2007
DOI: 10.1007/s00018-007-6362-1
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Enzymatic hydroxylation of aromatic compounds

Abstract: Selective hydroxylation of aromatic compounds is among the most challenging chemical reactions in synthetic chemistry and has gained steadily increasing attention during recent years, particularly because of the use of hydroxylated aromatics as precursors for pharmaceuticals. Biocatalytic oxygen transfer by isolated enzymes or whole microbial cells is an elegant and efficient way to achieve selective hydroxylation. This review gives an overview of the different enzymes and mechanisms used to introduce oxygen a… Show more

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Cited by 299 publications
(194 citation statements)
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“…30 In the same manner, the oxygenase chemistry described here could alternatively be achieved by use of cytochrome P450s, 96 di-iron hydroxylases, 97 Rieske-type iron-containing oxygenases, 98 pterin-dependent hydroxylases, 99 flavoprotein monooxygenases, 100 and other catalysts. 101 Thus, biochemical and genetic studies will continue to be important to identify the hydroxylases responsible for such transformations in other organisms. General reaction of Fe II /αKG hydroxylases Pyrimidine salvage pathway.…”
Section: Discussionmentioning
confidence: 99%
“…30 In the same manner, the oxygenase chemistry described here could alternatively be achieved by use of cytochrome P450s, 96 di-iron hydroxylases, 97 Rieske-type iron-containing oxygenases, 98 pterin-dependent hydroxylases, 99 flavoprotein monooxygenases, 100 and other catalysts. 101 Thus, biochemical and genetic studies will continue to be important to identify the hydroxylases responsible for such transformations in other organisms. General reaction of Fe II /αKG hydroxylases Pyrimidine salvage pathway.…”
Section: Discussionmentioning
confidence: 99%
“…Accordingly, the manufacturing of 1-naphthol by enzymes should ideally take place in one-pot under mild conditions (room temperature, atmospheric pressure and nearly aqueous solution with small amounts of organic co-solvents), while also reducing the energy required and the noxious waste products resulting from chemical synthesis. [8][9][10][11] To date, most studies into the biocatalytic synthesis of 1-naphthol have focused on monooxygenases. In particular, over the years P450 monooxygenases have been designed for different purposes, from the selective hydroxylation of alkanes (including terminal hydroxylation) to the non-natural olefin cyclopropanation by carbene transfer.…”
Section: Introductionmentioning
confidence: 99%
“…[3,4] Representing ab iocatalytic alternative to asymmetricd ihydroxylation with toxic transition-metal catalysts, ROs also exhibit ab road substrate scope. [5] Over 300 diverse substrates ranging from polyaromatic hydrocarbons such as phenanthracene to halogenated ethylenes and flavonoid structures were reportedt ob eh ydroxylated with these enzymes. [6,7] Furthermore, ROs were shown to be suitable for bioremediation applications and to have the ability to process xenobiotics.…”
mentioning
confidence: 99%