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Modular Oxime Formation by a trans-AT Polyketide Synthase.
- Source :
-
Angewandte Chemie (International ed. in English) [Angew Chem Int Ed Engl] 2023 Aug 21; Vol. 62 (34), pp. e202304481. Date of Electronic Publication: 2023 Jul 11. - Publication Year :
- 2023
-
Abstract
- Modular trans-acyltransferase polyketide synthases (trans-AT PKSs) are enzymatic assembly lines that biosynthesize complex polyketide natural products. Relative to their better studied cis-AT counterparts, the trans-AT PKSs introduce remarkable chemical diversity into their polyketide products. A notable example is the lobatamide A PKS, which incorporates a methylated oxime. Here we demonstrate biochemically that this functionality is installed on-line by an unusual oxygenase-containing bimodule. Furthermore, analysis of the oxygenase crystal structure coupled with site-directed mutagenesis allows us to propose a model for catalysis, as well as identifying key protein-protein interactions that support this chemistry. Overall, our work adds oxime-forming machinery to the biomolecular toolbox available for trans-AT PKS engineering, opening the way to introducing such masked aldehyde functionalities into diverse polyketides.<br /> (© 2023 Wiley-VCH Verlag GmbH.)
- Subjects :
- Catalysis
Polyketide Synthases genetics
Polyketide Synthases chemistry
Polyketides
Subjects
Details
- Language :
- English
- ISSN :
- 1521-3773
- Volume :
- 62
- Issue :
- 34
- Database :
- MEDLINE
- Journal :
- Angewandte Chemie (International ed. in English)
- Publication Type :
- Academic Journal
- Accession number :
- 37216334
- Full Text :
- https://doi.org/10.1002/anie.202304481