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      Synthesis and Kinetic evaluation of an azido analogue of methylerythritol phosphate: a Novel Inhibitor of E. coli YgbP/IspD

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          Abstract

          As multidrug resistant pathogenic microorganisms are a serious health menace, it is crucial to continuously develop novel medicines in order to overcome the emerging resistance. The methylerythritol phosphate pathway (MEP) is an ideal target for antimicrobial development as it is absent in humans but present in most bacteria and in the parasite Plasmodium falciparum. Here, we report the synthesis and the steady-state kinetics of a novel potent inhibitor (MEPN 3) of Escherichia coli YgbP/IspD, the third enzyme of the MEP pathway. MEPN 3 inhibits E. coli YgbP/IspD in mixed type mode regarding both substrates. Interestingly, MEPN 3 shows the highest inhibitory activity when compared to known inhibitors of E. coli YgbP/IspD. The mechanism of this enzyme was also studied by steady-state kinetic analysis and it was found that the substrates add to the enzyme in sequential manner.

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          Occurrence of carbapenemase-producing Klebsiella pneumoniae and Escherichia coli in the European survey of carbapenemase-producing Enterobacteriaceae (EuSCAPE): a prospective, multinational study.

          Hajo Grundmann, Corinna Glasner, Barbara Albiger … (2017)
          Gaps in the diagnostic capacity and heterogeneity of national surveillance and reporting standards in Europe make it difficult to contain carbapenemase-producing Enterobacteriaceae. We report the development of a consistent sampling framework and the results of the first structured survey on the occurrence of carbapenemase-producing Klebsiella pneumoniae and Escherichia coli in European hospitals.
          Article 0 comments Cited 255 times – based on 0 reviews     Review now
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            Dimethyloxosulfonium Methylide ((CH3)2SOCH2) and Dimethylsulfonium Methylide ((CH3)2SCH2). Formation and Application to Organic Synthesis

            Michael Chaykovsky, E Corey (1965)
            Article 0 comments Cited 99 times – based on 0 reviews     Review now
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              Methylerythritol phosphate pathway of isoprenoid biosynthesis.

              Hung-Pin Liu, Daphne Y. Xiao, Jimmy L. Zhao … (2012)
              Isoprenoids are a class of natural products with more than 55,000 members. All isoprenoids are constructed from two precursors, isopentenyl diphosphate and its isomer dimethylallyl diphosphate. Two of the most important discoveries in isoprenoid biosynthetic studies in recent years are the elucidation of a second isoprenoid biosynthetic pathway [the methylerythritol phosphate (MEP) pathway] and a modified mevalonic acid (MVA) pathway. In this review, we summarize mechanistic insights on the MEP pathway enzymes. Because many isoprenoids have important biological activities, the need to produce them in sufficient quantities for downstream research efforts or commercial application is apparent. Recent advances in both MVA and MEP pathway-based synthetic biology are also illustrated by reviewing the landmark work of artemisinic acid and taxadien-5α-ol production through microbial fermentations.
              Article 0 comments Cited 66 times – based on 0 reviews     Review now
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                Author and article information

                Contributors
                Alain Wagner:
                ORCID: http://orcid.org/0000-0003-3125-601X
                alwag@unistra.fr
                Myriam Seemann: mseemann@unistra.fr
                Journal
                Journal ID (nlm-ta): Sci Rep
                Journal ID (iso-abbrev): Sci Rep
                Title: Scientific Reports
                Publisher: Nature Publishing Group UK (London )
                ISSN (Electronic): 2045-2322
                Publication date (Electronic): 17 December 2018
                Publication date PMC-release: 17 December 2018
                Publication date Collection: 2018
                Volume: 8
                Electronic Location Identifier: 17892
                Affiliations
                [1 ]ISNI 0000 0001 2157 9291, GRID grid.11843.3f, Laboratory of Biofunctional Chemistry, , Faculté de Pharmacie - UMR 7199, Université de Strasbourg, ; 74 route du Rhin, 67401 Illkirch-Graffenstaden, France
                [2 ]ISNI 0000 0001 2157 9291, GRID grid.11843.3f, Laboratoire de Chimie Biologique et Applications Thérapeutiques, , Institut de Chimie - UMR 7177, Université de Strasbourg, CNRS, ; 4 rue Blaise Pascal, 67070 Strasbourg, France
                [3 ]GRID grid.457348.9, Institut de Biologie Structurale IBS, , Université Grenoble Alpes, CEA, CNRS, ; 38044 Grenoble, France
                Author information
                http://orcid.org/0000-0003-3125-601X
                Article
                Publisher ID: 35586
                DOI: 10.1038/s41598-018-35586-y
                PMC ID: 6297244
                PubMed ID: 30559447
                SO-VID: 92a9cdc8-b2d9-477b-bf00-0dde92bd0a27
                Copyright © © The Author(s) 2018
                License:

                Open Access This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made. The images or other third party material in this article are included in the article’s Creative Commons license, unless indicated otherwise in a credit line to the material. If material is not included in the article’s Creative Commons license and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this license, visit http://creativecommons.org/licenses/by/4.0/.

                History
                Date received : 20 June 2018
                Date accepted : 5 November 2018
                Categories
                Subject: Article
                Custom metadata
                issue-copyright-statement © The Author(s) 2018

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