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Boosting photobiore...
Boosting photobioredox catalysis by morpholine electron donors under aerobic conditions
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- Goncalves, Leticia C. P. (author)
- TU Wien, Inst Appl Synthet Chem, Getreidemarkt 9 163, A-1060 Vienna, Austria
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- Mansouri, Hamid R. (author)
- TU Wien, Inst Appl Synthet Chem, Getreidemarkt 9 163, A-1060 Vienna, Austria
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- PourMehdi, Shads (author)
- TU Wien, Inst Appl Synthet Chem, Getreidemarkt 9 163, A-1060 Vienna, Austria
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- Abdellah, Mohamed (author)
- Uppsala universitet,Fysikalisk kemi,Department of Chemistry, Qena Faculty of Science, South Valley University, 83523 Qena, Egypt
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- Fadiga, Bruna S. (author)
- Uppsala universitet,Fysikalisk kemi,Univ Sao Paulo, Inst Chem, Dept Fundamental Chem, BR-03178200 Sao Paulo, Brazil
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- Bastos, Erick L. (author)
- Univ Sao Paulo, Inst Chem, Dept Fundamental Chem, BR-03178200 Sao Paulo, Brazil
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- Sá, Jacinto (author)
- Uppsala universitet,Fysikalisk kemi,Polish Acad Sci, Inst Phys Chem, PL-01224 Warsaw, Poland
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- Mihovilovic, Marko D. (author)
- TU Wien, Inst Appl Synthet Chem, Getreidemarkt 9 163, A-1060 Vienna, Austria
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- Rudroffe, Florian (author)
- TU Wien, Inst Appl Synthet Chem, Getreidemarkt 9 163, A-1060 Vienna, Austria
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(creator_code:org_t)
- 2019
- 2019
- English.
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In: Catalysis Science & Technology. - : Royal Society of Chemistry. - 2044-4753 .- 2044-4761. ; 9:10, s. 2682-2688
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Abstract
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- Light-driven reduction of flavins, e.g. FAD or FMN, by sacrificial electron donors emerged as a convenient method to promote biocatalytic transformations. However, flavin activation has been restricted to oxygen-free conditions to prevent enzyme deactivation caused by reactive oxygen species (ROS). Herein, we show that the photoreduction of FMN by morpholines, including 3-(N-morpholino)propanesulfonic acid (MOPS), lessens the deactivation of the enoate reductase XenB from Pseudomonas sp. during the stereoselective asymmetric enzymatic reduction of a model ,-unsaturated diketone under aerobic conditions, leading to a 91% GC-yield and a stereoselectivity greater than 94%. The kinetic stability of the thermolabile XenB was increased by more than 20-fold in MOPS buffer compared to that in Tris-HCl buffer, and a pronounced positive effect on the transition midpoint temperature was observed. The reactive form of the FMN photocatalyst is stabilized by the formation of a (3)[FMN--MOPS+] ensemble, which reduces the formation of hydrogen peroxide and other ROS in the presence of oxygen. These results contribute to broaden the application of photobiocatalytic transformations using flavin-dependent reductases.
Subject headings
- NATURVETENSKAP -- Biologi -- Biokemi och molekylärbiologi (hsv//swe)
- NATURAL SCIENCES -- Biological Sciences -- Biochemistry and Molecular Biology (hsv//eng)
Publication and Content Type
- ref (subject category)
- art (subject category)
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