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Issue 6, 2019
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Morpholine-based buffers activate aerobic photobiocatalysis via spin correlated ion pair formation

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Abstract

The use of enzymes for synthetic applications is a powerful and environmentally-benign approach to increase molecular complexity. Oxidoreductases selectively introduce oxygen and hydrogen atoms into myriad substrates, catalyzing the synthesis of chemical and pharmaceutical building blocks for chemical production. However, broader application of this class of enzymes is limited by the requirements of expensive cofactors and low operational stability. Herein, we show that morpholine-based buffers, especially 3-(N-morpholino)propanesulfonic acid (MOPS), promote photoinduced flavoenzyme-catalyzed asymmetric redox transformations by regenerating the flavin cofactor via sacrificial electron donation and by increasing the operational stability of flavin-dependent oxidoreductases. The stabilization of the active forms of flavin by MOPS via formation of the spin correlated ion pair 3[flavin˙–MOPS˙+] ensemble reduces the formation of hydrogen peroxide, circumventing the oxygen dilemma under aerobic conditions detrimental to fragile enzymes.

Graphical abstract: Morpholine-based buffers activate aerobic photobiocatalysis via spin correlated ion pair formation

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Publication details

The article was received on 14 Dec 2018, accepted on 08 Feb 2019 and first published on 11 Feb 2019


Article type: Paper
DOI: 10.1039/C8CY02524J
Catal. Sci. Technol., 2019,9, 1365-1371
  • Open access: Creative Commons BY license
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    Morpholine-based buffers activate aerobic photobiocatalysis via spin correlated ion pair formation

    L. C. P. Gonçalves, H. R. Mansouri, E. L. Bastos, M. Abdellah, B. S. Fadiga, J. Sá, F. Rudroff and M. D. Mihovilovic, Catal. Sci. Technol., 2019, 9, 1365
    DOI: 10.1039/C8CY02524J

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      [Original citation] - Published by The Royal Society of Chemistry (RSC) on behalf of the European Society for Photobiology, the European Photochemistry Association, and RSC.
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      [Original citation] - Published by The Royal Society of Chemistry.

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