Adaptive Laboratory Evolution of Flavin Functionality Identifies Dihydrolipoyl Dehydrogenase as One of the Critical Points for the Activity of 7,8-Didemethyl-Riboflavin as a Surrogate for Riboflavin in <i>Escherichia coli</i>

Riboflavin analogs lacking one methyl group (7α or 8α) can still serve as a surrogate for riboflavin in riboflavin-deficient microorganisms or animals. The absence of both methyl groups at once completely abolishes this substitution capability. To elucidate the molecular mechanisms behind this pheno...

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Main Authors: Farshad La-Rostami, Alexandra Scharf, Chenyang Albert, Nils Wax, Marina Creydt, Boris Illarionov, Adelbert Bacher, Stefan Weber, Markus Fischer
Format: Article
Language:English
Published: MDPI AG 2024-12-01
Series:Molecules
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Online Access:https://www.mdpi.com/1420-3049/29/24/5891
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author Farshad La-Rostami
Alexandra Scharf
Chenyang Albert
Nils Wax
Marina Creydt
Boris Illarionov
Adelbert Bacher
Stefan Weber
Markus Fischer
author_facet Farshad La-Rostami
Alexandra Scharf
Chenyang Albert
Nils Wax
Marina Creydt
Boris Illarionov
Adelbert Bacher
Stefan Weber
Markus Fischer
author_sort Farshad La-Rostami
collection DOAJ
description Riboflavin analogs lacking one methyl group (7α or 8α) can still serve as a surrogate for riboflavin in riboflavin-deficient microorganisms or animals. The absence of both methyl groups at once completely abolishes this substitution capability. To elucidate the molecular mechanisms behind this phenomenon, we performed an adaptive laboratory evolution experiment (in triplicate) on an <i>E. coli</i> strain auxotrophic for riboflavin. As a result, the riboflavin requirement of the <i>E. coli</i> strain was reduced ~10-fold in the presence of 7,8-didemethyl-riboflavin. The whole genome sequencing of <i>E. coli</i> strains isolated from three experiments revealed two mutation hotspots: <i>lpd</i>A coding for the flavoenzyme dihydrolipoyl dehydrogenase (LpdA), and <i>omp</i>F coding for the major outer membrane protein. In order to investigate the essentiality of flavin’s methyl groups to LpdA, the wild type and mutant variants of <i>lpd</i>A were cloned. At least two <i>lpd</i>A mutants increased the fitness of <i>E. coli</i>, and when 7,8-didemethyl-flavin was added to the growth medium, the increase was significant. To the best of our knowledge, an adaptive laboratory evolution experiment running in triplicate as a tool for the identification of mutation hotspots in the genome of microorganisms exposed to metabolic stress challenges is described here for the first time.
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spelling doaj-art-fcaa5e05a70d409b8a28b4a8daec7ead2024-12-27T14:42:34ZengMDPI AGMolecules1420-30492024-12-012924589110.3390/molecules29245891Adaptive Laboratory Evolution of Flavin Functionality Identifies Dihydrolipoyl Dehydrogenase as One of the Critical Points for the Activity of 7,8-Didemethyl-Riboflavin as a Surrogate for Riboflavin in <i>Escherichia coli</i>Farshad La-Rostami0Alexandra Scharf1Chenyang Albert2Nils Wax3Marina Creydt4Boris Illarionov5Adelbert Bacher6Stefan Weber7Markus Fischer8Hamburg School of Food Science, Institute of Food Chemistry, University of Hamburg, Grindelallee 117, 20146 Hamburg, GermanyHamburg School of Food Science, Institute of Food Chemistry, University of Hamburg, Grindelallee 117, 20146 Hamburg, GermanyHamburg School of Food Science, Institute of Food Chemistry, University of Hamburg, Grindelallee 117, 20146 Hamburg, GermanyHamburg School of Food Science, Institute of Food Chemistry, University of Hamburg, Grindelallee 117, 20146 Hamburg, GermanyHamburg School of Food Science, Institute of Food Chemistry, University of Hamburg, Grindelallee 117, 20146 Hamburg, GermanyHamburg School of Food Science, Institute of Food Chemistry, University of Hamburg, Grindelallee 117, 20146 Hamburg, GermanyTUM School of Natural Sciences, Technical University of Munich, Boltzmannstraße 10, 85748 Garching, GermanyInstitute of Physical Chemistry, Albert-Ludwigs-Universität Freiburg, Albertstraße 21, 79104 Freiburg, GermanyHamburg School of Food Science, Institute of Food Chemistry, University of Hamburg, Grindelallee 117, 20146 Hamburg, GermanyRiboflavin analogs lacking one methyl group (7α or 8α) can still serve as a surrogate for riboflavin in riboflavin-deficient microorganisms or animals. The absence of both methyl groups at once completely abolishes this substitution capability. To elucidate the molecular mechanisms behind this phenomenon, we performed an adaptive laboratory evolution experiment (in triplicate) on an <i>E. coli</i> strain auxotrophic for riboflavin. As a result, the riboflavin requirement of the <i>E. coli</i> strain was reduced ~10-fold in the presence of 7,8-didemethyl-riboflavin. The whole genome sequencing of <i>E. coli</i> strains isolated from three experiments revealed two mutation hotspots: <i>lpd</i>A coding for the flavoenzyme dihydrolipoyl dehydrogenase (LpdA), and <i>omp</i>F coding for the major outer membrane protein. In order to investigate the essentiality of flavin’s methyl groups to LpdA, the wild type and mutant variants of <i>lpd</i>A were cloned. At least two <i>lpd</i>A mutants increased the fitness of <i>E. coli</i>, and when 7,8-didemethyl-flavin was added to the growth medium, the increase was significant. To the best of our knowledge, an adaptive laboratory evolution experiment running in triplicate as a tool for the identification of mutation hotspots in the genome of microorganisms exposed to metabolic stress challenges is described here for the first time.https://www.mdpi.com/1420-3049/29/24/5891riboflavin analogsisoalloxazineflavoproteinsadaptive laboratory evolutionwhole genome sequencing
spellingShingle Farshad La-Rostami
Alexandra Scharf
Chenyang Albert
Nils Wax
Marina Creydt
Boris Illarionov
Adelbert Bacher
Stefan Weber
Markus Fischer
Adaptive Laboratory Evolution of Flavin Functionality Identifies Dihydrolipoyl Dehydrogenase as One of the Critical Points for the Activity of 7,8-Didemethyl-Riboflavin as a Surrogate for Riboflavin in <i>Escherichia coli</i>
Molecules
riboflavin analogs
isoalloxazine
flavoproteins
adaptive laboratory evolution
whole genome sequencing
title Adaptive Laboratory Evolution of Flavin Functionality Identifies Dihydrolipoyl Dehydrogenase as One of the Critical Points for the Activity of 7,8-Didemethyl-Riboflavin as a Surrogate for Riboflavin in <i>Escherichia coli</i>
title_full Adaptive Laboratory Evolution of Flavin Functionality Identifies Dihydrolipoyl Dehydrogenase as One of the Critical Points for the Activity of 7,8-Didemethyl-Riboflavin as a Surrogate for Riboflavin in <i>Escherichia coli</i>
title_fullStr Adaptive Laboratory Evolution of Flavin Functionality Identifies Dihydrolipoyl Dehydrogenase as One of the Critical Points for the Activity of 7,8-Didemethyl-Riboflavin as a Surrogate for Riboflavin in <i>Escherichia coli</i>
title_full_unstemmed Adaptive Laboratory Evolution of Flavin Functionality Identifies Dihydrolipoyl Dehydrogenase as One of the Critical Points for the Activity of 7,8-Didemethyl-Riboflavin as a Surrogate for Riboflavin in <i>Escherichia coli</i>
title_short Adaptive Laboratory Evolution of Flavin Functionality Identifies Dihydrolipoyl Dehydrogenase as One of the Critical Points for the Activity of 7,8-Didemethyl-Riboflavin as a Surrogate for Riboflavin in <i>Escherichia coli</i>
title_sort adaptive laboratory evolution of flavin functionality identifies dihydrolipoyl dehydrogenase as one of the critical points for the activity of 7 8 didemethyl riboflavin as a surrogate for riboflavin in i escherichia coli i
topic riboflavin analogs
isoalloxazine
flavoproteins
adaptive laboratory evolution
whole genome sequencing
url https://www.mdpi.com/1420-3049/29/24/5891
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