Skip to Main Content
U.S. Forest Service
Caring for the land and serving people

United States Department of Agriculture

Home > Search > Publication Information

 Due to a lapse in federal funding, this USDA website will not be actively updated. Once funding has been reestablished, online operations will continue.

  1. Share via EmailShare on FacebookShare on LinkedInShare on Twitter
    Dislike this pubLike this pub


    The extracellular heme-thiolate peroxygenase of Agrocybe aegerita catalyzed the H2O2-dependent hydroxylation of 2-phenoxypropionic acid (POPA) to give the herbicide precursor 2-(4-hydroxyphenoxy)propionic acid (HPOPA). The reaction proceeded regioselectively with an isomeric purity near 98%, and yielded the desired R-isomer of HPOPA with an enantiomeric excess of 60%. 18O-labeling experiments showed that the phenolic hydroxyl in HPOPA originated from H2O2, which establishes that the reaction is mechanistically a peroxygenation. Our results raise the possibility that fungal peroxygenases may be useful for a variety of organic oxidations.

    Publication Notes

    • We recommend that you also print this page and attach it to the printout of the article, to retain the full citation information.
    • This article was written and prepared by U.S. Government employees on official time, and is therefore in the public domain.


    Kinne, Matthias; Ullrich, Rene; Hammel, Kenneth E.; Scheibner, Katrin; Hofrichter, Martin. 2008. Regioselective preparation of (R)-2-(4-hydroxyphenoxy)propionic acid with a fungal peroxygenase. Tetrahedron letters. Vol. 49, no. 41 (Oct. 6, 2008): pages 5950-5953.


    Peroxidase, peroxygenase, oxygenase, cytochrome P450, hydroxylation, 2-(4-Hydroxyphenoxy)propionic acid, ascorbic acid, wood-decaying fungi, biodegradation, peroxidases, catalysis, oxidation, hydrogen peroxide, chemical reactions, enzymes, biotechnology, industrial applications, Basidiomycetes, Agrocybe aegerita, 2-phenoxypropionic acid, POPA

    Related Search

    XML: View XML
Show More
Show Fewer
Jump to Top of Page