Molecular mechanism of polyketide shortening in anthraquinone biosynthesis of Photorhabdus luminescens
| Autor: | Michael Groll, Qiuqin Zhou, Helge B. Bode, Gina L. C. Grammbitter, Hélène Adihou, Alois Bräuer, Patricia Saura, Ville R. I. Kaila, Maximilian Schmalhofer |
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| Rok vydání: | 2018 |
| Předmět: |
biology
010405 organic chemistry Stereochemistry General Chemistry 010402 general chemistry biology.organism_classification Lyase 01 natural sciences Anthraquinone 0104 chemical sciences ddc Polyketide chemistry.chemical_compound chemistry Photorhabdus luminescens Polyketide synthase Anthraquinones Gene cluster biology.protein Heterologous expression |
| Popis: | Anthraquinones, a widely distributed class of aromatic natural products, are produced by a type II polyketide synthase system in the Gram-negative bacterium Photorhabdus luminescens. Heterologous expression of the antABCDEFGHI anthraquinone biosynthetic gene cluster in Escherichia coli identified AntI as an unusual lyase, catalysing terminal polyketide shortening prior to formation of the third aromatic ring. Functional in vitro and in vivo analysis of AntI using X-ray crystallography, structure-based mutagenesis, and molecular simulations revealed that AntI converts a defined octaketide to the tricyclic anthraquinone ring via retro-Claisen and Dieckmann reactions. Thus, AntI catalyses a so far unobserved multistep reaction in this PKS system. |
| Databáze: | OpenAIRE |
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