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Synthetic chain terminators off-load intermediates from a type I polyketide synthase
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Tosin, Manuela, Betancor, Lorena, Stephens, E. (Elaine), Li, W. M. Ariel, Spencer, Jonathan B. and Leadlay, P. F. (2010) Synthetic chain terminators off-load intermediates from a type I polyketide synthase. Chembiochem, Vol.11 (No.4). pp. 539-546. doi:10.1002/cbic.200900772 ISSN 1439-4227.
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Official URL: http://dx.doi.org/10.1002/cbic.200900772
Abstract
Modular biocatalysis is responsible for the generation of countless bioactive products and its mining remains a major focus for drug discovery purposes. One of the enduring hurdles is the isolation of biosynthetic intermediates in a readily-analysed form. We prepared a series of nonhydrolysable pantetheine and N-acetyl cysteamine mimics of the natural (methyl)malonyl extender units recruited for polyketide formation. Using these analogues as competitive substrates, we were able to trap and off-load diketide and triketide species directly from an in vitro reconstituted type I polyketide synthase, the 6-deoxyerythronolide B synthase 3 (DEBS3). The putative intermediates, which were extracted in organic solvent and characterised by LC-HR-ESI-MS, are the first of their kind and prove that small-molecule chain terminators can be used as convenient probes of the biosynthetic process.
Item Type: | Journal Article | ||||
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Subjects: | Q Science > QD Chemistry Q Science > QP Physiology |
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Divisions: | Faculty of Science, Engineering and Medicine > Science > Chemistry | ||||
Library of Congress Subject Headings (LCSH): | Biosynthesis, Polyketides, Intermediates (Chemistry), Enzymes | ||||
Journal or Publication Title: | Chembiochem | ||||
Publisher: | Wiley - V C H Verlag GmbH & Co. KGaA | ||||
ISSN: | 1439-4227 | ||||
Official Date: | 2010 | ||||
Dates: |
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Volume: | Vol.11 | ||||
Number: | No.4 | ||||
Page Range: | pp. 539-546 | ||||
DOI: | 10.1002/cbic.200900772 | ||||
Status: | Peer Reviewed | ||||
Publication Status: | Published |
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