{"id":393,"date":"2020-12-09T21:00:00","date_gmt":"2020-12-09T21:00:00","guid":{"rendered":"https:\/\/info.ias.tuwien.ac.at\/bsc\/?p=393"},"modified":"2020-12-09T21:04:19","modified_gmt":"2020-12-09T21:04:19","slug":"boosting-photobioredox-catalysis-by-morpholine-electron-donors-under-aerobic-conditions","status":"publish","type":"post","link":"https:\/\/info.ias.tuwien.ac.at\/bsc\/publications\/boosting-photobioredox-catalysis-by-morpholine-electron-donors-under-aerobic-conditions\/","title":{"rendered":"Boosting photobioredox catalysis by morpholine electron donors under aerobic conditions"},"content":{"rendered":"\t\t<div data-elementor-type=\"wp-post\" data-elementor-id=\"393\" class=\"elementor elementor-393\" data-elementor-post-type=\"post\">\n\t\t\t\t\t\t<section class=\"elementor-section elementor-top-section elementor-element elementor-element-7fe3be10 elementor-section-full_width elementor-section-height-default elementor-section-height-default\" data-id=\"7fe3be10\" data-element_type=\"section\">\n\t\t\t\t\t\t<div class=\"elementor-container elementor-column-gap-default\">\n\t\t\t\t\t<div class=\"elementor-column elementor-col-100 elementor-top-column elementor-element elementor-element-4735b6c3\" data-id=\"4735b6c3\" data-element_type=\"column\">\n\t\t\t<div class=\"elementor-widget-wrap elementor-element-populated\">\n\t\t\t\t\t\t<div class=\"elementor-element elementor-element-54054508 elementor-widget elementor-widget-text-editor\" data-id=\"54054508\" data-element_type=\"widget\" data-widget_type=\"text-editor.default\">\n\t\t\t\t<div class=\"elementor-widget-container\">\n\t\t\t\t\t\t\tLight-driven reduction of flavins,\u00a0<em>e.g.<\/em>\u00a0FAD 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-(<em>N<\/em>-morpholino)propanesulfonic acid (MOPS), lessens the deactivation of the enoate reductase XenB from\u00a0<em>Pseudomonas<\/em>\u00a0sp. during the stereoselective asymmetric enzymatic reduction of a model \u03b1,\u03b2-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\u00a0<small><sup>3<\/sup><\/small>[FMN\u02d9<small><sup>\u2212<\/sup><\/small>\u2013MOPS\u02d9<small><sup>+<\/sup><\/small>] 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.\r\n\r\n<img fetchpriority=\"high\" decoding=\"async\" class=\"size-full wp-image-394 alignleft\" src=\"https:\/\/info.ias.tuwien.ac.at\/bsc\/wp-content\/uploads\/2020\/12\/Post-rudrofflab-get-hameed-scheme.gif\" alt=\"\" width=\"291\" height=\"189\" \/>\r\n\r\n&nbsp;\r\n\r\n&nbsp;\r\n\r\n&nbsp;\r\n\r\n&nbsp;\r\n\r\n&nbsp;\r\n\r\n&nbsp;\r\n\r\nDOI: <a href=\"https:\/\/doi.org\/10.1039\/C9CY00496C\" target=\"_blank\" rel=\"noopener noreferrer\">https:\/\/doi.org\/10.1039\/C9CY00496C<\/a>\r\n\r\nFull Article: <a href=\"https:\/\/pubs.rsc.org\/en\/content\/articlelanding\/2019\/CY\/C9CY00496C#!divAbstract\" target=\"_blank\" rel=\"noopener noreferrer\">https:\/\/pubs.rsc.org\/en\/content\/articlelanding\/2019\/CY\/C9CY00496C#!divAbstract<\/a>\r\n\r\n&nbsp;\t\t\t\t\t\t<\/div>\n\t\t\t\t<\/div>\n\t\t\t\t\t<\/div>\n\t\t<\/div>\n\t\t\t\t\t<\/div>\n\t\t<\/section>\n\t\t\t\t<\/div>\n\t\t","protected":false},"excerpt":{"rendered":"<p>Light-driven reduction of flavins,\u00a0e.g.\u00a0FAD 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 [&hellip;]<\/p>\n","protected":false},"author":1,"featured_media":0,"comment_status":"open","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"site-sidebar-layout":"left-sidebar","site-content-layout":"default","ast-site-content-layout":"","site-content-style":"default","site-sidebar-style":"default","ast-global-header-display":"","ast-banner-title-visibility":"","ast-main-header-display":"","ast-hfb-above-header-display":"","ast-hfb-below-header-display":"","ast-hfb-mobile-header-display":"","site-post-title":"","ast-breadcrumbs-content":"","ast-featured-img":"","footer-sml-layout":"","theme-transparent-header-meta":"default","adv-header-id-meta":"","stick-header-meta":"default","header-above-stick-meta":"","header-main-stick-meta":"","header-below-stick-meta":"","astra-migrate-meta-layouts":"default","ast-page-background-enabled":"default","ast-page-background-meta":{"desktop":{"background-color":"","background-image":"","background-repeat":"repeat","background-position":"center center","background-size":"auto","background-attachment":"scroll","background-type":"","background-media":"","overlay-type":"","overlay-color":"","overlay-opacity":"","overlay-gradient":""},"tablet":{"background-color":"","background-image":"","background-repeat":"repeat","background-position":"center center","background-size":"auto","background-attachment":"scroll","background-type":"","background-media":"","overlay-type":"","overlay-color":"","overlay-opacity":"","overlay-gradient":""},"mobile":{"background-color":"","background-image":"","background-repeat":"repeat","background-position":"center center","background-size":"auto","background-attachment":"scroll","background-type":"","background-media":"","overlay-type":"","overlay-color":"","overlay-opacity":"","overlay-gradient":""}},"ast-content-background-meta":{"desktop":{"background-color":"var(--ast-global-color-5)","background-image":"","background-repeat":"repeat","background-position":"center center","background-size":"auto","background-attachment":"scroll","background-type":"","background-media":"","overlay-type":"","overlay-color":"","overlay-opacity":"","overlay-gradient":""},"tablet":{"background-color":"var(--ast-global-color-5)","background-image":"","background-repeat":"repeat","background-position":"center center","background-size":"auto","background-attachment":"scroll","background-type":"","background-media":"","overlay-type":"","overlay-color":"","overlay-opacity":"","overlay-gradient":""},"mobile":{"background-color":"var(--ast-global-color-5)","background-image":"","background-repeat":"repeat","background-position":"center center","background-size":"auto","background-attachment":"scroll","background-type":"","background-media":"","overlay-type":"","overlay-color":"","overlay-opacity":"","overlay-gradient":""}},"footnotes":""},"categories":[5],"tags":[8],"_links":{"self":[{"href":"https:\/\/info.ias.tuwien.ac.at\/bsc\/wp-json\/wp\/v2\/posts\/393"}],"collection":[{"href":"https:\/\/info.ias.tuwien.ac.at\/bsc\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/info.ias.tuwien.ac.at\/bsc\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/info.ias.tuwien.ac.at\/bsc\/wp-json\/wp\/v2\/users\/1"}],"replies":[{"embeddable":true,"href":"https:\/\/info.ias.tuwien.ac.at\/bsc\/wp-json\/wp\/v2\/comments?post=393"}],"version-history":[{"count":0,"href":"https:\/\/info.ias.tuwien.ac.at\/bsc\/wp-json\/wp\/v2\/posts\/393\/revisions"}],"wp:attachment":[{"href":"https:\/\/info.ias.tuwien.ac.at\/bsc\/wp-json\/wp\/v2\/media?parent=393"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/info.ias.tuwien.ac.at\/bsc\/wp-json\/wp\/v2\/categories?post=393"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/info.ias.tuwien.ac.at\/bsc\/wp-json\/wp\/v2\/tags?post=393"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}