GuaiacolCAS: 90-05-1
MF: C7H8O2
MW: 124.14
A phenolic natural product and reducing co-substrate for COX reactions.

Guaiacol (CAS 90-05-1)

Guaiacol | CAS 90-05-1 is rated 5.0 out of 5 by 1.
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Synonym: 2-Methoxyphenol
Application: A phenolic natural product and reducing co-substrate for COX reactions
CAS Number: 90-05-1
Purity: >98%
Molecular Weight: 124.14
Molecular Formula: C7H8O2
* Refer to Certificate of Analysis for lot specific data (including water content).
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Guaiacol is a phenolic natural product first isolated from Guaiac resin, as well as the oxidation of lignin. Guaiacol is readily oxidized by the heme iron of peroxidases including the peroxidase of cyclooxygenase (COX) enzymes, hence it serves 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 zguaiacol 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.


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. J Biol Chem 262 6266-6279 (1987). 2 Doerge, D.R., Divi, R.L., Churchwell, M.I. Identification of the colored guaiacol oxidation product produced by peroxidases. Anal Biochem 250 10-17 (1997). 3 Kulmacz, R.J., Lands, W.E.M. Quantitative similarities in the several actions of cyanide on prostaglandin H synthase. Prostaglandins 29 175-190 (1985). 4 Marquez, L.A., Dunford, H.B. Mechanism of the oxidation of 3,5,3′,5′-tetramethylbenzidine by myeloperxidase determined by transient-and steady-state kinetics. Biochemistry 36 9349-9355 (1997).

Physical State :
Low-Melting Solid
Storage :
Store at room temperature
Melting Point :
28° C
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
PubChem CID :
460
SMILES :
COC1=CC=CC=C1O

Download SDS (MSDS)

Certificate of Analysis

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Rated 5 out of 5 by from Tapia Tapia-Tussell et al. (PubMed ID 26295383) found that gualacol increased transcription of laccase-encoding mRNA in Trametes hirsute strain Bm-2. -SCBT Publication Review
Date published: 2015-06-21
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