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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 ISSN 1433-7851.
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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 (Creative Commons) | ||||||||||
Date of first compliant deposit: | 20 April 2016 | ||||||||||
Date of first compliant Open Access: | 21 April 2016 | ||||||||||
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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