et al.
Biochemical Society transactions, 23(2), 262-267 (1995-05-01)
Jie Zhou et al.
Journal of Zhejiang University. Science. B, 14(7), 615-620 (2013-07-05)
A new liquid chromatographic method has been developed for the chiral separation of the enantiomers of mandelic acid and their derivatives 2-chloromandelic acid, 4-hydroxymandelic acid, 4-methoxymandelic acid, and 3,4,5-trismethoxymandelic acid. The enantiomers were separated by a CHIRALPAK(®) IC (250 mm×4.6
K Valli et al.
Biochemistry, 29(37), 8535-8539 (1990-09-18)
Lignin peroxidase (LiP), an extracellular heme enzyme from the lignin-degrading fungus Phanerochaete chrysosporium, catalyzes the H2O2-dependent oxidation of a variety of nonphenolic lignin model compounds. The oxidation of monomethoxylated lignin model compounds, such as anisyl alcohol (AA), and the role
L P Candeias et al.
The Journal of biological chemistry, 270(28), 16745-16748 (1995-07-14)
The formation and decay of veratryl alcohol radical cation upon oxidation of veratryl alcohol by thallium (II) ions was studied by pulse radiolysis with spectrophotometric and conductometric detection. In aqueous solution at pH 3 the radical cation decays by a
M Tien et al.
The Journal of biological chemistry, 272(14), 8912-8917 (1997-04-04)
The mechanism of veratryl alcohol-mediated oxidation of 4-methoxymandelic acid by lignin peroxidase was studied by kinetic methods. For monomethoxylated substrates not directly oxidized by lignin peroxidase, veratryl alcohol has been proposed to act as a redox mediator. Our previous study

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