Page 143 - Cascade biocatalysis
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5.3 Artificial Cascade Reactions Involving P450s  119























                                           OH                             O
                                           (R)
                        P. monteilii TA-5              L. kefir ADH
                     n     O 2             n                               n
               n = 1: Indan         n = 1: (R)-1-Indanol  +         n = 1: 1-Indanone
               n = 2: Tetralin      n = 2: (R)-1-Tetralol  NADP  NADPH  n = 2: 1-Tetralone
                                                   OH           O

             (a)                                2-Propanol    Acetone
                                          OH                                  O
                        E. coli (P450 pyr )                  ADH RDR
                N                         N                                   N
                           O 2
                  Ph                        Ph                                 Ph
                                                             +
                                    N-benzyl-4-OH-piperidine  NAD  NADH
             N-benzyl-piperidine                                         N-benzyl-4-piperidone
                                                        OH           O
             (b)                                      2-Propanol    Acetone
             Scheme 5.27 Combination of in vitro and whole-cell biotransformation for the oxidation of methylene groups into corresponding
             ketones. In both cases, P450 monooxygenases in whole cells are used in combination with cell-free L. kefir ADH (a) or ADH RDR
                             +
             (b). Regeneration of NAD(P) for the second reaction step is realized by the respective ADH through conversion of acetone.
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