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Structure elucidation and activity of Kolossin A, theD-/L-Pentadecapeptide product of a giant nonribosomal peptide synthetase
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Bode, Helge B., Brachmann, Alexander O., Jadhav, Kirtikumar B., Seyfarth, Lydia, Dauth, Christina, Fuchs, Sebastian W., Kaiser, Marcel, Waterfield, Nicholas R., Sack, Holger, Heinemann, Stefan H. and Arndt, Hans-Dieter (2015) Structure elucidation and activity of Kolossin A, theD-/L-Pentadecapeptide product of a giant nonribosomal peptide synthetase. Angewandte Chemie International Edition, 54 (35). pp. 10352-10355. doi:10.1002/anie.201502835 ISSN 1433-7851.
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Official URL: http://dx.doi.org/10.1002/anie.201502835
Abstract
The largest continuous bacterial nonribosomal peptide synthetase discovered so far is described. It consists of 15 consecutive modules arising from an uninterrupted, fully functional gene in the entomopathogenic bacterium Photorhabdus luminescens. The identification of its cryptic biosynthesis product was achieved by using a combination of genome analysis, promoter exchange, isotopic labeling experiments, and total synthesis of a focused collection of peptide candidates. Although it belongs to the growing class of d-/ l-peptide natural products, the encoded metabolite kolossin A was found to be largely devoid of antibiotic activity and is likely involved in interspecies communication. A stereoisomer of this peculiar natural product displayed high activity against Trypanosoma brucei rhodesiense, a recalcitrant parasite that causes the deadly disease African sleeping sickness.
Item Type: | Journal Article | ||||||||
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Subjects: | Q Science > QD Chemistry Q Science > QR Microbiology |
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Divisions: | Faculty of Science, Engineering and Medicine > Medicine > Warwick Medical School > Biomedical Sciences > Microbiology & Infection Faculty of Science, Engineering and Medicine > Medicine > Warwick Medical School |
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Library of Congress Subject Headings (LCSH): | Peptides, Genomes | ||||||||
Journal or Publication Title: | Angewandte Chemie International Edition | ||||||||
Publisher: | Wiley - V C H Verlag GmbH & Co. KGaA | ||||||||
ISSN: | 1433-7851 | ||||||||
Official Date: | 24 August 2015 | ||||||||
Dates: |
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Volume: | 54 | ||||||||
Number: | 35 | ||||||||
Page Range: | pp. 10352-10355 | ||||||||
DOI: | 10.1002/anie.201502835 | ||||||||
Status: | Peer Reviewed | ||||||||
Publication Status: | Published | ||||||||
Access rights to Published version: | Restricted or Subscription Access | ||||||||
Funder: | Deutscher Akademischer Austauschdienst (DAAD), TMBWK, Deutsche Forschungsgemeinschaft (DFG), European Commission (EC) | ||||||||
Grant number: | 43-5572-321-12040-12 (TMBWK) ; 311477 (EC) |
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