The mutagenesis of a single site for enhancing or reversing the enantio- or regiopreference of cyclohexanone monooxygenases

Chem Commun (Camb). 2020 Aug 21;56(65):9356-9359. doi: 10.1039/d0cc03721d. Epub 2020 Jul 16.

Abstract

The mutagenesis of a "second sphere" switch residue of CHMOAcineto could control its enantio- and regiopreference. Replacing phenylalanine (F) at position 277 of CHMOAcineto into larger tryptophan (W) enabled a significant enhancement of enantio- or regioselectivity toward structurally diverse substrates, moreover, a complete reversal of enantio- or regiopreference was realized by mutating F277 into a range of smaller amino acids (A/C/D/E/G/H/I/K/L/M/N/P/Q/R/S/T/V).

MeSH terms

  • Ketones / chemistry
  • Ketones / metabolism
  • Molecular Structure
  • Mutagenesis
  • Oxygenases / chemistry*
  • Oxygenases / genetics
  • Oxygenases / metabolism
  • Sulfides / chemistry
  • Sulfides / metabolism

Substances

  • Ketones
  • Sulfides
  • Oxygenases
  • cyclohexanone oxygenase