A reducing co-substrate for COX reactions
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Isomer(s)
34467Orcinol
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Guaiacol

Item No. 70430

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-methoxy phenol
CAS Number
90-05-1
Molecular Formula
C7H8O2
Formula Weight
124.1
Purity
≥98%
Formulation (Request formulation change)
A colorless liquid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
COc1ccccc1O
InChi Code
InChI=1S/C7H8O2/c1-9-7-5-3-2-4-6(7)8/h2-5,8H,1H3
InChi Key
LHGVFZTZFXWLCP-UHFFFAOYSA-N
Shipping & Storage Information
Storage
Room temperature
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    25 g

    $14

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    50 g

    $22

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    100 g

    $41

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    500 g

    $87

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    Product Description

    Guaiacol is a phenolic natural product first isolated from Guaiac resin and the oxidation of lignin. Guaiacol is readily oxidized by the heme iron of peroxidases including the peroxidase of cyclooxygenase (COX) enzymes. It therefore serves as a reducing co-substrate for COX reactions.1 The color yield per peroxide at 470 nm is 6,650 (M peroxide reduced)-1 cm-1.2,3,4 Two moles of guaiacol are oxidized for each mole of hydroperoxide reduced by the peroxidase. The resulting guaiacol chromophore can be used for the colorimetric determination of hydroperoxidase activity.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Markey, C.M., Alward, A., Weller, P.E., et al. Quantitative studies of hydroperoxide reduction by prostaglandin H synthase. Reducing substrate specificity and the relationship of peroxidase to cyclooxygenase activities. The Journal of Biological Chemisty 262(13), 6266-6279 (1987).

    2. Doerge, D.R., Divi, R.L., and Churchwell, M.I. Identification of the colored guaiacol oxidation product produced by peroxidases. Anal. Biochem. 250(1), 10-17 (1997).

    3. Kulmacz, R.J., and Lands, W.E.M. Quantitative similarities in the several actions of cyanide on prostaglandin H synthase. Prostaglandins 29(2), 175-190 (1985).

    4. Marquez, L.A., and Dunford, H.B. Mechanism of the oxidation of 3,5,3',5'-tetramethylbenzidine by myeloperxidase determined by transient-and steady-state kinetics. Biochemistry 36(31), 9349-9355 (1997).