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Physical Chemistry         33


                 A. Redox reactions


                                                                                         Possible
                A  red       B  ox            Redox       Oxidizing                      Not
                                             system       agent                          possible
                                                A


                    Electron                  Redox                2e    2e
                    exchange
                                             system                                    2e
                                                B
                                                                          Reducing
                                                         becomes          agent
                                                         reduced
                                                                2e
                                              Redox
                A  ox        B  red          system
                                                C
                                                          becomes
                                                          oxidized
                 1. Principle       2. Redox systems     3. Possible electron         4. Redox series
                                                         3. transfers

                 B. Reducing equivalents
                 Transferred        1e        1e         1H        2e          1H       2e          2H
                 components

                                    e               [H]                  H                    [H 2 ]
                  Equivalent      Electron    Hydrogen atom           Hydride ion      Hydrogen molecule

                 C. Biological redox systems
                                                                  e
                      Metal                                 n+               m+
                1e                                        Me               Me
                      complexes
                                              Oxidized                           Reduced
                                                 O                     H   O                    H    O
                1e     F   A
                                   H 3 C     N   C     e    H 3 C      N   C     e    H 3 C     N    C
                1H          F                      NH                        NH                        NH
                                                   C                         C                         C
                                   H 3 C     N   N    O     H 3 C      N   N   O      H 3 C     N    N   O
                      Flavin                            H                         H
                                             R                         R                        R    H
                                       Oxidized flavin        Semiquinone radical          Reduced flavin
                                              O                         OH                       OH
                                                       e                         e
                                       H 3 CO  C  H              H 3 CO  C  H             H 3 CO  C  H

                      Quinone/         H 3 CO  C   R    H        H 3 CO  C  R     H       H 3 CO  C  R
                      hydro-                  O                         O                        OH
                      quinone          p-Benzoquinone         Semiquinone radical          Hydroquinone
                                                                                 Water   H
                                          e           H e            H  e
                                                                                    H  O
                                    O  O         O  O            O  O
                                                                                             e
                      Reactive            H              H     H         H            O            O  H
                      oxygen                    Hydroperoxyl   Hydrogen
                      species      Oxygen       radical        peroxide              H       H   H
                      (ROS)                                               Hydroxyl radical        Water


                                             H         Electron-poor  H           Hydride ion
                1H                                                                              H   H
                       N   A
                                         H   C   CONH 2           H   C   CONH 2             H    C   CONH 2
                                                                                     H
                          N  A           H   N   H                H   N   H                  H    N   H
                              P
                                             R                        R                           R
                      NAD (P)                  NAD(P)     (Resonance structures)       NAD(P)H + H


           Koolman, Color Atlas of Biochemistry, 2nd edition © 2005 Thieme
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