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296880

Sigma-Aldrich

4-Methoxymandelic acid

98%

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About This Item

Linear Formula:
CH3OC6H4CH(OH)CO2H
CAS Number:
10502-44-0
Molecular Weight:
182.17
EC Number:
234-031-8
MDL number:
MFCD00004233
UNSPSC Code:
12352100
PubChem Substance ID:
24857884
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 Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

296880-5G:
296880-BULK:
296880-VAR:
296880-1G:

Certificates of Analysis (COA)

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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
P J Teunissen et al.
FEBS letters, 439(3), 219-223 (1998-12-09)
Poly R478, 4-methoxymandelic acid and oxalic acid were oxidized by lignin peroxidase (LiP) in the presence of the fungal metabolite 2-chloro-1,4-dimethoxybenzene (2Cl-14DMB), whereas no oxidation occurred in the absence of 2Cl-14DMB. These substrates clearly inhibited the consumption of 2Cl-14DMB and
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
Radical cation cofactors in lignin peroxidase catalysis.
P J Harvey et al.
Biochemical Society transactions, 23(2), 262-267 (1995-05-01)
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
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