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Effect of the half wave potential and change of some viologens on the rate of conversion of crotonic acid into butyric acid by enoate reductase

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Biotechnology Techniques

Summary

The rate of the bio-electrochemical conversion of crotonic acid into butyric acid by enoate reductase is dependent on the type of viologen used. This illustrates that the reaction between enzyme and mediator, rather than the reaction between enzyme and crotonic acid, is rate limiting. Thus for bio-electrochemical conversion of enoates into saturated chiral acids immobilization of enoate reductase is beneficial from a kinetic point of view. The highest rate constant (k'=7.0×106 M−1.s−1) was measured using mono-N-(aminopropyl) viologen.

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Abbreviations

E:

potential (V)

i:

current (A)

k′:

rate constant (M−1.s−1)

t:

time (s)

V2+ :

oxidized viologen

V± :

viologen semiquinone

V0 :

fully reduced viologen

APMV:

N-(3-aminopropyl), N′-methyl-4,4′-bipyridinium cation

DAPV:

N,N′-di-(3-aminopropyl)-4,4′-bipyridinium cation

DECV:

N,N′-di-(ethylcarboxy)-4,4′-bipyridinium cation

DMV:

N,N′-dimethyl-4,4′-bipyridinium cation

MAPV:

N-aminopropyl-4-bipyridinium cation

MMV:

N-methyl-4-bipyridinium cation

PSMV:

N-(3-propylsulphonicacid),N′-methyl-4,4′-bipyridinium cation

PyMV:

N-propyl-N″-pyrrole,N′-methyl-4,4′-bipyridinium cation

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Author notes

  1. D. J. M. Schmedding

    Present address: Quest International Nederland B.V., P.O. Box 2, 1400 CA, Bussum, The Netherlands

  2. C. van Dijk

    Present address: Department of Biochemical Processing of Food Products, Agrotechnological Research Institute, P. O. Box 17, 6700 AA, Wageningen, The Netherlands

Authors and Affiliations

  1. Department of Biotechnology, TNO Food and Nutrition, P.O. Box 360, 3700 AJ, Zeist, The Netherlands

    D. J. M. Schmedding, W. Somers, C. van Dijk & J. P. van der Lugt

  2. Department of Organic Chemistry and Biochemistry, Münich University of Technology, Lichtenbergstraße 4, D-8046, Garching, Germany

    H. Günther & H. Simon

Authors
  1. D. J. M. Schmedding
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  2. W. Somers
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  3. C. van Dijk
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  4. H. Günther
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  5. J. P. van der Lugt
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  6. H. Simon
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Schmedding, D.J.M., Somers, W., van Dijk, C. et al. Effect of the half wave potential and change of some viologens on the rate of conversion of crotonic acid into butyric acid by enoate reductase. Biotechnol Tech 6, 439–444 (1992). https://doi.org/10.1007/BF02447485

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  • DOI: https://doi.org/10.1007/BF02447485

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