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Chemical probes for the functionalization of polyketide intermediates
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Riva, Elena, Wilkening, Ina, Gazzola, Silvia, Li, W. M. Ariel, Smith, Luke, Leadlay, P. F. and Tosin, Manuela (2014) Chemical probes for the functionalization of polyketide intermediates. Angewandte Chemie International Edition, 53 (44). pp. 11944-11949. doi:10.1002/anie.201407448
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WRAP_Riva_et_al-2014-Angewandte_Chemie_International_Edition.pdf - Published Version - Requires a PDF viewer. Available under License Creative Commons Attribution 4.0. Download (932Kb) | Preview |
Official URL: http://dx.doi.org/10.1002/anie.201407448
Abstract
A library of functionalized chemical probes capable of reacting with ketosynthase-bound biosynthetic intermediates was prepared and utilized to explore in vivo polyketide diversification. Fermentation of ACP mutants of S. lasaliensis in the presence of the probes generated a range of unnatural polyketide derivatives, including novel putative lasalocid A derivatives characterized by variable aryl ketone moieties and linear polyketide chains (bearing alkyne/azide handles and fluorine) flanking the polyether scaffold. By providing direct information on microorganism tolerance and enzyme processing of unnatural malonyl-ACP analogues, as well as on the amenability of unnatural polyketides to further structural modifications, the chemical probes constitute invaluable tools for the development of novel mutasynthesis and synthetic biology.
| Item Type: | Journal Article | ||||||||||
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| Subjects: | Q Science > QP Physiology | ||||||||||
| Divisions: | Faculty of Science, Engineering and Medicine > Science > Chemistry | ||||||||||
| Library of Congress Subject Headings (LCSH): | Molecular probes, Polyketides | ||||||||||
| Journal or Publication Title: | Angewandte Chemie International Edition | ||||||||||
| Publisher: | Wiley | ||||||||||
| ISSN: | 1433-7851 | ||||||||||
| Official Date: | 21 October 2014 | ||||||||||
| Dates: |
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| Volume: | 53 | ||||||||||
| Number: | 44 | ||||||||||
| Number of Pages: | 6 | ||||||||||
| Page Range: | pp. 11944-11949 | ||||||||||
| DOI: | 10.1002/anie.201407448 | ||||||||||
| Status: | Peer Reviewed | ||||||||||
| Publication Status: | Published | ||||||||||
| Access rights to Published version: | Open Access | ||||||||||
| Funder: | Biotechnology and Biological Sciences Research Council (Great Britain) (BBSRC), University of Warwick. Institute of Advanced Study (IAS), Marie Curie Intra-European Fellowship (IEF) | ||||||||||
| Grant number: | BB/J007250/1 (BBSRC) | ||||||||||
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