We found a match
Your institution may have access to this item. Find your institution then sign in to continue.
- Title
Photochemically Driven Biocatalysis of Halogenases for the Green Production of Chlorinated Compounds.
- Authors
Schroeder, Lea; Frese, Marcel; Müller, Caroline; Sewald, Norbert; Kottke, Tilman
- Abstract
Abstract: Flavin‐dependent tryptophan halogenases provide a regioselective access to chlorinated and brominated indole derivatives under mild conditions. Application of the halogenase requires a regeneration system for the reduced flavin cofactor FADH2, which is usually achieved by enzymatic or chemical reactions. We employed the halogenase PyrH from Streptomyces rugosporus as a model system to establish a photochemical approach by using blue light and a reductant for regeneration of FADH2. In contrast to previous light‐driven biocatalysis using flavin, the conversion of enzyme‐bound flavin in our approach suppresses futile cycles, in which the free flavin reacts with oxygen under generation of H2O2. Within 25 h, 70 % of 0.5 m m tryptophan was converted regioselectively to 5‐chlorotryptophan. Our regeneration system paves the way for production of chlorinated compounds by applying only light, halide salt, air, and a cheap sacrificial electron donor in aqueous solution.
- Subjects
BIOCATALYSIS; HALOGENASES; GREEN products; FLAVINS; STREPTOMYCES; TRYPTOPHAN; AQUEOUS solutions
- Publication
ChemCatChem, 2018, Vol 10, Issue 15, p3336
- ISSN
1867-3880
- Publication type
Article
- DOI
10.1002/cctc.201800280