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  • Regioselective preparation of (R)-2-(4-hydroxyphenoxy)propionic acid with a fungal peroxygenase
  • Add time:09/24/2019         Source:sciencedirect.com

    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.

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    Prev:New example of spontaneous resolution among aryl glycerol ethers: 3-(2-hydroxyphenoxy)propane-1,2-diol
    Next: PaperEnzymatic resolution of (R,S)-2-(4-hydroxyphenoxy) propionic acid)

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