Oxidation biocatalytic

Kroutil W, Mang H, Edegger K, Faber K. 2004. Biocatalytic oxidation of primary and secondary alcohols. Adv Synth Catal 346 125-142. 

Figure 7.32 Biocatalytic oxidation of thioanisole to (5)-methy 1-phenyl-sulfoxide...

Voss, C.V., Gruber, C.C. and Kroutil, W. (2008) Deracemization of secondary alcohols through a concurrent tandem biocatalytic oxidation and reduction. Angewandte Chemie-International Edition, 47 (4), 741-745. 

Torres, E., and Vazquez-Duhalt, R., Chemical modification of hemoglobin improves biocatalytic oxidation of PAHs (vol 273, pg 820, 2000). Biochemical and Biophysical Research Communications, 2000. 275(2) pp. 713-714. 

Torres, E. Tinoco, R., and Vazquez-Duhalt, R., Biocatalytic oxidation of polycyclic aromatic hydrocarbons in media containing organic solvents. Water Science and Technology, 1997. 36(10) pp. 37 4. 

Light-driven Stereoselective Biocatalytic Oxidations and Reductions 299... 

Advantageous use of homochiral cyclohexadiene-cis-l,2-diol, available by means of biocatalytic oxidation of chlorobenzene with toluene dioxygenase, has enabled the synthesis of all four enantiomerically pure C18-sphingosines (Nugent, 1998), which are known inhibitors of protein kinase C and important in cellular response mediation for tumor promoters and growth factors. The four requisite diastere-omers of azido alcohol precursors were accessed by regioselective opening of epoxides with either azide or halide ions. 

Asymmetric synthesis of sulfoxides can be achieved by biocatalytic oxidation of sulfides and reduction of sulfoxides (Figure 33). i4-27s One example is the reduction of alkyl aryl sulfoxides by intact cells of Rhodobacter sphaeroides f.sp. denitrificans (Figure 33 (a)). 341 In the reduction of methyl -substituted phenyl sulfoxides, ( S )-cnanliomcrs were exclusively deoxygenated while enantiomerically pure (W)-isomcrs were recovered in good yield. For poor substrates such as ethyl phenyl sulfoxide, the repetition of the incubation after removing the toxic product was effective in enhancing the ee of recovered (f )-enantiomers to 100%. 

Ortiz-Leon M, Velasco L, Vazquez-Duhalt R (1995) Biocatalytic oxidation of polycyclic aromatic hydrocarbons by hemoglobin and hydrogen peroxide. Biochem Biophys Res Comm 215 968-973... 

Fig. 4.52 Biocatalytic oxidation of alkyl groups on aromatic heterocycles.

Fig. 4.75 Biocatalytic oxidation of alcohol using acetone for cofactor recycling.

D-Amino and L-amino acid-selective electrodes are based on the biocatalytic oxidation of amino acids ... 

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