Event Abstract Back to Event The Total Synthesis of the Siderophore Coelichelin Jade C. Williams1, Brendan Dutter2, Jessica Sheldon3, Hunter Imlay1, Eric Skaar2, 3 and Gary Sulikowski1, 2* 1 Vanderbilt University, Department of Chemistry, United States 2 Vanderbilt Institute of Chemical Biology, Vanderbilt University, United States 3 Vanderbilt University Medical Center, Department of Pathology, Microbiology, and Immunology, United States The emergence of antibiotic-resistant strains of bacteria has been documented as a significant public health concern necessitating the discovery of novel antibiotics and, as a result, the study of host-pathogen interactions has garnered increasing attention. It has been well-cited that bacteria require metals, such as iron, for metabolism and pathogenesis, rendering metal acquisition pathways a potential target for identifying more effective antibiotics. In an effort to combat bacterial pathogenesis, host organisms employ several mechanisms to maintain low free iron concentrations. Bacterial pathogens respond to these iron-deficient conditions through the secretion of high-affinity, small molecule, iron chelators termed siderophores. Coelichelin is one such siderophore produced by the bacterium Streptomyces coelicolor in iron-deficient conditions. Our interest in coelichelin stems from its potential to serve as a tool compound in the study of metal acquisition pathways, bacterial responses to iron depletion, and host-pathogen interactions. However, coelichelin can only be isolated in small quantities, thus requiring the development of a concise and robust synthesis. We chose to use a highly convergent route to synthesize coelichelin from three unique fragments, which would allow for the efficient synthesis of the siderophore. Here we report the first total synthesis of the siderophore coelichelin, which provided sufficient quantities of coelichelin and analogs enabling on-going biological study. Keywords: siderophore, Siderophore activity, Siderophore analogs, coelichelin, Total synthesis, natural product Conference: National Organization for the Professional Advancement of Black Chemists and Chemical Engineers (NOBCChE) 45th Annual Conference , Orlando, Florida, United States, 17 Sep - 20 Sep, 2018. Presentation Type: Poster Presentation Topic: Organic Chemistry Citation: Williams JC, Dutter B, Sheldon J, Imlay H, Skaar E and Sulikowski G (2019). The Total Synthesis of the Siderophore Coelichelin. Front. Chem. Conference Abstract: National Organization for the Professional Advancement of Black Chemists and Chemical Engineers (NOBCChE) 45th Annual Conference . doi: 10.3389/conf.fchem.2018.01.00049 Copyright: The abstracts in this collection have not been subject to any Frontiers peer review or checks, and are not endorsed by Frontiers. They are made available through the Frontiers publishing platform as a service to conference organizers and presenters. The copyright in the individual abstracts is owned by the author of each abstract or his/her employer unless otherwise stated. Each abstract, as well as the collection of abstracts, are published under a Creative Commons CC-BY 4.0 (attribution) licence (https://creativecommons.org/licenses/by/4.0/) and may thus be reproduced, translated, adapted and be the subject of derivative works provided the authors and Frontiers are attributed. For Frontiers’ terms and conditions please see https://www.frontiersin.org/legal/terms-and-conditions. Received: 19 Oct 2018; Published Online: 17 Jan 2019. * Correspondence: Prof. Gary Sulikowski, Vanderbilt University, Department of Chemistry, Nashville, United States, gary.a.sulikowski@vanderbilt.edu Login Required This action requires you to be registered with Frontiers and logged in. To register or login click here. Abstract Info Abstract The Authors in Frontiers Jade C Williams Brendan Dutter Jessica Sheldon Hunter Imlay Eric Skaar Gary Sulikowski Google Jade C Williams Brendan Dutter Jessica Sheldon Hunter Imlay Eric Skaar Gary Sulikowski Google Scholar Jade C Williams Brendan Dutter Jessica Sheldon Hunter Imlay Eric Skaar Gary Sulikowski PubMed Jade C Williams Brendan Dutter Jessica Sheldon Hunter Imlay Eric Skaar Gary Sulikowski Related Article in Frontiers Google Scholar PubMed Abstract Close Back to top Javascript is disabled. Please enable Javascript in your browser settings in order to see all the content on this page.