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305979

Sigma-Aldrich

2-Hydroxymethyl-6-methoxy-1,4-benzoquinone

97%

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About This Item

Empirical Formula (Hill Notation):
C8H8O4
CAS Number:
Molecular Weight:
168.15
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

Assay

97%

form

solid

mp

155-157 °C (lit.)

SMILES string

COC1=CC(=O)C=C(CO)C1=O

InChI

1S/C8H8O4/c1-12-7-3-6(10)2-5(4-9)8(7)11/h2-3,9H,4H2,1H3

InChI key

PXEBZHWTQGYVCO-UHFFFAOYSA-N

General description

2-Hydroxymethyl-6-methoxy-1,4-benzoquinone is known to enhance electron transfer processes such as ascorbate oxidation and NO reduction.

Application

2-Hydroxymethyl-6-methoxy-1,4-benzoquinone was employed as electron acceptor to investigate the pH dependence of the activity of pyranose dehydrogenase from Agaricus xanthoderma.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Pedro Sanchez-Cruz et al.
Free radical biology & medicine, 49(9), 1387-1394 (2010-08-10)
Quinones are one of the largest classes of antitumor agents approved for clinical use, and several antitumor quinones are in various stages of clinical and preclinical development. Many of these are metabolites of, or are, environmental toxins. Because of their
Magdalena Kujawa et al.
The FEBS journal, 274(3), 879-894 (2007-01-18)
We purified an extracellular pyranose dehydrogenase (PDH) from the basidiomycete fungus Agaricus xanthoderma using ammonium sulfate fractionation and ion-exchange and hydrophobic interaction chromatography. The native enzyme is a monomeric glycoprotein (5% carbohydrate) containing a covalently bound FAD as its prosthetic

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